Title of Invention

SYNERGISTIC MIXTURE

Abstract Synergistic mixture, comprising the active compounds indoxacarb of the formula
Full Text FORM 2
THE PATENTS ACT 1970
[39 OF 1970]
&
THE PATENTS RULES, 2003
COMPLETE SPECIFICATION
[See Section 10; rule 13]
"MIXTURE, COMPRISING THE ACTIVE COMPOUNDS
INDOXACARB"

BAYER AKTIENGESELLSCHAFT, a German company of D-51368 Leverkusen, Germany,
The following specification particularly describes the invention and the manner in which it is to be performed:



From the order of the Hymenoptera, for example, Camponotus herculeanus, Lasius fuliginosus, Lasius niger, Lasius umbratus, Monomorium pharaonis, Paravespuia spp., Tetramorium caespitum.
From the order of the Anoplura, for example, Pediculus humanus capitis, PedicuJus
5 humanus corporis, Phthirus pubis.
From the order of the Heteroptera, for example, Cimex hemipterus, Cimex lectularius, Rhodnius prolixus, Triatoma infestans.
In the field of household insecticides, they are used alone or in combination with
10 other suitable active compounds, suh as phosphonic acid esters, carbamates,
pyrethroids, growth regulators or active compounds from other known classes of insecticides.
They are used as aerosols, pressureless spray products, for example pump and
1:> atomizer sprays, automatic fogging systems, foggers, foams, gels, evaporator
products with evaporator tablets made of cellulose or polymer, liquid evaporators, gel and membrane evaporators, propeller-driven evaporators, energy-free, or passive, evaporation systems, moth papers, moth bags and moth gels, as granules or dusts, in baits for spreading or in bait stations. 20
As already mentioned above, it is possible to treat all plants and their parts according
to the invention. In a preferred embodiment, wild plant species and plant cultivars, or
those obtained by conventional biological breeding methods, such as crossing or
protoplast fusion, and parts thereof, are treated. In a further preferred embodiment,
2,5 transgenic plants and plant cultivars obtained by genetic engineering, if appropriate
in combination with conventional methods (Genetically Modified Organisms), and parts thereof are treated. The terms "parts", "parts of plants" and "plant parts" have been explained above.
30 Particularly preferably, plants of the plant cultivars which are in each case
commercially available or in use are treated according to the invention. Plant


43

-
cultivars are to be understood as meaning plants having certain properties ("traits") which have been obtained by conentional breeding, by mutagenesis or by recombinant DNA techniques. This can be varieties, bio- and genotypes
Depending on the plant species or plant cultivars, their location and growth conditions (soils, climate, vegetation period, diet), the treatment according to the invention may also result in superadditive ("synergistic") effects. Thus, for example, reduced application rates and/or a widening of the activity spectrum and/or an increase in the activity of the substances and compositions which can be used
1)0 according to the invention, better plant growth, increased tolerance to high or low
temperatures, increased tolerance to drought or to water or soil salt content, increased flowering performance, easier harvesting, accelerated maturation, higher harvest yields, better quality and/or a higher nutritional value of the harvested products, better storage stability and/or processability of the harvested products are possible
1|5 which exceed the effects which were actually to be expected.
The transgenic plants or plant cultivars (i.e. those obtained by genetic engineering) which are preferred and to be treated according to the invention include all plants which, in the genetic modification, received genetic material which imparts
2p particularly advantageous useful traits to these plants. Examples of such traits are
better plant growth, increased tolerance to high or low temperatures, increased tolerance to drought or to water or soil salt content, increased flowering performance, easier harvesting, accelerated maturation, higher harvest yields, better quality and/or a higher nutritional value of the harvested products, better storage stability and/or
2j> processability of the harvested products. Further and particularly emphasized
examples of such properties are a better defence of the plants against animal and microbial pests, such as against insects, mites, phytopathogenic fungi, bacteria and/or viruses, and also increased tolerance of the plants to certain herbicidally active compounds. Examples of transgenic plants which may be mentioned are the
3(j) important crop plants, such as cereals (wheat, rice), maize, soya beans, potatoes,
cotton, oilseed rape and also fruit plants (with the fruits apples, pears, citrus fruits


