Back to results
US 2002/0173492 A1Published application
Novel pesticides
AssigneeRhone-Poulenc Inc.
InventorTai-Teh Wu
Life of this patent
Estimating the term…
Abstract
Compounds of formula (I) or pesticidally acceptable salts thereof, compositions containing them and methods of use. 1
Claims19
A compound of formula (I):
- 8
- wherein:
- A is selected from:
- 9
- X is —O—, or —NR17;
- R1 is hydrogen, substituted or unsubstituted alkyl or a lone pair of electrons;
- R2 is —S(O)nR18 or R19;
- R3 is hydrogen, halogen, —C(O)R20, —S(O)pR21, alkyl, haloalkyl, —OR22, —N═C(R23)(R24), alkenyl, —NR25R26, 1H-pyrrol-1-yl, 1H-pyrazol-1-yl, or —CH═NOH;
- R4, R5 and R7 are independently selected from hydrogen, halogen or alkyl;
- R6 is halogen, haloalkyl, haloalkoxy, —S(O)qR27 or SF5;
- R8 and R9 are independently selected from hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, —OR28, —NR29R30 and —S(O)mR31, —C(O)R32, cyano or nitro;
- or
- R8 and R9, together with carbon atoms to which they are attached may form a divalent alkylene radical which may be interrupted by one or more heteroatoms;
- R10, R11, R12 and R13 are independently selected from hydrogen, hydroxy, C(O)R32, alkyl and haloalkyl;
- or R10 and R11 can together form a carbonyl radical;
- or R12 and R13 can together form a carbonyl radical;
- R14 and R15 are independently selected from R8;
- or R14 and R15 can together with the carbons to which they are attached a cyclic divalent alkylene radical which may be interrupted by one or more heteroatoms;
- R16 is alkoxy, alkyl or substituted or unsubstituted amino;
- Y is oxygen or sulfur;
- R17 is hydrogen, substituted or unsubstituted alkyl or a lone pair of electrons;
- R18 is alkyl, alkenyl, alkynyl, or C3-C6 cycloalkyl, each of which is optionally substituted by one or more halogen;
- R19 is alkyl or haloalkyl;
- R20 is hydrogen, alkyl, haloalkyl, alkoxy or thioalkoxy;
- R21 is alkyl haloalkyl, or aryl;
- R22 and R23 are independently selected from hydrogen, alkyl and haloalkyl;
- R24 is alkyl, haloalkyl, alkoxy or phenyl each of which is optionally substituted by one or more groups selected from hydroxy, halogen, alkoxy, —CN, alkyl, —S(O)r-alkyl;
- R25 and R26 are independently selected from hydrogen, NH2, —S(O)rR34, —C(O)R35, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl and alkynyl;
- or R25 and R26 may form together a divalent alkylene radical which may be interrupted by one or more heteroatoms;
- R27 is haloalkyl;
- R28 is hydrogen, substituted or unsubstituted alkyl, —C(O)R33, or substituted or unsubstituted aryl;
- R29 and R31 are independently selected from hydrogen, substituted or unsubstituted alkyl;
- or R29 and R31, may with the nitrogen to which they are attached form a divalent alkylene radical which may be interrupted by one or more heteroatoms;
- R31 is alkyl-haloalkyl or aryl;
- R32 and R33 are independently selected from hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, hydroxy, alkoxy, and substituted or unsubstituted amino;
- R34 is substituted or unsubstituted alkyl;
- R35 is hydrogen, alkyl, haloalkyl, aryl;
- alkenyl;
- —OR36, —SR37, or —NR38R39;
- R36 and R37 are independently selected from hydrogen, alkyl haloalkyl and aryl;
- R38 and R39 are independently selected from hydrogen, alkyl haloalkyl and aryl;
- m, n, p, q, r, s, and t independently represent zero, one or two;
- M is C-halo, C—CH3, C—CH2F, C—CH2Cl, C—NO2, or N;
- or a pesticidally acceptable salt thereof;
- provided that:
- when A is (G4) and X is —O—, R1 is a lone pair of electrons and the nitrogen to which R1 is attached forms a double bond with the central carbon of the G4 group;
- when A is (G5), X is NR17 and R1 and R17 represent lone pairs of electrons;
- when A is (G2), R10 and R11 are not simultaneously hydroxy;
- when A is (G2), R12 and R13 are not simultaneously hydroxy.
