Title of Invention	ACRIDINE COMPOUNDS A PROCESS OF PREPARING THE SAME.
Abstract	The invention relates to novel acridine derivatives of general formula (1) the production thereof and the use of the same as Pharmaceuticals, especially for treating tumours.

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COMPOUNDS A PROCESS OF PREPARING THE SAME ACRIDINE DERIVATIVES AND THE THEIR USE AS MEDICAMENTS The invention relates to novel heteroaryl derivatives of the formula 1, to their preparation and to their use as medicaments, in particular for treating tumors. According to one aspect of the invention, novel acridine derivatives of the formula 1 in which R, R1, R2, R3 can be attached to any of the acridine carbon atoms C1 to C9, are identical or different and independently of one another denote hydrogen, straight-chain or branched (C1-C8) -alkyl, (C3-C7)-cycloalkyl, straight- chain or branched (Ci-Cs) -alkylcarbonyl, preferably acetyl, straight-chain or branched (C1-C8)-alkoxy, halogen, aryl-(C1-C8)-alkoxy, preferably benzyloxy or phenylethyloxy, nitro, amino, mono- (C1-C4) -alkylamino, di- (C1-C4)-alkylamino, (C1-C8) -alkoxycarbonyl- amino, (C1-C6) -alkoxycarbonylamino- (C1-C8) - alkyl, cyano, straight-chain or branched cyano-(C1-C8)-alkyl, carboxyl, C1-C8-alkoxy- carbonyl, (C1-C4)-alkyl which is substituted by one or more fluorine atoms, preferably the trifluoromethyl group, carboxy-(C1-C8)-alkyl or (C1-C8) -alkoxycarbonyl- (C1-C6) -alkyl, (C2-C6)-alkenyl, preferably allyl, (C2-C6)- alkynyl, preferably ethynyl or propargyl, straight-chain or branched cyano-(C1-C6)- alkyl, preferably cyanomethyl, aryl, where the aryl radical may be unsubstituted or mono- or polysubstituted by identical or different substituents from the group consisting of halogen, straight-chain or branched (C1-C8) -alkyl, (C3-C7) -cycloalkyl, carboxyl, straight-chain or branched (C1-C8)- alkoxycarbonyl, preferably tert-butoxy- carbonyl, by trifluoromethyl, hydroxyl, straight-chain or branched (C1-C8)-alkoxy, preferably methoxy or ethoxy, benzyloxy, nitro, amino, mono-(C1-C4)-alkylamino, di- (C1- C4)-alkylamino, cyano, straight-chain or branched cyano- (C1-C6) -alkyl. substituted on the acridine heterocycle may be attached to C atoms C1-C9 of the acridine ring skeleton; Q independently of one another represent oxygen or in each case two hydrogen atoms (i.e. -CH2-) ; is nitrogen or C-R5, where R5 represents hydrogen or (C1-C6)-alkyl; n,m independently of one another denotes an integer between 0-3, with the proviso that in the case n = 0, X denotes a CR5R6 group where R5 and R6 independently of one another represent hydrogen or (C1-C6)-alkyl and that the nitrogen atom adjacent to the C=Z group is substituted by a hydrogen atom or a (C-C6)-alkyl group; R4 [lacuna] a straight-chain or branched (C1-C20)- alkyl radical which may be saturated or unsaturated, with one to three double and/or triple bonds, and which may be unsubstituted or may optionally be substituted at the same or different C atoms by one, two or more aryl, heteroaryl, halogen, cyano, (C1-C6)-alkoxy- carbonylamino, (C1-C6) -alkoxy, amino, mono-(C1-C4) - alkylamino or di-(C1-C4)-alkylamino; a (C6-C14)-aryl radical, (C6-C14)-aryl-(C1-C6)-alkyl radical or a (C2-C10)-heteroaryl or (C2-C10) -heteroaryl- (C1-C4) - alkyl radical which contains one or more hetero- atoms selected from the group consisting of N, 0 and S, where the {C1-C4)-alkyl radical may be unsubstituted or mono- [lacuna] polysubstituted by identical or different substituents from the group consisting of (C1-C6) -alkyl, halogen and oxo (=0) and where the (C6-C14)-aryl or {C2-C10) -heteroaryl radical may be unsubstituted or mono- or polysubstituted by identical or different substituents from the group consisting of straight-chain or branched (C1-C8) -alkyl, (C3-C7)-cycloalkyl, halogen, cyano, (C1-C6)-alkoxycarbonylamino, (C1-C6)- alkoxy, carboxyl, (C1-C8)-alkoxycarbonyl, straight- chain or branched (C1-C6) -alkyl which is substituted by one or more fluorine atoms, preferably trifluoromethyl, hydroxyl, straight- chain or branched (C1-C8)-alkoxy, preferably methoxy or ethoxy, where adjacent oxygen atoms may also be linked by (C1-C2)-alkylene groups, preferably by a methylene group, benzyloxy, nitro, amino, mono-(C1-C4)-alkylamino, di- (C1-C4)-alkyl- amino, aryl, which for its part may be unsubstituted or mono- or polysubstituted by identical or different substituents from the group consisting of straight-chain or branched (C1-C8)- alkyl, (C3-C7)-cycloalkyl, carboxyl, straight-chain or branched (C1-C8)-alkoxycarbonyl, by trifluoro- methyl, hydroxyl, straight-chain or branched (C1- C8),-alkoxy, preferably methoxy or ethoxy, benzyloxy, nitro, amino, mono-(C1-C4)-alkylamino, di-(C1-C4)-alkylamino, cyano, straight-chain or branched cyano- (C1-C6) -alkyl ; and their structural isomers and stereoisomers, in particular tautomers, diastereomers and enantiomers, and their pharmaceutically acceptable salts, in particular acid addition salts, are provided. Thus, for example, the compounds of the formula (1) according to the invention which have one or more centers of chirality and which are presenf-as racemates" can be separated by methods Known per se into their optical isomers, i.e. enantiomers or diastereomers. The- separation can be carried out by column separation on chiral phases or by recrystallization.. from an optically active solvent or using an optically active acid or base or by derivatization with__an optically active reagent, such as.,for example an optically active alcohol, and subsequent removal of the radical. Furthermore, the acridine derivatives of the formula (1) according to the invention can be converted into their salts with inorganic or organic acids, in particular, for pharmaceutical use, into their physiologically acceptable salts. Acids which are suitable for this purpose are, for example, hydrochloric acid, hydrobromic acid, sulfuric acid, phosphoric acid, fumaric acid, succinic acid, lactic acid, citric acid, acetic acid, tartaric acid, malic acid, malonic acid, embonic acid, trifluoroacetic acid or maleic acid. Moreover, the compounds of the formula (1) according to the invention can, if they contain a sufficiently- acidic group, such as a carboxyl group, be converted, if desired, into their salts with inorganic or organic bases, in particular, for pharmaceutical use, into their physiologically acceptable salts. Bases which are suitable for this purpose are, for example, sodium hydroxide, potassium hydroxide, calcium hydroxide, lysine, cyclohexylamine, ethanolamine, diethanolamine and triethanolamine. According to a preferred embodiment, acridine derivatives of the formula 1 are provided in which R, Rl, R2, R3, X, Z, P, Q, n and m have the meanings given above and R4 denotes a straight-chain or branched (C1-C20)-alkyl radical which may be saturated or unsaturated, with one to three double and/or triple bonds, and which may be unsubstituted or optionally substituted on the same or different C atoms by one, two or more aryl, heteroaryl, halogen, (C1-C6)-alkoxy, amino, mono-(C1-C4)-alkylamino or di- (C1-C4) -alkylamino; a phenyl ring or a naphthyl ring, each of which may be unsubstituted or mono- or polysubstituted by identical or different substituents from the group consisting of straight-chain or branched (C1-C8) -alkyl, (C3-C7)-cycloalkyl, halogen, cyano, (C1-C6)-alkoxycarbonylamino, (C1-C6)-alkoxy, carboxyl, (C1-C8)-alkoxycarbonyl, straight-chain or branched (C1-C6)-alkyl which is substituted by one or more fluorine atoms, preferably trifluoro- methyl, hydroxyl, straight-chain or branched (C1-C8)-alkoxy, preferably methoxy or ethoxy, where adjacent oxygen atoms may also be linked by (C1-C2)-alkylene groups, preferably a methylene group, benzyloxy, nitro, amino, mono-(C1-C4)-alkyl- amino, di-(C1-C4)-alkylamino, aryl, which for its part may be unsubstituted or mono- or poly- substituted by identical or different substituents from the group consisting of straight-chain or branched (C1-C8) -alkyl, (C3-C7)-cycloalkyl, car- boxyl, straight-chain or branched (C1-C8)-alkoxy- carbonyl, by trifluoromethyl, hydroxyl, straight- chain or branched (C1-C8)-alkoxy, preferably methoxy or ethoxy, benzyloxy, nitro, amino, mono- (C1-C4)-alkylamino, di-(C1-C4)-alkylamino, cyano, straight-chain or branched cyano-(C1-C6)-alkyl; a 2-, 4-, 5- or 6-pyrimidinyl radical or 2-, 4-, 5- or 6-pyrimidinyl-(C1-C4)-alkyl radical, where the (C1-C4)-alkyl radical may be unsubstituted or mono- [lacuna] polysubstituted by identidal or different