and grapes), and particular emphasis is given to maize, soya beans, potatoes, cotton
and oilseed rape. Traits that are particularly emphasized are the increased defence of
the plants against insects by toxins formed in the plants, in particular those formed by
the genetic material from Bacillus thuringiensis (for example by the genes CrylA(a),
:i CryIA(b), CryIA(c), CryllA, CrylUA, CrymB2, Cry9c Cry2Ab, Cry3Bb and CrylF
and also combinations thereof) (hereinbelow referred to as "Bt plants"). Traits that are also particularly emphasized are the increased defence of the plants to fungi, bacteria and viruses by systemic acquired resistance (SAR), systemin, phytoalexins, elicitors, and resistance genes and correspondingly expressed proteins and toxins. Traits that are furthermore particularly emphasized are the increased tolerance of the plants to certain herbicidally active compounds, for example imidazolinones, sulphonylureas, glyphosate or phosphinotricin (for example the "PAT" gene). The genes in question which impart the desired traits can also be present in combination with one another in the transgenic plants. Examples of "Bt plants" which may be
lj> mentioned are maize varieties, cotton varieties, soya bean varieties and potato
varieties which are sold under the trade names YIELD GARD® (for example maize, cotton, soya beans), KnockOut® (for example maize), StarLink® (for example maize), Bollgard® (cotton), Nucotn® (cotton) and NewLeaf® (potato). Examples of herbicide-tolerant plants which may be mentioned are maize varieties, cotton
2)0 varieties and soya bean varieties which are sold under the trade names Roundup
Ready® (tolerance to glyphosate, for example maize, cotton, soya bean), Liberty Link® (tolerance to phosphinotricin, for example oilseed rape), IMI® (tolerance to imidazolinones) and STS® (tolerance to sulphonylureas, for example maize). Herbicide-resistant plants (plants bred in a conventional manner for herbicide
2)5 tolerance) which may be mentioned include the varieties sold under the name
Clearfield® (for example maize). Of course, these statements also apply to plant cultivars having these or still-to-be-developed genetic traits, which plants will be developed and/or marketed in the future.
The plants listed can be treated according to the invention in a particularly advantageous manner with the active compound mixtures according to the invention.


13

Le-A 31 981 Foreign-Countries .
Use examples
Formula for calculating the kill rate for a combination of two active compounds
The expected action for a given combination of two active compounds can be calculated as follows (cf. Colby, S.R., "Calculating Synergistic and Antagonistic Responses of Herbicide Combinations", Weeds 15, pages 20-22, 1967):
If
X is the kill rate, expressed as a percentage of the untreated control, when employing active compound A at an application rate of m ppm,

Y is the kill rate, expressed as a percentage of the untreated control, when
1J5 employing active compound B at an application rate of n ppm and
E is the kill rate, expressed as a percentage of the untreated control, when employing active compounds A and B at application rates of m and n ppm,
23 then

If the actual insecticidal kill rate exceeds the calculated value, the action of the
combination is superadditive, i.e. a synergistic effect is present. In this case, the
2|5 actually observed kill rate must exceed the value calculated using the above formula
for the expected kill rate (E).