46 more elements
A pesticidal composition comprising:
- (a) an arylpyrazole of formula (I):
- 10
- wherein:
- A is selected from:
- 11
- X is —O—, or —NR17;
- R1 is hydrogen, substituted or unsubstituted alkyl or a lone pair of electrons;
- R2 is —S(O)nR18 or R19;
- R3 is hydrogen, halogen, —C(O)R20, —S(O)pR21, alkyl, haloalkyl, —OR22, —N═C(R23)(R24), alkenyl, —NR25R26, 1H-pyrrol-1-yl, 1H-pyrazol-1-yl, or —CH═NOH;
- R4, R5 and R7 are independently selected from hydrogen, halogen or alkyl;
- R6 is halogen, haloalkyl, haloalkoxy, —S(O)qR27 or SF5;
- R8 and R9 are independently selected from hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, —OR28, —NR29R30 and —S(O)mR31, —C(O)R32, cyano or nitro;
- or
- R8 and R9, together with carbon atoms to which they are attached may form a divalent alkylene radical which may be interrupted by one or more heteroatoms;
- R10, R11, R12 and R13 are independently selected from hydrogen, hydroxy, C(O)R32, alkyl and haloalkyl;
- or R10 and R11 can together form a carbonyl radical;
- or R12 and R13 can together form a carbonyl radical;
- R14 and R15 are independently selected from R8;
- or R14 and R15 can together with the carbons to which they are attached a cyclic divalent alkylene radical which may be interrupted by one or more heteroatoms;
- R16 is alkoxy, alkyl or substituted or unsubstituted amino;
- Y is oxygen or sulfur;
- R17 is hydrogen, substituted or unsubstituted alkyl or a lone pair of electrons;
- R18 is alkyl, alkenyl, alkynyl, or C3-C6 cycloalkyl, each of which is optionally substituted by one or more halogen;
- R19 is alkyl or haloalkyl;
- R20 is hydrogen, alkyl, haloalkyl, alkoxy or thioalkoxy;
- R21 is alkyl haloalkyl, or aryl;
- R22 and R23 are independently selected from hydrogen, alkyl and haloalkyl;
- R24 is alkyl, haloalkyl, alkoxy or phenyl each of which is optionally substituted by one or more groups selected from hydroxy, halogen, alkoxy, —CN, alkyl, —S(O)r-alkyl;
- R25 and R26 are independently selected from hydrogen, NH2, —S(O)rR34, —C(O)R35, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl and alkynyl;
- or R25 and R26 may form together a divalent alkylene radical which may be interrupted by one or more heteroatoms;
- R27 is haloalkyl;
- R28 is hydrogen, substituted or unsubstituted alkyl, —C(O)R33, or substituted or unsubstituted aryl;
- R29 and R31 are independently selected from hydrogen, substituted or unsubstituted alkyl;
- or R29 and R31, may with the nitrogen to which they are attached form a divalent alkylene radical which may be interrupted by one or more heteroatoms;
- R31 is alkyl-haloalkyl or aryl;
- R32 and R33 are independently selected from hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, hydroxy, alkoxy, and substituted or unsubstituted amino;
- R34 is substituted or unsubstituted alkyl;
- R35 is hydrogen, alkyl, haloalkyl, aryl;
- alkenyl;
- —OR36, —SR37, or —NR38R39;
- R36 and R37 are independently selected from hydrogen, alkyl haloalkyl and aryl;
- R38 and R39 are independently selected from hydrogen, alkyl haloalkyl and aryl;
- m, n, p, q, r, s, and t independently represent zero, one or two;
- M is C-halo, C—CH3, C—CH2F, C—CH2Cl, C—NO2, or N;
- or a pesticidally acceptable salt thereof;
- provided that:
- when A is (G4) and X is —O—, R1 is a lone pair of electrons and the nitrogen to which R1 is attached forms a double bond with the central carbon of the G4 group;
- when A is (G5), X is NR17 and R1 and R17 represent lone pairs of electrons;
- when A is (G2), R10 and R11 are not simultaneously hydroxy;
- when A is (G2), R12 and R13 are not simultaneously hydroxy;
- and (b) a pesticidally acceptable carrier therefor.