substituents from the group consisting of (C1-C6)-alkyl, halogen and oxo (=0) and the 2-, 4-, 5- or 6-pyrimidinyl radical may be unsubstituted or mono- to trisubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6)-alkyl, halogen, nitro, amino, mono- (C1-C6)-alkylamino, di-(C1-C6)-alkylamino, hydroxyl, (C1-C6)-alkoxy, benzyloxy, car- boxyl, (C1-C6)-alkoxycarbonyl, (C1-C6) -alkoxycar- bonylamino or (C1-C6)-alkyl which is mono- or polysubstituted by fluorine, preferably trifluoro- methyl, (C1-C10)-aryl and (C1-C10)-aryl-(C1-C6)- alkyl; a 3-, 4-, 5- or 6-pyridazinyl radical or 3-, 4-, 5- or 6-pyridazinyl-(C1-C4)-alkyl radical, where the (C1-C4)-alkyl radical may be unsubstituted or mono- [lacuna] polysubstituted by identical or different substituents from the group consisting of (C1-C6)-alkyl, halogen and oxo (=0) and the 3-, 4-, 5- or 6-pyridazinyl radical may be unsub- stituted or mono- to trisubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6)-alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di-(C1-C6)- alkylamino, hydroxyl, (C1-C6)-alkoxy, benzyloxy, carboxyl, (C1-C6)-alkoxycarbonyl, (C1-C6) -alkoxy- carbonylamino or (C1-C6)-alkyl which is mono- or polysubstituted by fluorine, preferably trifluoro- methyl, (C6-C10)-aryl and (C6-C10)-aryl-(C1-C6)- alkyl; a 2-, 3-,- 5- or 6-pyrazinyl radical or 2-, 3-,5- or 6-pyrazinyl-(C1-C4)-alkyl radical, where the (C1-C4)-alkyl radical may be unsubstituted or mono- [lacuna] polysubstituted by identidal or different substituents from the group consisting of (C1-C6)- alkyl, halogen and oxo (=0) and the 2-, 3-, 5- or 6-pyrazinyl radical may be unsubstituted or mono- to trisubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6)-alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di- (C1-C6) -alkylamino, hydroxyl, (C1-C6)-alkoxy, benzyloxy, carboxyl, (C1-C6) -alkoxycarbonyl, (C1-C6) -alkoxycarbonylamino or (C1-C6) -alkyl which is mono- or polysubstituted by fluorine, preferably trifluoromethyl, (C6-C10)- aryl and (C6-C10) -aryl- (C1-C6) -alkyl ; a 3-, 4-, 5-, 6-, 7-, or 8-C1nnolinyl radical or 3-, 4-, 5-, 6-, 7-, or 8-C1nnolinyl- (C1-C4) -alkyl radical, where the (C1-C4)-alkyl radical may be unsubstituted or mono- [lacuna] polysubstituted by identidal or different substituents from the group consisting of (C1-C6) -alkyl, halogen and oxo (=0) and the 3-, 4-, 5-, 6-, 7-, or 8-C1nnolinyl radical may be unsubstituted or mono- to pentasubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6)-alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di- (C1-C6) -alkylamino, hydroxyl, (C1-C6)-alkoxy, benzyloxy, carboxyl, (C1- C6) -alkoxycarbonyl, (C1-C6) -alkoxycarbonylamino or (C1-C6) -alkyl which is mono- or polysubstituted by fluorine, preferably trif luoromethyl, (C6-C10) -aryl and (C6-C10)-aryl-(C1-C6)-alkyl; a 2-, 4-, 5-, 6-, 7-, or 8-quinazolinyl radical or 2-, 4-, 5-, 6-, 7-, or 8-quinazolinyl-(C1-C4)-alkyl radical, where the (C1-C4) -alkyl radical may be unsubstituted or mono- [lacuna] polysubstituted by identidal or different substituents from the group consisting of hydrogen, (C1-C6) -alkyl, halogen and oxo (=0) and the or [sic] 2-, 4-, 5-, 6-, 7-, or 8-quinazolinyl radical may be unsubstituted or mono- to pentasubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6) -alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di- (C1-C6) -alkylamino, hydroxyl, (C1-C6)-alkoxy, benzyloxy, carboxyl, (C1- C6) -alkoxycarbonyl, (C1-C6) -alkoxycarbonylamino or (C1-C6)-alkyl which is mono- or polysubstituted by fluorine, preferably trif luoromethyl, (C6-C10) -aryl and (C6-C10)-aryl-(C1-C6)-alkyl ; a 2-, 3-, 5-, 6-, 7-, or 8-quinoxalinyl radical [lacuna] 2-, 3-, 5-, 6-, 7-, or 8-quinoxalinyl- (C1-C4)-alkyl radical, where the (C1-C4)-alkyl radical may be unsubstituted or mono- [lacuna] polysubstituted by identidal or different substituents from the group consisting of (C1-C6)- alkyl, halogen and oxo (=0) and the or [sic] 2-, 3-, 5-, 6-, 7-, or 8-quinoxalinyl radical may be unsubstituted or mono- to pentasubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6) -alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di-(C1-C6)- alkylamino, hydroxyl, (C1-C6)-alkoxy, benzyloxy, carboxyl, (C1-C6)-alkoxycarbonyl, (C1-C6) -alkoxy- carbonylamino or (C1-C6)-alkyl which is mono- or polysubstituted by fluorine, preferably trifluoro- methyl, (C6-C10)-aryl and (C6-C10) -aryl- (C1-C6) - alkyl; a 1-, 4-, 5-, 6-, 7-, or 8-phthalazinyl radical or 1-, 4-, 5-, 6-, 7-, or 8-phthalazinyl-(C1-C4)-alkyl radical, where the (C1-C4)-alkyl radical may be unsubstituted or mono- [lacuna] polysubstituted by identidal or different substituents from the group consisting of (C1-C6)-alkyl, halogen and oxo (=0) and the or [sic] 1-, 4-, 5-, 6-, 7-, or 8- phthalazinyl radical may be unsubstituted or mono- to pentasubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6)-alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di- (C1-C6) -alkylamino, hydroxyl, (C1-C6)-alkoxy, benzyloxy, carboxyl, (C1- C6)-alkoxycarbonyl, (C1-C6) -alkoxycarbonylamino or (C1-C6)-alkyl which is mono- or polysubstituted by fluorine, preferably trifluoromethyl, (C6-C10)-aryl and (C6-C10) -aryl- (C1-C6) -alkyl; a 2-, 3-, 4-, 5-, 6-, 7- or 8-quinolyl radical or 2-, 3-, 4-, 5-, 6-, 7 or 8-quinolyl- (C1-C4) -alkyl radical, where the (C1-C4) -alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of (C1-C6)-alkyl, halogen and oxo (=0) and the 2-, 3-, 4-, 5-, 6-, 7- or 8-quinolyl radical may be unsubstituted or mono- to hexa- substituted by identical or different substituents from the group consisting of hydrogen, (C1-C6)- alkyl, preferably methyl, particularly preferably 2-methyl, halogen, nitro, amino, mono- (C1-C6) - alkylamino, di- (C1-C6) -alkylamino, hydroxyl, (C1- C6)-alkoxy, benzyloxy, carboxyl, (C1-C6)-alkoxy- carbonyl, (C1-C6) -alkoxycarbanylami.no or (C1-C6)- alkyl which is mono- or polysubstituted by fluorine, preferably trifluoromethyl, (C6-C10)-aryl and (C6-C10)-aryl-(C1-C6)-alkyl; a 1-, 3-, 4-, 5-, 6-, 7- or 8-isoquinolyl radical or 1-, 3-, 4-, 5-, 6-, 7- or 8-isoquinolyl-(C1-C4) - alkyl radical, where the (C1-C4)-alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of (C1-C6)-alkyl, halogen and oxo (=0) and the 1-, 3-, 4-, 5-, 6-, 7- or 8-isoquinolyl radical may be unsubstituted or mono- to hexasubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6)-alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di- (C1-C6) -alkylamino, hydroxyl, (C1-C6)-alkoxy, benzyloxy, carboxyl, (C1- C6)-alkoxycarbonyl, (C1-C6)-alkoxycarbonylamino or (C1-C6) -alkyl which is mono- or polysubstituted by fluorine, preferably trifluoromethyl, (C6-C10)-aryl and (C6-C10)-aryl-(C1-C6)-alkyl; a 2-, 6-, 8- or 9- [9H] -purinyl radical or 2-, 6-, 8- or 9-[9H]-purinyl-(C1-C4)-alkyl radical, where the (C1-C4)-alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of (C1-C6)- alkyl, halogen and oxo (=0) and the 2-, 6-, 8- or 9-[9H]-purinyl radical may be unsubstituted or mono- to trisubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6)-alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di- (C1-C6) -alkylamino, hydroxyl, (C1-C6)-alkoxy, benzyloxy, carboxyl, (C1- C6)-alkoxycarbonyl, (C1-C6)-alkoxycarbonylamino or (C1-C6) -alkyl which is mono- or polysubstituted by fluorine, preferably trifluoromethyl, (C6-C10)-aryl and (C6-C10)-aryl-(C1-C6)-alkyl; a 2-, 6-, 7- or 8- [1H] -purinyl radical or 2-, 6-, 7- or 8-[7H]-purinyl-(C1-C4)-alky 1 radical, where the (C1-C4) -alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of (C1-C6)- alkyl, halogen and oxo (=0) and the 2-, 6-, 7- or 8-[7H]-purinyl radical may be unsubstituted or mono- to trisubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6) -alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di- (C1-C6) -alkylamino, hydroxyl, (C1-C6) -alkoxy, benzyloxy, carboxyl, (C1- C6) -alkoxycarbonyl, (C1-C6) -alkoxycarbonylamino or (C1-C6) -alkyl which is mono- or polysubstituted by fluorine, preferably trif luoromethyl, (C6-C10) -aryl and (C6-C10)-aryl-(C1-C6)-alkyl; a 1-, 2-, 3-, 4-, 5-, 6-, 7-, 8- or 9-acridinyl radical or 1-, 2-, 3-, 4-, 5-, 6-, 7-, 8- or 9- acridinyl-(C1-C4) -alkyl radical, where the (C1-C6)- alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of (C1-C6)- alkyl, halogen and oxo (=0) and the 1-, 2-, 3-, 4- , 5-, 6-, 7-, 8- or 9-acridinyl radical may be unsubstituted or mono- to octasubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6)-alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di-(C1-C6)- alkylamino, hydroxyl, (C1-C6)-alkoxy, benzyloxy, carboxyl, (C1-C6) -alkoxycarbonyl, (C1-C6) -alkoxycarbonylamino