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US 6,887,900 B2Granted
Nematicidal compositions and methods
AssigneeDivergence, Inc.
InventorsDeryck Jeremy Williams, Andrew P. Kloek, Michelle Coutu Hresko
Life of this patent
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Abstract
The invention concerns the use of certain compounds related to fatty acids to control nematodes that infest plants or the situs of plants. Nematodes parasitizing animals can also be controlled using the methods and composition of this invention. The useful compounds are inhibitors of nematode delta-12 fatty acid desaturases and can be, for example, from C16 to C20 in length. A feature of these compounds is that their inhibitory effect on the activity of a nematode delta-12 desaturase, or on the viability or fecundity of a nematode, is smaller in the presence of the product of a delta-12 fatty acid desaturase (e.g., linoleate) than in the presence of the substrate of the enzyme (e.g., oleate).
Claims55
A method for control of unwanted nematodes, the method comprising administering to mammals, plants, seed or soil a nematicidal composition comprising:
- (a) an effective amount of a compound having the formula
- wherein:
- R1=a C1-C5 substituted or unsubstituted carbon chain, wherein the substituants are selected from the group consisting of:
- i) hydroxy,
- ii) halogen,
- iii) amino,
- vi) cyano,
- v) cyclopropane,
- vi) cyclopropene,
- vii) epoxy, and
- viii) a substituted or unsubstituted C1-C2 carbon chain, wherein the substituants on the C1-C2 carbon chain selected from the group consisting of hydroxy, halogen, amino, cyano, and epoxy;
- R2=a C15-C19 substituted or unsubstituted carbon chain having a cis double bond between the 9th and 10th carbons counting from the carbonyl carbon and either, (i) a triple bond between the 12th and 13th carbons counting from the carbonyl carbon or (ii) either a single or double bond between the 12th and 13th carbons counting from the carbonyl carbon and at least one substituant at one or both of the 12th and 13th carbons counting from the carbonyl carbon, wherein the substituants are selected from the group consisting of:
- i) hydroxy,
- ii) halogen,
- iii) amino,
- vi) cyano,
- v) cyclopropane,
- vi) cyclopropene,
- vii) epoxy, and
- viii) a substituted or unsubstituted C1-C2 carbon chain, wherein the substituants on the C1-C2 carbon chain are selected from the group consisting of hydroxy, halogen, amino, cyano, and epoxy;
- and
- (b) an aqueous surfactant;
- whereby unwanted nematodes are controlled.
20 more elements
A method for control of unwanted nematodes, the method comprising administering to mammals, plants, seeds or soil a nematicidal composition comprising an effective amount of:
- (a) a fatty acid methyl ester selected from the group consisting of:
- ricinoleic acid methyl ester, crepenynic acid methyl ester, and vernolic acid methyl ester, and
- (b) an aqueous surfactant;
- whereby unwanted nematodes are controlled.
1 more element
A nematicidal composition comprising:
- (a) an effective amount of a compound having the formula
- wherein:
- R1=a C1-C5 substituted or unsubstituted carbon chain, wherein the substituants are selected from the group consisting of:
- i) hydroxy,
- ii) halogen,
- iii) amino,
- vi) cyano,
- v) cyclopropane,
- vi) cyclopropene,
- vii) epoxy, and
- viii) a substituted or unsubstituted C1-C2 carbon chain, wherein the substituants on the C1-C2 carbon chain are selected from the group consisting of hydroxy, halogen, amino, cyano, and epoxy;
- and
- R2=a C15-C19 substituted or unsubstituted carbon chain having a cis double bond between the 9th and 10th carbons counting from the carbonyl carbon and either:
- (i) a triple bond between the 12th and 13th carbons counting from the carbonyl carbon or (ii) either a single or double bond between the 12th and 13th carbons counting from the carbonyl carbon and at least one substituant at one or both of the 12th and 13th carbons counting from the carbonyl carbon, wherein the substituants are selected from the group consisting of:
- i) hydroxy,
- ii) halogen,
- iii) amino,
- vi) cyano,
- v) cyclopropane,
- vi) cyclopropene,
- vii) epoxy, and
- viii) a substituted or unsubstituted C1-C2 carbon chain, wherein the substituants on the C1-C2 carbon chain are selected from the group consisting of hydroxy, halogen, amino, cyano, and epoxy;
- (b) an aqueous surfactant;
- and
- (c) a nematicide selected from the group consisting of:
- avermectins, ivermectin, and milbemycin.