Example A Phaedon larvae test
Solvent: 7 parts by weight of dimethylformamide
$ Emulsifier: 2 parts by weight of alkylaryl polyglycol ether
To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with emulsifier-containing water to the desired concentration. 1|3
Cabbage leaves (Brassica oleracea) are treated by being dipped into the preparation of active compound of the desired concentration and are populated with larvae of the mustard beetle (Phaedon cochleariae) while the leaves are still moist.
l|5 After the desired period of time, the kill in % is determined. 100% means that all
beetle larvae have been killed; 0% means that none of the beetle larvae have been killed. The kill rates determined are calculated using Colby's formula (see sheet 1).
In this test, the following active compound combination according to the present
2]0 application showed a synergistically enhanced activity compared to the active
compounds applied individually:




Table A sheet 1
Plant-damaging insects
Phaedon larvae test

Active compounds

Concentration of active compounds in ppm

Kill rate
in % after 3 days



indoxacarb

0.5

20

imidacloprid



indoxacarb + imidacloprid according to the invention

found* = activity found
calc.** = activity calculated using Colby's formula






-49^
Table A sheet 2
Plant-damaging insects
Phaedon larvae test
Active compounds Concentration of active Kill rate
compounds in ppm in % after 6 days
indoxacarb 0.5 45
thiaclopnd 3 0

indoxacarb + thiaclopnd 0.5 + 3 found* calc.**
according to the invention
found* = activity found
calc.** = activity calculated using Colby's formula


Example B
Plutella test (normally sensitive)
Solvent: 7 parts by weight of dimethylformamide
Emulsifier: 2 parts by weight of alkylaryl polyglycol ether
To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with emulsifier-containing water to the desired concentration.
Cabbage leaves (Brassica oleracea) are treated by being dipped into the preparation of active compound of the desired concentration and are populated with normally sensitive caterpillars of the diamondback moth (Plutella xylostella) while the leaves are still moist.
After the desired period of time, the kill in % is determined. 100% means that all caterpillars have been killed; 0% means that none of the caterpillars have been killed. The kill rates determined are calculated using Colby's formula (see sheet 1).
In this test, the following active compound combination according to the present application showed a synergistically enhanced activity compared to the active compounds applied individually:




LfcA-34-984 Foreign Countries

-yr-
Table B
Plant-damaging insects
Pluteila test (normally sensitive)
Active compounds Concentration of active Kill rate

compounds in ppm in % after 6 days

indoxacarb 0.1 65
thiacloprid 3 0
indoxacarb + thiacloprid according to the invention 0.1+3 found* calc.** J00 65
found* = activity found
calc.** = activity calculated using Colby's formula





13
15

Example C
Plutella test (resistant)
Solvent: 7 parts by weight of dimethylformamide
Emulsifier: 2 parts by weight of alkylaryl polyglycol ether
To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with emulsifier-containing water to the desired concentration.
Cabbage leaves (Brassica oleracea) are treated by being dipped into the preparation of active compound of the desired concentration and are populated with resistant caterpillars of the diamondback moth (Plutella xylostella) while the leaves are still moist.
After the desired period of time, the kill in % is determined. 100% means that all caterpillars have been killed; 0% means that none of the caterpillars have been killed. The kill rates determined are calculated using Colby's formula (see sheet 1).

2f) In this test, the following active compound combination according to the present
application showed a synergistcally enhanced activity compared to the active compounds applied individually:




-5/-
Table C
Plant-damaging insects
Plutella test (resistant)

Active compounds

Concentration of active compounds in ppm

Kill rate in % after 6 days



indoxacarb

0.1

55



thiacloprid
indoxacarb + thiacloprid according to the invention

0.1+3

0
found* calc.**
55
85

found* = activity found
calc.** = activity calculated using Colby's formula




LeA34 984- ForeignCountries

Example D
Spodoptera frugiperda test
Solvent: 7 parts by weight of dimethylformamide
Emulsifier: 2 parts by weight of alkylaryl polyglycol ether
To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with emulsifier-containing water to the desired concentration.
Cabbage leaves (Brassica oleracea) are treated by being dipped into the preparation of active compound of the desired concentration and are populated with caterpillars of the armyworm (Spodoptera frugiperda) while the leaves are still moist.
After the desired period of time, the kill in % is determined. 100% means that all caterpillars have been killed; 0% means that none of the caterpillars have been killed. The kill rates determined are calculated using Colby's formula (see sheet 1).
In this test, the following active compound combination according to the present application showed a synergistically enhanced activity compared to the active compounds applied individually:




Table D
Plant-damaging insects
Spodoptera frugiperda test
Active compounds Concentration of active Kill rate
compounds in ppm in % after 6 days
indoxacarb 0.02 0
imidacloprid 0.6 0
indoxacarb + 0.02 + 0.6 found* calc.**
...... 100 0
imidacloprid
according to the
invention
found* = activity found
calc.** = activity calculated using Colby's formula



Le A 34-9S4^ForeIgn Countries
Example E
Heliothis virescens test
5 Solvent: 7 parts by weight of dimethylformamide
Emulsifier: 2 parts by weight of alkylaryl polyglycol ether
To produce a suitable preparation of active compound, 1 part by weight of active
compound is mixed with the stated amounts of solvent and emulsifier, and the
13 concentrate is diluted with emulsifier-containing water to the desired concentration.
Soya bean shoots (Glycine max) are treated by being dipped into the preparation of active compound of the desired concentration and are populated with Heliothis virescens caterpillars while the leaves are still moist. 15
After the desired period of time, the kill in % is determined. 100% means that all caterpillars have been killed; 0% means that none of the caterpillars have been killed. The kill rates determined are calculated using Colby's formula (see sheet 1).
^0 In this test, the following active compound combination according to the present
application showed a synergistically enhanced activity compared to the active compounds applied individually:





Le ^ 34-984=FoTererr€otffl^es
Table E
Plant-damaging insects
!i Heliothis virescens test
Active compounds Concentration of active Kill rate
compounds in ppm in % after 3 days
indoxacarb 0.1 0
indoxacarb + rmidactoprid. according to the invention
imidacloprid 3 15
0.1 +3 found* calo**^
100 15
found* = activity found
calc.** = activity calculated using Colby's formula



13

Le A 3^84-f^ergjgnronntrips
-? Formula for calculating the synergistic effect of a combination of two active compounds
The expected action for a given combination of two active compounds can be calculated as follows (cf. Carpenter, C.S., "Mammalian Toxicity of 1-Naphthyl-7V-methylcarbamate [Sevin Insecticide]", Agricultural and Food Chemistry, Vol. 9, No. 1, pages 30-39, 1961):
If
Pa is the percentage of active compound A in the mixture,
Pb is the percentage of active compound B in the mixture,

15 LC50 or 95)a is the concentration at which 50% (or 95%) of the animals treated
with active compound A are killed and
LC50 ( o r 95) b is the concentration at which 50% (or 95%) of the animals treated
with active compound B are killed,

1
then the expected LC 50 (or 95) ( comb.) =
Pa Pb

If the calculated LC50 (or 95) is higher than the actual value and above the confidence interval, the action of the combination is superadditive, i.e. a synergistic effect is present.



Le A 3d 984 Foreign Countries
Example A Phaedon larvae test
Solvent: 7 parts by weight of dimethylformamide
Emulsifier:- 2 parts by weight of alkylaryl polyglycol ether
To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with emulsifter-containing water to the desired concentration.
Cabbage leaves (Brassica oleracea) are treated by being dipped into the preparation of active compound of the desired concentration and are populated with larvae of the mustard beetle (Phaedon cochleariae) while the leaves are still moist.
Ip After the desired period of time, the kill in % is determined. 100% means that all
beetle larvae have been killed; 0% means that none of the beetle larvae have been killed. The kill rates determined are calculated using Carpenter's formula (see sheet 1).
2f) In this test, the following active compound combination according to the present
application showed a synergistically enhanced activity compared to the active compounds applied individually:





Table A
Plant-damaging insects
Phaedon larvae test
Active compounds LC50 after 6 days
indoxacarb
0.1 ppm
known
clothianidin (X)
2.372 ppm known
indoxacarb + clothianidin (X) (1:6)
according to the invention
calc.** 0.558 ppm
found* 0.1 ppm
found* = activity found
calc.** = activity calculated using Carpenter's formula