or (C1-C6)-alkyl which is mono- or polysubstituted by fluorine, preferably trifluoromethyl, (C6-C10)-aryl and (C6-C10) -aryl- (C1-C6) - alkyl; a 1-, 2-, 3-, 4-, 5-, 6-, 7-, 8- or 9- phenanthridinyl radical or 1-, 2-, 3-, 4-, 5-, 6-, 7-, 8- or 9-phenanthridinyl-(C1-C6)-alkyl radical, where the (C1-C6) -alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of hydrogen, (C1-C6) -alkyl, halogen and oxo (=0) and the 1-, 2-, 3-, 4-, 5-, 6-, 7-, 8- or 9-phenanthridinyl radical may be unsubstituted or mono- to octasubstituted by identical or different substituents from the group consisting of (C1-C6)- alkyl, halogen, nitro, amino, mono- (C1-C6) -alkyl- amino, di- (C1-C6) -alkylamino, hydroxyl, (C1-C6)- alkoxy, (C6-C10) -aryl- (C1-C6) -alkoxy, preferably benzyloxy, carboxyl, (C1-C6) -alkoxycarbonyl, (C1-C6) -alkoxycarbonylamino or (C1-C6) -alkyl which is mono- or polysubstituted by fluorine, preferably trifluoromethyl, (C6-C10) -aryl and (C6- C10)-aryl- (C1-C6) -alkyl; a 2-, 3-, 4-, 5- or 6-pyridyl radical where the 2-, 3-, 4-, 5- or 6-pyridyl radical may be unsubstituted or mono- to tetrasubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6) -alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di-(C1-C6)- alkylamino, hydroxyl, (C1-C6)-alkoxy, benzyloxy, carboxyl, (C1-C6)-alkoxycarbonyl, (C1-C6) -alkoxycarbonylamino or (C1-C6)-alkyl which is mono- or polysubstituted by fluorine, preferably trifluoromethyl, (C6-C10)-aryl and (C6-C10) -aryl- (C1-C6) - alkyl; a 2-, 3-, 4-, 5- or 6-pyridinyl-(C1-C6)-alkyl radical, where the (C1-C6) -alkyl radical may be unsubstituted or mono- or polysubstituted by identical or different substituents from the group consisting of (C1-C6)-alkyl, halogen and oxo (=0) and the 2-, 3-, 4-, 5- or 6-pyridinyl radical may be unsubstituted or mono- to tetrasubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6) -alkyl, halogen, nitro, amino, mono-(C1-C6)-alkylamino, di-(C1-C6)- alkylamino, hydroxyl, (C1-C6)-alkoxy, benzyloxy, carboxyl, (C1-C6) -alkoxycarbonyl, (C1-C6) -alkoxy- carbonylamino or (C1-C6) -alkyl which is mono- or polysubstituted by fluorine, preferably trifluoro- methyl, (C6-C10) -aryl and (C6-C10) -aryl- (C1-C6) - alkyl; a 2-, 3-, 4- or 5-thienyl radical or 2-, 3-, 4- or 5-thienyl-(C1-C6) -alkyl radical, where the (C1-C6) - alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of (C1-C6)- alkyl, halogen and oxo (=0) and the 2-, 3-, 4- or 5-thienyl radical may be unsubstituted or mono- to trisubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6) -alkyl, halogen, nitro, amino, mono- (C1-C6) - alkylamino, di-(C1-C6)-alkylamino, hydroxyl, (C1- C6)-alkoxy, benzyloxy, carboxyl, (C1-C6)-alkoxycarbonyl, C1-C6) -alkoxycarbonylamino or (C1-C6)- alkyl which is mono- or polysubstituted by fluorine, preferably trifluoromethyl, (C6-C10)-aryl and (C6-C10) -aryl- (C1-C6) -alkyl; a 2-, 4-, or 5-thiazolyl radical or 2-, 4-, or 5- thiazolyl-(C1-C6)-alkyl radical, where the (C1-C6)- alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of (C1-C6) - alkyl, halogen and oxo (=0) and the 2-, 4-, or 5- thiazolyl radical may be unsubstituted or mono- or disubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6)-alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di- {C1-C6) -alkylamino, hydroxyl, (C1-C6)-alkoxy, benzyloxy, carboxyl, (C1-C6) -alkoxycarbonyl, (C1-C6) -alkoxycarbonylamino or (C1-C6)-alkyl which is mono- or polysubstituted by fluorine,,preferably trifluoromethyl, (C6-C10)- aryl and (C6-C10)-aryl-(C1-C6)-alkyl; a 3-, 4-, or 5-isothiazolyl radical or 3-, 4-, or 5-isothiazolyl-(C1-C6) -alkyl radical, where the (C1-C6)-alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of (C1-C6)- alkyl, halogen and oxo (=0) and the 3-, 4-, or 5- isothiazolyl radical may be unsubstituted or mono- or disubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6)-alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di- (C1-C6) -alkylamino, hydroxyl, (C1-C6) -alkoxy, benzyloxy, carboxyl, (C1-C6) -alkoxycarbonyl, (C1-C6) -alkoxycarbonylamino or (C1-C6) -alkyl which is mono- or polysubstituted by fluorine, preferably trif luoromethyl, (C6-C10)- aryl and (C6-C10) -aryl- (C1-C6) -alkyl; a 2-, 4-, 5-, 6-, or 7-benzothiazolyl radical or 2-, 4-, 5-, 6-, or 7-benzothiazolyl- (C1-C6) -alkyl radical, where the (C1-C6) -alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of (C1-C6) -alkyl, halogen and oxo (=0) and the 2-, 4-, 5-, 6-, or 7-benzothiazolyl radical may be unsubstituted or mono- to tetrasubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6) -alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di- (C1-C6) -alkylamino, hydroxyl, (C1-C6)-alkoxy, benzyloxy, carboxyl, (C1-C6) -alkoxycarbonyl, (C1-C6) -alkoxycarbonylamino or (C1-C6) -alkyl which is mono- or polysubstituted by fluorine, preferably trif luoromethyl, (C6-C10)- aryl and (C6-C10) -aryl- (C1-C6) -alkyl; a 1-, 2-, 4-, or 5-imidazolyl radical or 1-, 2-, 4-, or 5-imidazolyl-(C1-C6)-alkyl radical, where the (C1-C6) -alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of (C1-C6)- alkyl, halogen and oxo (=0) and the 1-, 2-, 4-, or 5-imidazolyl radical may be unsubstituted or mono- to trisubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6)-alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di- (C1-C6) -alkylamino, hydroxyl, (C1-C6)-alkoxy, benzyloxy, carboxyl, (C1-C6) -alkoxycarbonyl, (C3-C6) -alkoxycarbonylamino or (C1-C6) -alkyl which is mono- or polysubstituted by fluorine, preferably trifluoromethyl, (C6-C10)- aryl and (C6-C10) -aryl- (C1-C6) -alkyl; a 1-, 3-, 4-, or 5-pyrazolyl radical or 1-, 3-, 4- or 5-pyrazolyl-(C1-C6)-alkyl radical, where the (C1-C6)-alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of (C1-C6)- alkyl, halogen and oxo (=0) and the 1-, 3-, 4- or 5-pyrazolyl radical may be unsubstituted or mono- to trisubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6)-alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di- (C1-C6) -alkylamino, hydroxyl, (C1-C6)-alkoxy, benzyloxy, carboxyl, (C1-C6) -alkoxycarbonyl, (C1-C6) -alkoxycarbonylamino or (C1-C6) -alkyl which is mono- or polysubstituted by fluorine, preferably trifluoromethyl, (C6-C10)- aryl and (C6-C10) -aryl- (C1-C6) -alkyl ; a 1-, 2-, 3-, 4-, or 5-pyrrolyl radical or 1-, 2-, 3-, 4-, or 5-pyrrolyl-(C1-C6)-alkyl radical, where the (C1-C6) -alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of (C1-C6)- alkyl, halogen and oxo (=0) and the 1-, 2-, 3-, 4- or 5-pyrrolyl radical may be unsubstituted or mono- to tetrasubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6)-alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di- (C1-C6) -alkylamino, hydroxyl, (C1-C6)-alkoxy, benzyloxy, carboxyl, (C1-C6) -alkoxycarbonyl, (C1-C6) -alkoxycarbonylamino or (C1-C6)-alkyl which is mono- or polysubstituted by fluorine, preferably trifluoromethyl, (C6-C10)- aryl and (C6-C10) -aryl- (C1-C6) -alkyl; a 1-, 3-, or 5-[1.2.4]-triazolyl radical or 1-, 3-, or 5-[1.2.4]-triazolyl-(C1-C6)-alkyl radical, where the (C1-C6) -alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of hydrogen, (C1-C6) -alkyl, halogen and oxo (=0) and the 1-, 3-, or 5-[1.2.4]-triazolyl radical may be unsubstituted or mono- or disubstituted by identical or different substituents from the group consisting of (C1-C6)- alkyl, halogen, nitro, amino, mono-(C1-C6)-alkylamino, di- (C1-C6) -alkylamino, hydroxyl, (C1-C6)- lkoxy, benzyloxy, carboxyl, (d-C6)-alkoxycarbonyl, (C1-C6) -alkoxycarbonylamino or (C1-C6)- alkyl which is mono- or polysubstituted by fluorine, preferably trifluoromethyl, (C6-C10)-aryl and (C6-C1o) -aryl- (C1-C6) -alkyl; a 1-, 4-, or 5- [1.2.3]-triazolyl radical or 1-, 4-, or 5-[1.2.3]-triazolyl-(C1-C6)-alkyl radical, where the (C1-C6)-alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of (C1-C6) -alkyl, halogen and oxo (=0) and the 1-, 4-, or 5-[1.2.3]-triazolyl radical may be unsubstituted or mono- or disubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6) -alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di-(C1-C6)- alkylamino, hydroxyl, (C1-C6) -alkoxy, benzyloxy, carboxyl, . (C1-C6) -alkoxycarbonyl, (C1-C6) -alkoxy- carbonylamino or (C1-C6) -alkyl which is mono- or polysubstituted by fluorine, preferably trifluoro- methyl, (C6-C10) -aryl and (C6-C10) -aryl- (C1-C6) - alkyl; a 1- or 5-[lff]-tetrazolyl radical or 1-, or 5- [1H]-tetrazolyl-(C1-C6)-alkyl radical, where the (C1-C6)-alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of (C1-C6)- alkyl, halogen and oxo (=0) and the 1-, or 5-[lH]- tetrazolyl radical may be unsubstituted or substituted by hydrogen, (C1-C6)-alkyl, halogen, nitro, amino, mono-(C1-C6)-alkylamino, di-(C1-C6)- alkylamino, hydroxyl, (C1-C6) -alkoxy, benzyloxy, carboxyl, (C1-C6) -alkoxycarbonyl, (C1-C6)-alkoxy- carbonylamino or (C1-C6) -alkyl which is mono- or polysubstituted by fluorine, preferably trifluoro- methyl, (C6-C10) -aryl and (C6-C10)-aryl-(C1-C6)- alkyl; a 2- or 5-[2H]-tetrazoyl radical or 2- or 5-[2H]- tetrazolyl-(C1-C6)-alkyl radical, where the (C1- C6)-alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of (C1-C6)- alkyl, halogen and oxo (=0) and the 2- or 5-[2H]- tetrazplyl radical may be unsubstituted or substituted by hydrogen, (C1-C6)-alkyl, halogen, nitro, amino, mono-(C1-C6)-alkylamino, di-(C1-C6)- alkylamino, hydroxyl, (C1-C6)-alkoxy, benzyloxy, carboxyl, (C1-C6) -alkoxycarbonyl, (C1-C6) -alkoxy- carbonylamino or (C1-C6) -alkyl which is mono- or polysubstituted by fluorine, preferably trifluoro- methyl, (C6-C10) -aryl and (C6-C10) -aryl- (C1-C6) - alkyl; a 2-, 4-, or 6- [1.3.5] -triazinyl radical or 2-, 4-, or 6-[1.3. 