Compounds, compositions and methods for controlling invertebrate pests
AssigneesGenetic Technologies Limited, Meat & Livestock Autralia Limited
InventorsRobin Beat Gasser, Adam McCluskey
Life of this patent
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Abstract
The present application discloses the Tv-stp-1 serine/threonine phosphatase gene from Trichostrongylus vitrinus, and compounds that are useful as invertebrate control agents.
Claims106
A method of controlling an invertebrate pest, comprising contacting said pest with at least one invertebrate control agent(s) having the Formula (IIIA):
- wherein:
- A is independently selected from H, a substituted or unsubstituted aliphatic, alicyclic or aryl group, or a substituted or unsubstituted aliphatic, alicyclic or aryl group in which the carbon chain is interrupted by one or more heteroatom(s);
- each of RU and RV is independently selected from H, NR5R6, OR7, a substituted or unsubstituted aliphatic, alicyclic or aryl group, or a substituted or unsubstituted aliphatic, alicyclic or aryl group in which the carbon chain is interrupted by one or more heteroatom(s), or together form an epoxide ring,
- each of R5, R6, R7, RW, RX, RY and RZ is independently selected from H, a substituted or unsubstituted aliphatic, or a substituted or unsubstituted aliphatic group in which the carbon chain is interrupted by one or more heteroatom(s);
- and a salt thereof, and a solvate thereof.
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A compound of formula (IIIa):
- wherein:
- A is independently selected from H, a substituted or unsubstituted aliphatic, alicyclic or aryl group, or a substituted or unsubstituted aliphatic, alicyclic or aryl group, in which the carbon chain is interrupted by one or more heteroatom(s);
- each of RU and RV is independently selected from H, NR5R6, OR7, a substituted or unsubstituted aliphatic, alicyclic or aryl group, or a substituted or unsubstituted aliphatic, alicyclic or aryl group, in which the carbon chain is interrupted by one or more heteroatom(s), or together form an epoxide ring,
- each of R5, R6, R7, RW, RX, RY and RZ is independently selected from H, a substituted or unsubstituted aliphatic group, or a substituted or unsubstituted aliphatic group in which the carbon chain is interrupted by one or more heteroatom(s);
- and a salt thereof, and a solvate thereof;
- with the proviso that the compound is not selected from the group consisting of:
- 3-Propylcarbamoyl-7-oxabicyclo[2.2.1]heptane-2-carboxylic acid;
- 3-ethylcarbamoyl-7-oxabicyclo[2.2.1]heptane-2-carboxylic acid;
- 3-methylcarbamoyl-7-oxabicyclo[2.2.1]heptane-2-carboxylic acid;
- N-(2-bromoethyl)-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- N-(2-hydroxypropyl)-exo-(Z)-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- N-phenyl-exo-(Z)-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- N-exo-(Z)-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- N-(o-methylphenyl)-exo-(Z)-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- N-(p-chlorophenyl)-exo-(Z)-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- N-(p-fluorophenyl)-exo-(Z)-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- N-(o-chlorobenzyl)-exo-(Z)-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- exo-7-oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- N-(o-chlorobenzyl)-exo-(Z)-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- N-(o-methoxyphenyl)-exo-(Z)-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- N-(m-fluorophenyl)-exo-(Z)-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- N-(m-ethoxyphenyl)-exo-(Z)-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- N-(m-chloro-o-methylphenyl)-exo-(Z)-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- N-(hydroxymethyl-acetate)-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- N-(o-fluorophenyl)-exo-(Z)-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- N-(2,4-dichlorophenyl)-exo-(Z)-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- 2,3-dimethyl-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboxylic anhydride (cantharidin);
- (3a-α,4-β,7-β,7a-α)-Hexahydro-3a-methyl-4,7-epoxyisobenzofuran-1,3-dione;
- 2-methyl-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboxylic anhydride (palasonin);
- hexahydro-3a,7a-dimethyl-(3a-α,4-β,7-β,7a-α)-4,7-Epoxybenzo(c)thiophene-1,3-dione;
- hexahydro-3a-methyl-,(3a-α,4-β,7-β,7a-α)-4,7-Epoxybenzo(c)thiophene-1,3-dione;
- N-[2-hydroxy-3-{4-(2-pyridyl)piperazin-1-yl}propyl]endo-7-oxabicyclo[2,2,1]heptane-2,3-dicarboximide;
- N-[2-n-caproyloxy-3-{4-(2-pyridyl)piperazin-1-yl}propyl]endo-7-oxabicyclo[2,2,1]heptane-2,3-dicarboximide;
- N-[2-cyclohexylcarbonyloxy-3-{4-(2-pyridyl)piperazin-1-yl}propyl]endo-7-oxa bicyclo[2,2,1]heptane-2,3-dicarboximide;
- N-[2-n-hexadecanoyloxy-3-{4-(2-pyridyl)piperazin-1-yl}propyl]endo-7-oxabicyclo[2,2,1]heptane-2,3-dicarboxylmide;
- and
- N-[2-hexadecanoyloxy-3-{4-(3-trifluoromethylphenyl)piperazin-1-yl}propyl]endo-7-oxabicyclo[2,2,1]heptane-2,3-dicarboximide.