Le Ar3T984^Foreign Countries
Example B
Plutella test, sensitive strain
Solvent: 7 parts by weight of dimethylformamide
Emulsifier: 2 parts by weight of alkylaryl polyglycol ether
To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with emulsifier-containing water to the desired concentration.
Cabbage leaves (Brassica oleracea) are treated by being dipped into the preparation of active compound of the desired concentration and are populated with caterpillars of the diamondback moth (Plutella xylostella, sensitive strain) while the leaves are still moist.
After the desired period of time, the kill in % is determined. 100% means that all caterpillars have been killed; 0% means that none of the caterpillars have been killed. The kill rates determined are calculated using Carpenter's formula (see sheet 1).
In this test, the following active compound combination according to the present application showed a synergistically enhanced activity compared to the active compounds applied individually:





Table B
Plant-damaging insects
Plutella test, sensitive strain

Active compounds

LC95 after 6 days

indoxacarb
0.531 ppm
known
10
clothianidin (X)
26.037 ppm
known

15

indoxacarb + clothianidin (X) (1:6)
according to the invention

calc.** 3.311 ppm found* 0.322 ppm

found* = activity found
calc.** = activity calculated using Carpenter's formula




Example C
Plutella test, resistant strain
5 Solvent: 7 parts by weight of dimethylformamide
Emulsifier: 2 parts by weight of alkylaryl polyglycol ether
To produce a suitable preparation of active compound, 1 part by weight of active
compound is mixed with the stated amounts of solvent and emulsifier, and the
10 concentrate is diluted with emulsifier-containing water to the desired concentration.
Cabbage leaves (Brassica oleracea) are treated by being dipped into the preparation
of active compound of the desired concentration and are populated with caterpillars
of the diamondback moth (Plutella xylostella, resistant strain) while the leaves are
15 still moist.
After the desired period of time, the kill in % is determined. 100% means that all caterpillars have been killed; 0% means that none of the caterpillars have been killed. The kill rates determined are calculated using Carpenter's formula (see sheet 1).
:o
In this test, the following active compound combination according to the present application showed a synergistically enhanced activity compared to the active compounds applied individually:



Table C
Plant-damaging insects
Plutella test, resistant strain
Active compounds LC95 after 6 days
indoxacarb
0.234 ppm known
clothianidin (X)
50.722 ppm known
indoxacarb + clothianidin (X) (1:6)
according to the invention
calc.** 1.592 ppm
found* 0.214 ppm
found* = activity found
calc.** = activity calculated using Carpenter's formula




Le A 3ASS4^eretgn-ecuntries
Example D
Spodoptera frugiperda test
Solvent: 7 parts by weight of dimethylformamide
Emulsifier: 2 parts by weight of alkylaryl polyglycol ether
To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with emulsifier-containing water to the desired concentration.
Cabbage leaves (Brassica oleracea) are treated by being dipped into the preparation of active compound of the desired concentration and are populated with caterpillars of the armyworm (Spodoptera frugiperda) while the leaves are still moist.
After the desired period of time, the kill in % is determined. 100% means that all caterpillars have been killed; 0% means that none of the caterpillars have been killed. The kill rates determined are calculated using Carpenter's formula (see sheet 1).
In this test, the following active compound combination according to the present application showed a synergistically enhanced activity compared to the active compounds applied individually:
-66-


Le A*M-934Tofelgn Countries
Table D
Plant-damaging insects
Spodoptera frugiperda test
Active compounds LC50 after 6 days

p
indoxacarb
0.136 ppm
known
10
clothianidin
0.662 ppm
known
15 indoxacarb + clothianidin (X) (1:30)
according to the invention
calc.** 0.589 ppm
found* 0.027 ppm
10
found* = activity found
calc.** = activity calculated using Carpenter's formula


We Claim:
1. Synergistic mixture, comprising the active compounds indoxacarb of the formula