5]-triazinyl-(C1-C6)-alkyl radical, where the . (C1-C6) -alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of hydrogen, (C1-C6) -alkyl, halogen and oxo (=0) and the 2-, 4-, or 6-[1.3.5]-triazinyl radical may be unsubstituted or mono- or disubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6)-alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di- (C1-C6) -alkylamino, hydroxyl, (C1-C6)-alkoxy, benzyloxy, carboxyl, (C1-C6) -alkoxycarbonyl, (C1-C6) -alkoxycarbonylamino or (C1-C6) -alkyl which is mono- or polysubstituted by fluorine, preferably trifluoromethyl, (C6-C10)- aryl and (C6-C10) -aryl- (C1-C6) -alkyl ; a 2-, 4-, or 5-oxazolyl radical or 2-, 4-, or 5-oxazolyl-(C1-C6)-alkyl radical, where the (C1-C6) -alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of (C3.-C6)- alkyl, halogen and oxo (=0) and the 2-, 4-, or 5-oxazolyl radical may be unsubstituted or mono- or disubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6)-alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di- (C1-C6) -alkylamino, hydroxyl, (C1-C6)-alkoxy, benzyloxy, carboxyl, (C1-C6) -alkoxycarbonyl, (C1-C6) -alkoxycarbonylamino or (C1-C6)-alkyl which is mono- or polysubstituted by fluorine, preferably trifluoromethyl, (C6-C10)- aryl and (C6-C10) -aryl- (C1-C6) -alkyl; a 3-, 4-, or 5-isoxazolyl radical or 3-, 4-, or 5-isoxazolyl-(C1-C6)-alkyl radical, where the (C1-C6) -alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of (C1-C6)- alkyl, halogen and oxo (=0) and the 3-, 4-, or 5-isoxazolyl radical may be unsubstituted or mono- or disubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6)-alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di- (C1-C6) -alkylamino, hydroxyl, (C1-C6)-alkoxy, benzyloxy, carboxyl, (C1-C6) -alkoxycarbonyl, (C1-C6) -alkoxycarbonylamino or (C1-C6) -alkyl which is mono- or polysubstituted by fluorine, preferably trifluoromethyl, (C6-C10)- aryl and {C6-C10) -aryl- (C1-C6) -alkyl ; a 1-, 2-, 3-, 4-, 5-, 6- or 7-indolyl radical or 1-, 2-, 3-, 4-, 5-, 6- or 7-indolyl-(C1-C6)-alkyl radical, where the (C1-C6) -alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of (C1-C6) -alkyl, halogen and oxo (=0) and the 1-, 2-, 3-, 4-, 5-, 6- or 7-indolyl radical may be unsubstituted or mono- to hexasubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6)-alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di- (C1-C6) -alkylamino, hydroxyl, (C1-C6)-alkoxy, benzyloxy, carboxyl, (C1-C6) -alkoxycarbonyl, (C1-C6) -alkoxycarbonylamino or (C1-C6) -alkyl which is mono- or polysubstituted by fluorine, preferably trifluoromethyl, (C6-C10)- aryl and (C6-C10) -aryl- (C1-C6) -alkyl and the isomers, in particular tautomers, diastereomers and enantiomers, and the pharmaC6utically acC6ptable salts, in particular aC1d addition salts, thereof. According to a further embodiment, acR1dine deR1vatives of the formula (1) are provided which are characteR1zed in that R, R1, R2, R3, X, Z, P, Q, n and m have the meanings given above and R4 represents phenyl which is unsubstituted or substituted by one to five identical or different (C1-C6)-alkoxy groups, where adjaC6nt oxygen atoms may also be linked by (C1-C2) -alkylene groups. According to a further embodiment, acridine derivatives of the formula (1) are provided which are characterized in that R, R1, R2, R3, X, Z, P, Q, n and m have the meanings given above and R4 represents 3,5- dimethoxyphenyl. According to a further embodiment, acridine derivatives of the formula (1) are provided which are characterized in that and [sic] R4 has the meanings given above, R, R1/ R2/ R3 each represent a hydrogen atom, Z represents an oxygen atom and X represents a nitrogen atom, P and Q each represent two hydrogen atoms (i.e. -CH2-), m is zero and n is the integer 2. According to a further embodiment, acridine derivatives of the formula (1) are provided which are characterized in that R, R1, R2 and R3 each represent a hydrogen atom, Z represents an oxygen atom and X represents a nitrogen atom, P and Q each represent two hydrogen atoms (i.e. - CH2-), m is zero, n represents the integer 2 and R4 represents a 3,5-dimethoxyphenyl radical. According to a further aspect of the invention, a proC6ss for preparing acridine derivatives according to any of claims 1 to 6 [lacuna], characterized in that an acridine carboxylic aC1d of the formula (2) in which R, R1, R2, R3 have the meanings given above, Z denotes an oxygen or sulfur atom and Y represents a leaving group such as halogen, hydroxyl, (C1-C6)-alkoxy, preferably methoxy or ethoxy, -O-tosyl, -O-mesyl or imidazolyl, Formula 3 is reacted with an amine of the formula (3) in which R4, P, Q, X, m and n are as defined above, using, if appropR1ate, diluents and auxiliaR1es, and the desired acR1dine deR1vatives are formed. Synthesis route: The compounds of the formula 1 can be obtained according to Scheme 1 below: The starting mateR1als (2) and (3) are either commerC1ally available or can be prepared by proC6dures known per se. The starting mateR1als (2) and (3) are useful intermediates for prepaR1ng the acR1dine deR1vatives of the formula (1) according to the invention. The solvents and auxiliaR1es to be used, if appropR1ate, and the reaction parameters to be used, such as reaction temperature and reaction time, are known to the person skilled in the art owing to his expert knowledge. The acR1dine deR1vatives of the formula (1) according to the invention are suitable as medicaments, in particular as antitumor agents, for treating mammals, in particular man, but also domestic animals such as horses, cattle, dogs, cats, hares, sheep, poultry and the like. According to a further aspect of the invention, a method for controlling tumors in mammals, in particular man, is provided which is characteR1zed in that at least one acR1dine deR1vative of the formula (1) is administered to a mammal in an amount effective for the treatment of the tumor. The therapeutically effective dose of the acR1dine deR1vative according to the invention in question which is to be administered for the treatment depends inter alia on the nature and the stage of the oncosis, the age and the sex of the patient, the type of administration and the duration of the treatment. Administration can take plaC6 orally, rectally, buccally (for example sublingually), parenterally (for example subcutaneously, intra- muscularly, intradermally or intravenously), topically or transdermally. According to a further aspect of the invention, medicaments for the treatment of tumors are provided which are characteR1zed in that they compR1se, as active ingredient, at least one acR1dine deR1vative according to any of Claims 1 to 4 or a pharmaC6utically acC6ptable salt thereof, if appropR1ate together with customary pharmaC6utically acC6ptable auxiliaR1es, additives and carR1ers. These can be solid, semisolid, liquid or aerosol preparations. Suitable solid preparations are, for example, capsules, powders, granules, tablets. Suitable semisolid preparations are, for example, ointments, creams, gels, pastes, suspensions, oil-in-water and water-in-oil emulsions. Suitable liquid preparations are, for example, steR1le aqueous preparations for parenteral administration which are isotonic with the blood of the patient. The invention is to be illustrated in more detail by the example below, without being restR1cted to the example. Working Example 1-(3,5-Dimetboxyphenyl)-4-(9-acR1dinyl- (D-43411) carbonyl)piperazine 8 g (35.84 mmol) of