23 more elements
A nematicidal composition consisting essentially of:
- (a) an effective amount of a compound having the formula
- wherein:
- R1=a C1-C5 substituted or unsubstituted carbon chain, wherein the substituants are selected from the group consisting of:
- i) hydroxy,
- ii) halogen,
- iii) amino,
- vi) cyano,
- v) cyclopropane,
- vi) cyclopropene,
- vii) epoxy, and
- viii) a substituted or unsubstituted C1-C2 carbon chain, wherein the substituants on the C1-C2 carbon chain are selected from the group consisting of hydroxy, halogen, amino, cyano, and epoxy;
- and
- R2=a C15 -C19 substituted or unsubstituted carbon chain having a cis double bond between the 9th and 10th carbons counting from the carbonyl carbon and either:
- (i) a triple bond between the 12th and 13th carbons counting from the carbonyl carbon or (ii) either a single or double bond between the 12th and 13th carbons counting from the carbonyl carbon and at least one substituant at one or both of the 12th and 13th carbons counting from the carbonyl carbon,
- i) hydroxy,
- ii) halogen,
- iii) amino,
- vi) cyano,
- v) cyclopropane,
- vi) cyclopropene,
- vii) epoxy, and
- viii) a substituted or unsubstituted C1-C2 carbon chain, wherein the substituants on the C1-C2 carbon chain are selected from the group consisting of hydroxy, halogen, amino, cyano, and epoxy;
- and
- (b) an aqueous surfactant selected from the group consisting of:
- ethyl lactate, polyoxyethylene 20 sorbitan monolaureate, polyoxyethylene 9 nonylphenyl ether.
22 more elements
A nematicidal feed for a non-human mammal comprising:
- (a) a feed selected from the group consisting of:
- soy, wheat corn, sorghum, millet, alfalfa, clover, and rye;
- (b) an effective amount of a nematicidal compound having the formula
- wherein:
- R1=a C1-C5 substituted or unsubstituted carbon chain, wherein the substituants are selected from the group consisting of:
- i) hydroxy,
- ii) halogen,
- iii) amino,
- vi) cyano,
- v) cyclopropane,
- vi) cyclopropene,
- vii) epoxy, and
- viii) a substituted or unsubstituted C1-C2 carbon chain, wherein the substituants on the C1-C2 carbon chain are selected from the group consisting of hydroxy, halogen, amino, cyano, and epoxy;
- and
- R2=a C1-C19 substituted or unsubstituted carbon chain having a cis double bond between the 9th and 10th carbons and either:
- (i) a triple bond between the 12th and 13th carbons or (ii) either a single or double bond between the 12th and 13th carbons and at least one substituant at one or both of the 12th and 13th carbons, wherein the substituants are selected from the group consisting of:
- i) hydroxy,
- ii) halogen,
- iii) amino,
- vi) cyano,
- v) cyclopropane,
- vi) cyclopropene,
- vii) epoxy, and
- viii) a substituted or unsubstituted C1-C2 carbon chain, wherein the substituants on the C1-C2 carbon chain are selected from the group consisting of hydroxy, halogen, amino, cyano, and epoxy;
- and
- (c) an aqueous surfactant.
23 more elements
A nematicidal feed for a non-human mammal comprising:
- (a) a feed selected from the group consisting of:
- soy, wheat, corn, sorghum, millet, alfalfa, clover, and rye;
- (b) a fatty acid methyl ester selected from the group consisting of:
- ricinoleic acid methyl ester, crepenynic acid methyl ester, and vernolic acid methyl ester;
- and
- (c) an aqueous surfactant.
3 more elements
Dependencies are inferred from the claim text.