2. Synergistic mixture, comprising the active compounds indoxacarb of the formula

and thiacloprid of the formula (IX)
-68-


3. Synergistic mixtures as claimed in any of Claims 1 and 2 in which the ratio of indoxacarb to the compound (Z)-3-(6-chIoro-3-pyridylmethyl)-l,3-thiazo\idm-2-y\idencyanamide or the compound (E)-l-(2-cmoro-l,3-thiazol-5-ylmethyl)-3-methyl-2-nitroguanidine is from 1:0.1 to 1:100.
Dated this the 26th day of December, 2001


v

Documents:

1216-mum-2001-cancelled pages(26-12-2001).pdf

1216-mum-2001-claims(granted)-(26-12-2001).pdf

1216-mum-2001-claims.doc

1216-mum-2001-claims.pdf

1216-mum-2001-correspondence(22-02-2007).pdf

1216-mum-2001-correspondence(ipo)-(15-02-2007).pdf

1216-mum-2001-correspondence.pdf

1216-mum-2001-correspondence[ipo].pdf

1216-mum-2001-description(granted).doc

1216-mum-2001-description[cancelled].pdf

1216-mum-2001-description[granted].pdf

1216-mum-2001-form 1(26-12-2001).pdf

1216-mum-2001-form 18(14-07-2005).pdf

1216-mum-2001-form 18.pdf

1216-mum-2001-form 1a(01-09-2006).pdf

1216-mum-2001-form 1[1-sep-2006].pdf

1216-mum-2001-form 1[26-12-2001].pdf

1216-mum-2001-form 2(granted)-(26-12-2001).pdf

1216-mum-2001-form 2(granted).doc

1216-mum-2001-form 2[cancelled].pdf

1216-mum-2001-form 2[granted].pdf

1216-mum-2001-form 2[title page].pdf

1216-mum-2001-form 3(01-09-2006).pdf

1216-mum-2001-form 3(26-12-2001).pdf

1216-mum-2001-form 3(27-09-2004).pdf

1216-mum-2001-form 3.pdf

1216-mum-2001-form 3[1-sep-2006].pdf

1216-mum-2001-form 3[27-sep-2004].pdf

1216-mum-2001-form 5(26-12-2001).pdf

1216-mum-2001-form 5.pdf

1216-mum-2001-other.pdf

1216-mum-2001-petition under rule 137(01-09-2006).pdf

1216-mum-2001-petition under rule 138(01-09-2006).pdf

1216-mum-2001-petition under rule 138.pdf

1216-mum-2001-power of attorney.pdf

1216-mum-2001-power of authority(22-02-2007).pdf

1216-mum-2001-power of authority(23-12-1999).pdf


Patent Number 208354
Indian Patent Application Number 1216/MUM/2001
PG Journal Number 30/2008
Publication Date 25-Jul-2008
Grant Date 24-Jul-2007
Date of Filing 26-Dec-2001
Name of Patentee BAYER AKTIENGESELLSCHAFT
Applicant Address D-51368 LEVERKUSEN,
Inventors:
# Inventor's Name Inventor's Address
1 THOMAS BRETSCHNEIDER TALSTR. 29B, 53797 LOHMAR,
2 WOLFRAM ANDERSCH SCHLODDERDICHER WEG 77, 51469 BERGISCH GLADBACH
3 ULRICHEBBINGHAUS-KINTSCHER WITTBRAUCKER STR.122,44287 DORTMUND
4 CHRISTOPH ERDELEN UNTERBUSCHERHOF15, 42799 LEICHLINGEN
5 RAINER FUCHS AM ROHM107, 42113 WUPPERTAL
PCT International Classification Number A01N 47/44
PCT International Application Number N/A
PCT International Filing date
PCT Conventions:
# PCT Application Number Date of Convention Priority Country
1 101 02544.0 2001-01-19 Germany
2 101 34720.0 2001-07-17 Germany