acR1dine-9-carboxylic aC1d were charged to 300 ml of DMF with stirR1ng. 5.79 g (57.34 mmol) of N-methylmorpholine, then a solution of 24.24 g (46.59 mmol) of Py-BOP (1-benzotR1azolyltR1- pyrrolidinophosphonium hexafluorophosphate) and 7.96 g [lacuna] (35.81 mmol) of 1-(3, 5-dimethoxyphenyl)- piperazine in 50 ml of DMF were added sucC6ssively to the mixture with further stirR1ng. The mixture was stirred, at room temperature for 12 hours, the DMF was distilled off under reduC6d pressure and the residue was puR1fied on a silica gel column (Kieselgel 60, from Merck AG, Darmstadt) using the mobile phase dichloromethane/methanol/ (95:5 v/v). Yield: 12.9 (84.2% of theory) m.p.: 172-175°C 1. Antiproliferative action in vaR1ous tumor C6ll lines In a proliferation test, the antiproliferative activity of the substanC6 D-43411 was examined using established tumor C6ll lines. In the test used, the C6llular dehydrogenation activity is determined, which makes it possible to determine the vitality of the C6ll and, indirectly, the C6ll count. The C6ll lines used are the human C6rvical carC1noma C6ll lines KB/HeLa (ATCC/CCL17) , the muR1ne lymphocyte leukaemia L1210 (ATCC CCL-219), the human breast adenocarC1noma line MCF7 /ATCC HTB22) and the ovary adenocarC1noma line SKOV-3 (ATCC HTB77). These are established C6ll lines which are very well characteR1zed and were obtained from ATCC and cultured. The results shown in Tab. 1 demonstrate the highly potent antiproliferative action of D-43411 in the C6ll lines SKOV-3, L-1210 and HeLa/KB. Owing to the particularly slow growth of the MCF7 line, the effect of D-43411 in the test peR1od of 48 h is only small (18% inhibition at 3.16 mg/ml; thus stated as >3.16). 2. Method XTT Test for C6llular dehydrogenase activity The adherently growing tumor C6ll lines HeLa/KB, SKOV-3 and MCF7 and the L1210 leukaemia line, which grows in suspension, were cultivated under standard conditions in an incubator with gas inlet at 37°C, 5% C02 and 95% atmospheR1c humidity. On Test Day 1, the adherent C6lls are detached using trypsine/EDTA and pelleted by C6ntR1fugation. The C6ll pellet is then resuspended in RPMI culture medium at the appropR1ate C6ll count and transferred to a 96-well microtitre plate. The plates are then cultivated overnight in the incubator with gas inlet. The test substanC6s are made up as stock solutions in DMSO and, on Test Day 2, diluted with culture medium to the desired conC6ntrations. The substanC6s in the culture medium are then added to the C6lls and incubated in the incubator with gas inlet for 45 h. C6lls which have not been treated with test substanC6 serve as control. For the XTT assay, 1 mg/ml of XTT (sodium 3'-[l- (phenylaminocarbonyl)-3,4-tetrazolium]-bis(4-methoxy-6- nitro)benzenesulfonic aC1d) is dissolved in RPMI-1640 medium without Phenol Red. Additionally, a 0.383 mg/ml solution of PMS (N-methyldibenzopyrazine methyl sulfate) in phosphate-buffered saline (PBS) is prepared. On Test Day 4, 75 Hi/well of the XTT-PMS mixture are pipetted onto the C6ll plates, which by now have been incubated with the test substanC6s for 45 h. To this end, the XTT solution is mixed with the PMS solution in a ratio of 50:1 (v/v) shortly before use. The C6ll plates are then incubated in the incubator with gas inlet for a further 3 h, and the optical density (OD490nm) is determined in a photometer. Using the OD490nm obtained, the inhibition in perC6nt relative to the control is calculated. The antiproliferative activity is estimated using regression analysis. Example I Tablet containing 50 mg of active compound Composition: (1) Active compound 50.0 mg (2) Lactose 98.0 mg (3) Maize starch 50.0 mg (4) Polyvinylpyrrolidone 15.0 mg (5) Magnesium stearate 2.0 mg Total: 215.0 mg Preparation: (1), (2) and (3) are mixed and granulated with an aqueous solution of (4). The dR1ed granules are admixed with (5). This mixture is tabletted. Example II Capsule containing 50 mg of active compound Composition: (1) Active compound 50.0 mg (2) Maize starch, dR1ed 58.0 mg (3) Lactose powder 50.0 mg (4) Magnesium stearate 2.0 mg Total: 160.0 mg Preparation: (1) is ground with (3) . This ground mateR1al is added with vigorous mixing to the mixture of (2) and (4). This powder mixture is, on a capsule filling machine, filled into hard gelatine capsules size 3. We Claim: 1. AC1-idine compounds according to the formula I in which R, R1, R2, R3 can be attached to any of the aC1-idine carbon atoms C1 to C9, are identical or different and independently of one another denote hydrogen, straight-chain or branched (C1-C8)-alkyl, (C3-C7)-cycloalkyl, straight-chain or branched (C1-C8)-alkylcarbonyl, preferably acetyl, straight-chain or branched (C1-C8)-alkoxy, halogen, aryl-(C1-C8)-alkoxy, preferably benzyloxy or phenylethyloxy, nitro, amino, mono-(C1-C4,)- alkylamino, di-(C1-C4)-alkylamino, (C1-C8)-alkoxycarbonyl-amino (C1 C6)-alkoxycarbonyiamino-(C1-C8)-alkyl, cyano, straight-chain or branched cyano-(C1-C6)-alkyl5 carbonyl, (C1-Cg)-alkoxy-carbonyl, (C1- C4)-alkyl which is substituted by one or more fluoR1ne atoms, preferably the tR1fluorom ethyl group, carboxy-(C1-C8)-alkyl or (C1-C3)- alkoxycarbonyl-(C1-C6)-alkyl, (C2-C6)-alkenyl, preferably allyl, (C2-C6)- alkynyl, preferably ethynyl or propargyl, straight-chain or branched cyano-(C1-C6)- alkyl, preferably cyanomethyl, aryl, where the aryl radical may be unsubstituted or mono- or polysubstituted by identical or different substituents from the group consisting of halogen, straight-chain or branched (C1-C8) -alkyl, (C3-C7) -cycloalkyl, carboxyl, straight-chain or branched (C1-C6)- alkoxycarbonyl, preferably tert- butoxycarbonyl, by trifluoromethyl, hydroxyl, straight-chain or branched (C1-C6)-alkoxy, preferably methoxy or ethoxy, benzyloxy, nitro, amino, mono-(C1-C4)-alkylamino, di-(C1- C4)-alkylamino, cyano, straight-chain or branched cyano- (C1-C6) -alkyl, substituted on the aC11dine heterocycle may be attached to C atoms C1-C9 of the aC11dine R1ng skeleton; independently of one another represent oxygen or in each case two hydrogen atoms (i.e. -CH2-) ; is nitrogen or C-R5, where R5 represents hydrogen or (C1-C6) -alkyl ; independently of one another denotes an integer between 0-3, with the proviso that in the case n = 0, X denotes a CR5R6 group where R5 and R6 independently of one another represent hydrogen or (C1-C6) -alkyl and that the nitrogen atom adjaC6nt to the C=Z group is substituted by a hydrogen atom or a (C-C6)-alkyl group; R4 Haqunel a straight-chain or branched (C1-C20)- alkyl radical which may be saturated or un- saturated, with one to three double and/or tR1ple bonds, and which may be unsubstituted or may optionally be substituted at the same or different C atoms by one, two or more aryl, heteroaryl, halogen, cyano, (C1-C6)-alkoxycarbonylamino, (C1-C6) -alkoxy, amino, mono-(C1-C4)-alkylamino or di-(C1-7C4)-alkylamino; a (C6-C14)-aryl radical, (C6- C14)-aryl-(C1-C4)-alkyl radical or a (C2-C10)- heteroaryl or (C2-C10) -heteroaryl- (C1-C4) -alkyl radical which contains one or more heteroatoms selected from the group consisting of N, 0 and S, where the (C1-C4) -alkyl radical may be unsubstituted or mono- Haqune polysubstituted by identical or different substituents from the group consisting of (C1-C6) -alkyl., halogen and oxo (=0) and where the (C6-C14) -aryl or (C2-C10) -heteroaryl radical may be unsubstituted or mono- or polysubstituted by identical or different substituents from the group consisting of straight-chain or branched (C1-C8)-alkyl, (C3-C7) -cycloalkyl, halogen, cyano, (C1-C6)-alkoxycarbonylamino, (C1-C6)-alkoxy, carboxyl, (C1-C8)-alkoxycarbonyl, straight-chain or branched (C1-C6) -alkyl which is substituted by one or more fluoR1ne atoms, preferably tR1fluoromethyl, hydroxyl, straight- chain or branched (C1-C8) -alkoxy, preferably methoxy or ethoxy, where adjaC6nt oxygen atoms may also be linked by (C1-C2) -alkylene groups, preferably by a methylene group, benzyloxy, nitro, amino, mono-(C1-C4)-alkylamino, di-(C1-C4)-alkyl- amino, aryl, which for its part may be unsubstituted or mono- or polysubstituted by identical or different substituents from the group consisting of straight-chain or branched (C1-C6)- alkyl, (C3-C7)-cycloalkyl, carboxyl, straight-chain or branched (C1 C8)-alkoxycarbonyl, by trifluoromethyl, hydroxyl, straight-chain or branched (C1-C8)-alkoxy, preferably methoxy or ethoxy, benzyl-oxi nitro, ammo, mono-(C1-C4)-alkylamino, di-(C1-C4)-alkylamino, cyano, straight-chain or branched cyano-(C1-C6)-alkyl; and their structural isomers and