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A compound selected from the group consisting of:
- N-propyl-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide
- N-butyl-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- N-octyl-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- N-decyl-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- N-(3-butenyl)-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- 3-(butylcarbamoyl)-7-Oxabicyclo(2.2.1)heptane-2-carboxylic acid;
- 3-(decylcarbamoyl)-7-Oxabicyclo(2.2.1)heptane-2-carboxylic acid;
- 3-(4-benzylcarbamoyl)-7-Oxabicyclo(2.2.1)heptane-2-carboxylic acid;
- 3-(Ethylmorpholine carbamoyl)-7-Oxabicyclo(2.2.1)heptane-2-carboxylic acid;
- N-Butanoic acid-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- N-Hexanoic acid-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- N-Ethyl alcohol-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- N-2-Methoxypropyl-1-ol-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- 4-Ethyl-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- 4-Sec-butyl-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- 4-Hexyl-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- 4-Cyclohexyl-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- 4-Dodecyl-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- 4-Tetradecyl-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- 4-Octadecyl-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- 4-Allyl-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- 4-Oxiranylmethyl-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- 4-(3-Hydroxypropyl)-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- 4-(6-Hydroxyhexyl)-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- 4-(2-Hydroxy-1-methylethyl)-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- 4-(2-Hydroxy-1,1-dimethylethyl)-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- 4-(1-Hydroxymethylpropyl)-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- 4-(3,5-Dioxo-10-oxa-4-azatricyclo[5.2.1]dec-4-yl)-butyric acid;
- 6-(3,5-Dioxo-10-oxa-4-azatricyclo[5.2.1]dec-4-yl)-hexanoic acid;
- 4-(2,3-Dihydroxypropyl)-10-oxa-4-azatricyclo[5.2.1]decane-3,5-dione;
- 4-(3-Hydroxy-2-methoxypropyl)-10-oxa-4-azatricyclo[5.2.1]decane-3,5-dione;
- 4-Morpholin-4-yl-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- 4-(2-Morpholin-4-ylethyl)-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide dione;
- 4-(3-Morpholin-4-ylpropyl)-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- 4-Phenyl-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- 4-(4-Hydroxyphenyl)-10-oxa-4-azatricyclo[5.2.1]decane-3,5-dione;
- 4-(4-Nitrophenyl)-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- 4-(3,5-Dioxo-10-oxa-4-azatricyclo[5.2.1]dec-4-yl)benzoic acid;
- 4-Benzyl-10-oxa-4-azatricyclo[5.2.1]decane-3,5-dione;
- 4-(4-Methoxybenzyl)-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- 4-(3,4-Dimethoxybenzyl)-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- 4-(2-Aminobenzyl)-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide;
- Bis-3,6-epoxycyclohexane-1,2-dicarboximido)-trimethylene (Bis-norcantharimide-propyl linker);
- Bis-3,6-epoxycyclohexane-1,2-dicarboximido)-dodecylmethyle (Bis-norcantharimide-dodecyl linker);
- a salt thereof, and a solvate thereof.
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A method of controlling an invertebrate pest, comprising contacting said pest with an effective amount of N-octyl-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide, N-decyl-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide and combinations thereof.
A compound selected from the group consisting of N-octyl-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide and N-decyl-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboximide
Dependencies are inferred from the claim text.