stereoisomers, in particular tautorners, diastereomers and enantiomers, and their pharmaceutically acceptable salts, in particular acid addition salts. Acridine compounds of the formula 1 as claimed in claim 1, wherein R, Rl, R2, R3, X, Z, P, Q, n and m have the meanings given in claim 1 and R4 denotes a straight-chain or branched (CVC20)- alky' radical which may be saturated or unsaturated, with one to three double and/or triple bonds, and which may be unsubstituted or optionally substituted on the same or different C atoms by one, two or more aryl, heteroaryl, halogen, (Cl-C6)-alkoxy, amino, mono-(C1-C4)- alkylamino or di-(C1-C4)-alkylamino; A phenyl ring or a naphthyl ring, each of which may be unsubstituted or mono- or polysubstituted by identical or different substituents from the group consisting of straight-chain or branched (C1-Cg)-alkyl, (C3- C7)-cycloalkyl, halogen, cyano, (C1-C6)-alkoxycarbonylamino, (C1 C8)-alkoxy, carboxyl, (C1-C8)-alkoxycarbonyl, straight-chain or branched (C1-C6)-alkyl which is substituted by one or more fluorine atoms, preferably trifluorom ethyl, hydroxyl, straight-chain or branched (C1-C8)-aifcoxy, preferably methoxy or ethoxy, benzyloxy, nitro, amino, mono-(C1-C4) - alkylamino, di- (C1-C4) -alkylamino, aryl, which for ' its part may be unsubstituted or mono- or polysubstituted by identical or different substituents from the group consisting of straight-chain or branched (C1-C8)-alkyl, (C3-C7) -cycloalkyl, carboxyl, straight-chain or branched (C1-C8)-alkoxycarbonyl, by tR1fluoro- methyl, hydroxyl, straight-chain or branched (C1-C8)-alkoxy, preferably methoxy or ethoxy, benzyloxy, nitro, amino, mono- (C1-C4) - alkylamino, di-(C1-C4)-alkylamino, cyano, straight-chain or branched cyano- (C1-C6) -alkyl ; a 2-, 4-, 5- or 6-pyR1midinyl radical or 2-, 4-, 5- or 6-pyR1midinyl-(C1-C4)-alkyl radical, where the (C1-C4)-alkyl radical may be unsubstituted or mono- [lacuna] polysubstituted by identidal or different substituents from the group consisting of (C1-C6) -alkyl, halogen and oxo (=0) and the 2-, 4-, 5- or 6-pyR1midinyl radical may be unsubstituted or mono- to tR1substituted by identical or different substituents from- the group consisting of hydrogen, (C1-C6) -alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di- (C1-C6) -alkylamino, hydroxyl, (C1-C6)-alkoxy, benzyloxy, carboxyl, (C1-C6) -alkoxycarbonyl, (C1-C6) -alkoxycarbonyl- amino or (C1-C6) -alkyl which is mono- or polysubstituted by fluoR1ne, preferably tR1- f luoromethyl, (C6-C10) -aryl and (C6-C10) -aryl- (C1-C6) -alkyl; a 3-, 4-, 5- or 6-pyR1dazinyl radical or 3-, 4-, 5- or 6-pyR1dazinyl-(C1-C4)-alkyl radical, where the (C1-C4) -alkyl radical may be unsubstituted or mono- [lacuna] polysubstituted by identical or different substituents from the group consisting of (C1-C6)-alkyl, halogen and oxo (=0) and the 3-, 4-, 5- or 6-pyR1dazinyl radical may be unsubstituted or mono- to tR1substituted by identical or different substituents from the group consisting of hydrogen, (C1-C6)-alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di- (C1-C6) -alkylamino, hydroxyl, (C1-C6)-alkoxy, benzyloxy, carboxyl, (C1-C6) -alkoxycarbonyl, (C1-C6) -alkoxycarbonyl- amino or (C1-C6) -alkyl which is mono- or polysubstituted by fluoR1ne, preferably tR1fluoromethyl, (C6-C10) -aryl and (C6-C10) -aryl- (C1-C6)-alkyl ; a 2-, 3-, 5- or 6-pyrazinyl radical or 2-, 3-, 5- or 6-pyrazinyl-(C1-C4)-alkyl radical, where the (C1-C4)-alkyl radical may be unsubstituted or mono- [lacuna] polysubstituted by identidal or different substituents from the group consisting of (C1-C6) -alkyl, halogen and oxo (=0) and the 2-, 3-, 5- or 6-pyrazinyl radical may be unsubstituted or mono- to tR1substituted by identical or different substituents from the group consisting of hydrogen, (C1-C6) -alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di-(C1-C6)-alkylamino, hydroxyl, (C1-C6) -alkoxy, benzyloxy, carboxyl, (C1-C6)-alkoxycarbonyl, (C1-C6) -alkoxycarbonylamino or (C1-C6) -alkyl which is mono- or polysubstituted by fluoR1ne, preferably tR1fluoromethyl, (C6-C10)-aryl and (C6-C10) -aryl- (C1-C6) -alkyl; a 3-, 4-, 5-, 6-, 7-, or 8-C1nnolinyl radical or 3-, 4-, 5-, 6-, 7-, or 8-C1nnolinyl-(C1-C4) - alkyl radical, where the (C1-C4) -alkyl radical may be unsubstituted or mono- [lacuna] polysubstituted by identidal or different substituents from the group consisting of (C1- C6)-alkyl, halogen and oxo (=0) and the 3-, 4-, 5-, 6-, 7-, or 8-C1nnolinyl radical may be unsubstituted or mono- to pentasubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6)-alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di-(C1-C6)-alkylamino, hydroxyl, (C1-C6) -alkoxy, benzyloxy, carboxyl, (C1-C6) -alkoxycarbonyl, (C1-C6) -alkoxycarbonylamino or (C1-C6) -alkyl which is mono- or polysubstituted by fluoR1ne, preferably tR1fluoromethyl, (C6-C10) -aryl and (C6-C10) -aryl- (C1-C6) -alkyl ; a 2-, 4-, 5-, 6-, 7-, or 8-quinazolinyl radical or 2-, 4-, 5-, 6-, 7-, or 8-quinazolinyl-(C1- C4)-alkyl radical, where the (C1-C4)-alkyl radical may be unsubstituted or mono- [lacuna] polysubstituted by identidal or different substituents from the group consisting of hydrogen, (C1-C6) -alkyl, halogen and oxo (=0) and the or [sic] 2-, 4-, 5-, 6-, 7-, or 8-quinazolinyl radical may be unsubstituted or mono- to pentasubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6)-alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di-(C1- C6)-alkylamino, hydroxyl, (C1-C6) -alkoxy, benz- yloxy, carboxyl, (C1-C6)-alkoxycarbonyl, (C1- C6)-alkoxycarbonylamino or (C1-C6) -alkyl which is mono- or polysubstituted by fluoR1ne, preferably tR1fluoromethyl, (C6-C10) -aryl and (C6-C10) -aryl- (C1-C6) -alkyl; a 2-, 3-, 5-, 6-, 7-, or 8-quinoxalinyl radical [lacuna] 2-, 3-, 5-, 6-, 1-, or 8-quinoxalinyl- (C1-C4) -alkyl radical, where the {C1-C4) -alkyl radical may be unsubstituted or mono- [diffrent] polysubstituted by identidal or different substituents from the group consisting of (C1-C6) -alkyl, halogen and oxo (=0) and the or [sic] 2-, 3-, 5-, 6-, 7-, or 8-quinoxalinyl radical may be unsubstituted or mono- to pentasubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6)-alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di- (C1-C6) -alkylamino, hydroxyl, (C1-C6) -alkoxy, benzyloxy, carboxyl, (C1-C6) -alkoxycarbonyl, (C1-C6) -alkoxycarbonyl- amino or (C1-C6)-alkyl which is mono- or polysubstituted by fluoR1ne, preferably . tR1fluoromethyl, (C6-C10) -aryl and (C6-C10) -aryl- (C1-C6)-alkyl ; a 1-, 4-, 5-, 6-, 7-, or 8-phthalazinyl radical or 1-, 4-, 5-, 6-, 7-, or 8-phthalazinyl- (C1-C4)-alkyl radical, where the (C1-C4)-alkyl radical may be unsubstituted or mono- [lacuna] polysubstituted by identidal or different substituents from the group consisting of (C1- C6)-alkyl, halogen and oxo (=0) and the or [sic] 1-, 4-, 5-, 6-, 7-, or 8-phthalazinyl radical may be unsubstituted or mono- to pentasubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6) -alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di- (C1-C6) -alkylamino, hydroxyl, (C1-C6)-alkoxy, benzyloxy, carboxyl, (C1-C6) -alkoxycarbonyl, (C1-C6) -alkoxycarbonyl- amino or (C1-C6)-alkyl which is mono- or polysubstituted by fluoR1ne, preferably tR1fluoromethyl, (C6-C10)-aryl and (C6-C10) -aryl- (d-C6) -alkyl; a 2-, 3-, 4-, 5-, 6-, 7- or 8-quinolyl radical or 2-, 3-, 4-, 5-, 6-, 7 or 8-quinolyl-(C1-C4)- alkyl radical, where the (C1-C4) -alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of (C1-C6)-alkyl, halogen and oxo (=0) and the 2-, 3-, 4-, 5-, 6-, 7- or 8-quinolyl radical may be unsubstituted or mono- to hexasubstituted by- identical or different substituents from the group consisting of hydrogen, (C1-C6)-alkyl, preferably methyl, particularly preferably 2-methyl, halogen, nitro, amino, mono-(C1-C6)- alkylamino, di- (C1-C6) -alkylamino, hydroxyl, (C1-C6) -alkoxy, benzyloxy, carboxyl, (C1-C6)- alkoxycarbonyl, (C1-C6) -alkoxycarbonylamino or (C1-C6) -alkyl which is mono- or polysubstituted by fluoR1ne, preferably tR1fluoromethyl, (C6-C10)-aryl and (C6-C10) -aryl- (C1-C6) -alkyl; a 1-, 3-, 4-, 5-, 6-, 7- or 8-isoquinolyl radical or 1-, 3-, 4-, 5-, 6-, 7- or 8- isoquinolyl-{C1-C4)-alkyl radical, where the (C1-C4) -alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of (C1-C6) -alkyl, halogen and oxo (=0) and the 1-, 3-, 4-, 5-, 6-, 7- or 8- isoquinolyl radical may be unsubstituted or mono- to hexasubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6)-alkyl, halogen, nitro, amino, mono-(C1-C6)-alkylamino, di- (C1-C6)-alkylamino, hydroxyl, (C1-C6)-alkoxy, benzyloxy, carboxyl, (C1-C6)-alkoxycarbonyl, (C1-C6)-alkoxycarbonylamino or (C1-C6) -alkyl which is mono- or polysubstituted by fluoR1ne, preferably tR1fluoromethyl, (C6-C10)-aryl and (C6-C10) -aryl- (C1-C6) -alkyl ; a 2-, 6-, 8- or 9- [9H] -puR1nyl radical or 2-, 6-, 8- or 9-[9H]-puR1nyl-(C1-C4)-alkyl radical, where the (C1-C4)-alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of (C1-C6) -alkyl, halogen and oxo (=0) and the 2-, 6-, 8- or 9- [9H] -puR1nyl radical may be unsubstituted or mono- to tR1substituted by identical or different substituents from the group consisting of hydrogen, (C1-C6)-alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di- (C1-C6) -alkylamino, hydroxyl, (C1-C6) -alkoxy, benzyloxy, carboxyl, (C1-C6) -alkoxycarbonyl, (C1-C6) -alkoxycarbonyl- amino or (C1-C6) -alkyl which is mono- or polysubstituted by fluoR1ne, preferably tR1fluoromethyl, (C6-C10) -aryl and (C6-C10) -aryl- (C1-C6)-alkyl; a 2-, 6-, 7- or 8- [7H] -puR1nyl radical or 2-, 6-, 7- or 8-[7H]-puR1nyl-(C1-C4)-alkyl radical, where the (C1-C4)-alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of (C1-C6) -alkyl, halogen and oxo (=0) and the 2-, 6-, 7- or 8- [1H] -puR1nyl radical may be unsubstituted or mono- to tR1substituted by identical or different substituents from the group consisting of hydrogen, {C1-C6) -alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylantino, di- (C1-C6) -alkylamino, hydroxyl, (C1-C6) -alkoxy, benzyloxy, carboxyl, (C1-C6)-alkoxycarbonyl, (C1-C6)- alkoxycarbonylamino or (C1-C6) -alkyl which is mono- or polysubstituted by fluoR1ne, preferably tR1fluoromethyl, (C6-C10) -aryl and (C6-C10) -aryl- (C1-C6) -alkyl; a 1-, 2-, 3-, 4-, 5-, 6-, 7-, 8- or 9-acridinyl radical or 1-, 2-, 3-, 4-, 5-, 6-, 7-, 8- or 9-acridinyl-(C1-C4)-alkyl radical, where the (C1-C6)-alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of (C1-C6) -alkyl, halogen and oxo (=0) and the 1-, 2-, 3-, 4-, 5-, 6-, 7-, 8- or 9-aC11dinyl radical may be unsubstituted or mono- to octasubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6)-alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di-(C1- C6)-alkylamino, hydroxyl, (C1-C6) -alkoxy, benzyloxy, carboxyl, (C1-C6) -alkoxycarbonyl, (C1-C6)-alkoxycarbonylamino or (C1-C6) -alkyl which is mono- or polysubstituted by fluoR1ne, preferably tR1fluoromethyl, (C6-C10)-aryl and (C6-C10) -aryl- (C1-C6) -alkyl; a 1-, 2-, 3-, 4-, 5-, 6-, 7-, 8- or 9- phenanthR1dinyl radical or 1-, 2-, 3-, 4-, 5-, 6-, 7-, 8- or 9-phenanthR1dinyl-(C1-C6)-alkyl radical, where the (C1-C6) -alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of hydrogen, (C1-C6) -alkyl, halogen and oxo (=0) and the 1-, 2-, 3-, 4-, 5-, 6-, 7-, 8- or 9-phenanthR1dinyl radical may be unsubstituted or mono- to octasubstituted by identical or different substituents from the group consisting of (C1-C6) -alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di- (C1-C6)-alkylamino, hydroxyl, (C1-C6)-alkoxy, (C6-C10)-aryl-(C1-C6)-alkoxy, preferably benzyl- oxy, carboxyl, (C1-C6)-alkoxycarbonyl, (C1-C6)- alkoxycarbonylamino or (C1-C6) -alkyl which is mono- or polysubstituted by fluoR1ne, preferably tR1f luoromethyl, (C6-C10) -aryl and (C6-C10) -aryl- (C1-C6) -alkyl ; a 2-, 3-, 4-, 5- or 6-pyR1dyl radical where the 2-, 3-, 4-, 5- or 6-pyR1dinl [sic] radical may be unsubstituted or mono- to tetrasubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6) -alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di-(C1-C6)-alkylamino, hydroxyl, (C1-C6) -alkoxy. benzyloxy, carboxyl, (C1-C6)-alkoxycarbonyl, (C1-C6)-alkoxycarbonylamino or (d-C6)-alkyl which is mono- or polysubstituted by fluoR1ne, preferably tR1fluoromethyl, (C6-C10) -aryl and (C6-C10) -aryl- (C1-C6) -alkyl; a 2-, 3-, 4-, 5- or 6-pyR1dyl-(C1-C6)-alkyl radical, where the (C1-C6) -alkyl radical may be unsubstituted or mono- or polysubstituted by identical or different substituents from the group consisting of (C1-C6)-alkyl, halogen and oxo (=0) and the 2-, 3-, 4-, 5- or 6-pyR1dinyl radical may be unsubstituted or mono- to tetrasubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6)-alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di- (C1-C6) -alkylamino, hydroxyl, (C1-C6)-alkoxy, benzyloxy, carboxyl, (C1-C6) -alkoxycarbonyl, (C1-C6) -alkoxycarbonyl- amino or (C1-C6) -alkyl which is mono- or polysubstituted by fluoR1ne, preferably tR1f luoromethyl, (C6-C10) -aryl and (C6-C10) -aryl- (C1-C6)-alkyl; a 2-, 3-, 4- or 5-thienyl radical or 2-, 3-, 4- or 5-thienyl-(C1-C6)-alkyl radical, where the (C1-C6) -alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of (C1-C6) -alkyl, halogen and oxo (=0) and the 2-, 3-, 4- or 5-thienyl radical may be unsubstituted or mono- to tR1substituted by identical or different substituents from the group consisting of hydrogen, (C1-C6) -alkyl, halogen, nitro, amino, mono- (C1-Cg) -alkylamino, di- (C1-C6) -alkylamino, hydroxyl, (C1-C6) -alkoxy, benzyloxy, carboxyl, (C1-C6)-alkoxycarbonyl, (C1-C6) -alkoxycarbonylamino or (C1-C6)-alkyl which is mono- or polysubstituted by fluoR1ne, preferably tR1fluoromethyl, (C6-C10) -aryl and (C6-C10) -aryl- (d-C6) -alkyl; a 2-, 4-, or 5-thiazolyl radical or 2-, 4-, or 5-thiazolyl-(C1-C6)-alkyl radical, where the (C1-C6)-alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of (C1-C6) -alkyl, halogen and oxo (=0) and the 2-, 4-, or 5-thiazolyl radical may be unsubstituted or mono- or disubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6) -alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di-(C1-C6)-alkylamino, hydroxyl, (C1-C6) -alkoxy, benzyloxy, carboxyl, (C1-C6) -alkoxycarbonyl, (C1-C6) -alkoxycarbonylamino or (C1-C6) -alkyl which is mono- or polysubstituted by fluoR1ne, preferably tR1fluoromethyl, (C6-C10) -aryl and (C6-C10) -aryl- (d-C6) -alkyl ; a 3-, 4-, or 5-isothiazolyl radical or 3-, 4-, or 5-isothiazolyl-(C1-C6)-alkyl radical, where the (C1-C6)-alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of (C1-C6)-alkyl, halogen and oxo (=0) and the 3-, 4-, or 5-isothiazolyl radical may be unsubstituted or mono- or disubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6) -alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di-(C1-C6)-alkylamino, hydroxyl, (C1-C6) -alkoxy, benzyloxy, carboxyl, (C1-C6)-alkoxycarbonyl, (C1-C6) -alkoxycarbonylamino or (d-C6)-alkyl which is mono- or polysubstituted by fluoR1ne, preferably tR1fluoromethyl, (C6-do) -aryl and (C6-C10) -aryl- (C1-C6) -alkyl; a 2-, 4-, 5-, 6-, or 7-benzothiazolyl radical or 2-, 4-, 5-, 6-, or 7-benzothiazolyl-(C1-C6) - alkyl radical, where the (C1-C6) -alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of (C1-C6)-alkyl, halogen and oxo (=0) and the 2~, 4-, 5-, 6-, or 7-benzothiazolyl radical may be unsubstituted or mono- to tetrasubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6)-alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di-(C1-C6)-alkylamino, hydroxyl, (C1-C6) -alkoxy, benzyloxy, carboxyl, (C1-C6) -alkoxycarbonyl, (C1-C6) -alkoxycarbonylamino or (C1-C6)-alkyl which is mono- or polysubstituted by fluoR1ne, preferably tR1fluoromethyl, (C6-C10)-aryl and (C6-C10) -aryl- (C1-C6) -alkyl; a 1-, 2-, 4-, or 5-imidazolyl radical or 1-, 2-, 4-, or 5-imidazolyl-(C1-C6)-alkyl radical, where the (C1-C6) -alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of (C1-C6) -alkyl, halogen and oxo (=0) and the 1-, 2-, 4-, or 5-imidazolyl radical may be unsubstituted or mono- to tR1substituted by identical or different substituents from the group consisting of hydrogen, (C1-C6) -alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di- (C1-C6) -alkylamino, hydroxyl, (C1-C6)-alkoxy, benzyloxy, carboxyl, (C1-C6) -alkoxycarbonyl, (C1-C6) -alkoxycarbonyl- amino or (C1-C6) -alkyl which is mono- or polysubstituted by fluoR1ne, preferably tR1f luoromethyl, (C6-C10) -aryl and (C6-C10)-aryl- (C1-C6)-alkyl; a 1-, 3-, 4-, or 5-pyrazolyl radical or 1-, 3-, 4- or 5-pyrazolyl-(C1-C6)-alkyl radical, where the (C1-C6) -alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of (C1-C6)-alkyl, halogen and oxo (=0) and the 1-, 3-, 4- or 5-pyrazolyl radical may be unsubstituted or mono- to tR1substituted by identical or different substituents from the group consisting of hydrogen, (C1-C6) -alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di-(C1-C6)-alkylamino, hydroxyl, (C1-C6) -alkoxy, benzyloxy, carboxyl, (C1-C6)-alkoxycarbonyl, (C1-C6) -alkoxycarbpnylanuno or (C1-C6) -alkyl which is mono- or polysubstituted by fluoR1ne, preferably tR1fluoromethyl, (C6-C10) -aryl and (C6-Clo) -aryl- (C1-C6) -alkyl ; a 1-, 2-, 3-, 4-, or 5-pyrrolyl radical or 1-, 2-, 3-, 4-, or 5-pyrrolyl-(C1-C6)-alkyl radical, where the (C1-C6) -alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of (C1-C6) -alkyl, halogen and oxo (=0) and the 1-, 2-, 3-, 4- or 5-pyrrolyl radical may be unsubstituted or mono- to tetrasubstituted by identical or different substituents from the group consisting of hydrogen, (d-C6)-alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di- {C1-C6) -alkylamino, hydroxyl, (C1-C6)-alkoxy, benzyloxy, carboxyl, (C1-C6) -alkoxycarbonyl, (C1-C6) -alkoxycarbonyl- amino or (C1-C6) -alkyl which is mono- or polysubstituted by fluoR1ne, preferably tR1fluoromethyl, (C6-C10) -aryl and (C6-C10) -aryl- (C1-C6)-alkyl; a 1-, 3-, or 5-[1.2.4]-tR1azolyl radical or 1-, 3-, or 5-[1.2.4]-tR1azolyl-(C1-C6)-alkyl radical, where the (C1-C6) -alkyl radical may be unsubstituted or mono- or polysubstituted by identidai or different substituents from the group consisting of hydrogen, (C1-C6)-alkyl, halogen and oxo (=0) and the 1-, 3-, or 5- [1.2.4]-tR1azolyl radical may be unsubstituted or mono- or disubstituted by identical or different substituents from the group consisting of (C1-C6)-alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di-(C1-C6)- alkylamino, hydroxyl, (d-C6)-alkoxy, benzyloxy, carboxyl, (C1-C6) -alkoxycarbonyl, (C1-C6)- alkoxycarbonylamino or (C1-C6) -alkyl which is mono- or polysubstituted by fluoR1ne, preferably trifluoromethyl, (C6-C10)-aryl and (C6-C10) -aryl- (C1-C6) -alkyl; a 1-, 4-, or 5-[1.2.3]-tR1azolyl radical or 1-, 4-, or 5-[1.2.3]-triazolyl-(C1-C6)-alkyl radical, where the (C1-C6)-alkyl radical may be unsubstituted or mono- or polysubstituted by identidai or different substituents from the group consisting of (C1-C6) -alkyl, halogen and oxo (=0) and the 1-, 4-, or 5-[1.2.3]-triazolyl radical may be unsubstituted or mono- or disubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6) -alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di- (d-C6) -alkylamino, hydroxyl, {C1-C6)-alkoxy, benzyloxy, carboxyl, {C1-C6) -alkoxycarbonyi, (C1-C6) -alkoxycarbonyl- amino or (C1-C6) -alkyl which is mono- or polysubstituted by fluoR1ne, preferably tR1f luoromethyl, (C6-C10) -aryl and (C6-C10) -aryl- (C1-C6) -alkyl; a 1- or 5-[lH]-tetrazolyl radical or 1-, or 5- [lH]-tetrazolyl-(C1-C6)-alkyl radical, where the (C1-C6) -alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of (C1-C6) -alkyl, halogen and oxo (=0) and the 1-, or 5-[1H] -tetrazolyl radical may be unsubstituted or substituted by hydrogen, (C1-C6)-alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di- (C1-C6) -alkylamino, hydroxyl, (C1-C6)-alkoxy, benzyloxy, carboxyl, (C1-C6) -alkoxycarbonyl, (C1-C6) -alkoxycarbonyl- amino or (C1-C6)-alkyl which is mono- or polysubstituted by fluoR1ne, preferably tR1fluoromethyl, (C6-C10) -aryl and (C6-C10) -aryl- (C1-C6) -alkyl; a 2- or 5-[2H) -tetrazoyl radical or 2- or 5-[2H]-tetrazolyl-(C1-C6)-alkyl radical, where the (C1-C6) -alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of (C1-C6) -alkyl, halogen and oxo (=0) and the 2- or 5- [2H] -tetrazolyl radical may be unsubstituted or substituted by hydrogen, (C1-C6)-alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di- (C1-C6) -alkylamino, hydroxyl, (C1-C6)-alkoxy, benzyloxy, carboxyl, (C1-C6) -alkoxycarbonyl, (C1-C6) - alkoxycarbonyl- amino or (C1-C6) -alkyl which is mono- or polysubstituted by fluoR1ne, preferably tR1fluoromethyl, (C6-C10)-aryl and (C6-C10) -aryl- (C1-C6) -alkyl; a 2-, 4-, or 6-[1.3.5]-tR1azinyl radical or 2-, 4-, or 6-[1.3. 5]-tR1azinyl-(C1-C6)-alkyl radical, where the (C1-C6) -alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of hydrogen, (C1-C6) -alkyl, halogen and oxo (=0) and the 2-, 4-, or 6- [1.3.5]-tR1azinyl radical may be unsubstituted or mono- or disubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6) -alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di- (C1-C6)-alkylamino, hydroxyl, (C1-C6) -alkoxy, benzyloxy, carboxyl, (C1-C6)-alkoxycarbonyl, (C1-C6)-alkoxycarbonylamino or (C1-C6) -alkyl which is mono- or polysubstituted by fluoR1ne, preferably tR1fluoromethyl, (C6-C10)-aryl and (C6-C10) -aryl- (C1-C6) -alkyl; a 2-, 4-, or 5-oxazolyl radical or 2-, 4-, or 5-oxazolyl-(C1-C6)-alkyl radical, where the (C1- C6)-alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of (C1- C6)-alkyl, halogen and oxo (=0) and the 2-, 4-, or 5-oxazolyl radical may be unsubstituted or mono- or disubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6) -alkyl, halogen, nitro, amino, mono- (C1-C6) -alkylamino, di-(C1- C6) -alkylamino. hydroxyl, (C1-C6)-alkoxy, benzyloxy, carboxyl, (C1-C6) -alkoxycarbonyl, (C1-C6)-alkoxycarbonylamino or (C1-C6) -alkyl which is mono- or polysubstituted by fluoR1ne, preferably trifluoromethyl, (C6-C10) -aryl and (C6-C10)-aryl-(C1-C6)-alkyl; a 3-, 4-, or 5-isoxazolyl radical or 3-, 4-, or 5-isoxazolyl-(C1-C6)-alkyl radical, where the (C1-C6)-alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of (C1-C6) -alkyl, halogen and oxo (=0) and the 3-, -4-, or 5-isoxazolyl radical may be unsubstituted or mono- or disubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6)-alkyl, halogen, nitro, amino, mono-(C1-C1)-alkylamino, di-(C1-C6)- alkylamino, hydroxyi, (C1-C6)-alkoxy, benzyloxy, carboxyl, (C1-C6)- alkoxycarbonyl, (C1-C6)-alkoxycarbonylamnio or (C1-C6)-alkyl which is mono- or polysubstituted by fluoR1ne, preferably trifhioromethyl, (C6-Cl0)-aryl and (C1C10)-tiyl-(C1-C6)-alkyl a 1-, 2-, 3-, 4-, 5-, 6- or 7-indolyl radical or 1-, 2-, 3-, 4-, 5-, 6- or 7- indolyl- (C1-C6)- alkyl radical, where the (C1-C6)-alkyl radical may be unsubstituted or mono- or polysubstituted by identidal or different substituents from the group consisting of (C1-C6)-alkyl, halogen and oxo (=0) and the 1-, 2-, 3-, 4-, 5-, 6- or 7-indolyl radical may be unsubstituted or mono- to hexasubstituted by identical or different substituents from the group consisting of hydrogen, (C1-C6)-alkyl, halogen, nitro, amino, mono- (C1-C6)-alkylammo, di-(C1-C6) alky lam in o, hydroxyl, (C1-C6)-alkoxy, benzyloxy, carboxyl, (C1-C6)- alkoxycarbonyt, (C1-C6)-alkoxycarbonylamino or (C1-C6)-alkyl which is mono- or polysubstituted by fluoR1ne, preferably trifluoromethyl, (C6-C10)-aryl and (C6-C,0)-aryl-(C1-C6)-aikyl. 3. AC11dine compounds as claimed in claim 1 or 2, wherein R, R1, R2, R3, X, Z, P, Q, n and m have the meanings given above and R4 represents phenyl which is unsubstituted or substituted by one to five identical or different (C1-C6)-alkoxy groups, where adjaC6nt oxygen atoms may also be linked by (C1-C2)-alkylene groups. 4, AC11dine compounds as claimed in any of claims 1 to 3, wherein R, R1, R2, R3, P, Q, X, Z, n and m have the meanings given above and R4 represents 3,5-dimethoxyphenyl. AC11d me compounds as claimed in any of the preC6ding claims wherein R4 has the meanings given above, R, R1. R2, R3 eath represent a hydrogen atom, Z represents an oxygen atom and X represents a nitrogen atom, P and Q each represent two hydrogen atoms (i.e -CH2-) and m is zero and n represents the integer 2. AC11dine compounds as claimed in any of the preC6ding claims, wherein, R, R1, R2, R3 each represent a hydrogen atom, Z represents an oxygen atom and X represents a nitrogen atom, P and Q each represent two hydrogen atoms (i.e -CH2-) and m is zero and n represents the integer 2, and R4 represents 3, 5-dimethoxyphenyl AC11dine compounds as claimed in any of claims 1 to 6 for use as medicaments. ProC6ss for prepaR1ng aC11dine compounds as claimed in any of claims 1 to 6 wherein an aC11dine carboxylic aC1d of the formula (2) in which R, Rl, R2, R3 have the meanings given above, Z denotes an oxygen or sulfur atom and Y represents a leaving group such as halogen, hydroxyl (Cl-C6)-alkoxy, preferably methoxy or ethoxy, -O-tosyl, - O-mesyl or imidazolyl, is reated with an amine of the formula (3) in which R4, X, P, Q, m and n have the meanings given above, optionally using known diluents and auxiliaries, the desired aC11dine deR1vative is formed. 9. Medicament comprising, at least one acedine compounds as an active ingredient as claimed in claims 1 to 6 and optionally together with known pharmaceutically aceptable auxiliaries, additives and carriers. The invention relates to novel acridine derivatives of general formula (1) the production thereof and the use of the same as Pharmaceuticals, especially for treating tumours.

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in-pct-2002-1529-kol-granted-abstract.pdf

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