48 more elements
A method for the control of pests at a locus comprising applying to the said locus a pesticidally effective amount of an arylpyrazole of formula (I):
- 12
- wherein:
- A is selected from:
- 13
- X is —O—, or —NR17;
- R1 is hydrogen, substituted or unsubstituted alkyl or a lone pair of electrons;
- R2 is —S(O)nR18 or R19;
- R3 is hydrogen, halogen, —C(O)R20, —S(O)pR21, alkyl, haloalkyl, —OR22, —N═C(R23)(R24), alkenyl, —NR25R26, 1H-pyrrol-1-yl, 1H-pyrazol-1-yl, or —CH═NOH;
- R4, R5 and R7 are independently selected from hydrogen, halogen or alkyl;
- R6 is halogen, haloalkyl, haloalkoxy, —S(O)qR27 or SF5;
- R8 and R9 are independently selected from hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, —OR28, —NR29R30 and —S(O)mR31, —C(O)R32, cyano or nitro;
- or
- R8 and R9, together with carbon atoms to which they are attached may form a divalent alkylene radical which may be interrupted by one or more heteroatoms;
- R10, R11, R12 and R13 are independently selected from hydrogen, hydroxy, C(O)R32, alkyl and haloalkyl;
- or R10 and R11 can together form a carbonyl radical;
- or R12 and R13 can together form a carbonyl radical;
- R14 and R15 are independently selected from R8;
- or R14 and R15 can together with the carbons to which they are attached a cyclic divalent alkylene radical which may be interrupted by one or more heteroatoms;
- R16 is alkoxy, alkyl or substituted or unsubstituted amino;
- Y is oxygen or sulfur;
- R17 is hydrogen, substituted or unsubstituted alkyl or a lone pair of electrons;
- R18 is alkyl, alkenyl, alkynyl, or C3-C6 cycloalkyl, each of which is optionally substituted by one or more halogen;
- R19 is alkyl or haloalkyl;
- R20 is hydrogen, alkyl, haloalkyl, alkoxy or thioalkoxy;
- R21 is alkyl haloalkyl, or aryl;
- R22 and R23 are independently selected from hydrogen, alkyl and haloalkyl;
- R24 is alkyl, haloalkyl, alkoxy or phenyl each of which is optionally substituted by one or more groups selected from hydroxy, halogen, alkoxy, —CN, alkyl, —S(O)r-alkyl;
- R25 and R26 are independently selected from hydrogen, NH2, —S(O)rR34, —C(O)R35, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl and alkynyl;
- or R25 and R26 may form together a divalent alkylene radical which may be interrupted by one or more heteroatoms;
- R27 is haloalkyl;
- R28 is hydrogen, substituted or unsubstituted alkyl, —C(O)R33, or substituted or unsubstituted aryl;
- R29 and R31 are independently selected from hydrogen, substituted or unsubstituted alkyl;
- or R29 and R31, may with the nitrogen to which they are attached form a divalent alkylene radical which may be interrupted by one or more heteroatoms;
- R31 is alkyl-haloalkyl or aryl;
- R32 and R33 are independently selected from hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, hydroxy, alkoxy, and substituted or unsubstituted amino;
- R34 is substituted or unsubstituted alkyl;
- R35 is hydrogen, alkyl, haloalkyl, aryl;
- alkenyl;
- —OR36, —SR37, or —NR38R39;
- R36 and R37 are independently selected from hydrogen, alkyl haloalkyl and aryl;
- R38 and R39 are independently selected from hydrogen, alkyl haloalkyl and aryl;
- m, n, p, q, r, s, and t independently represent zero, one or two;
- M is C-halo, C—CH3, C—CH2F, C—CH2Cl, C—NO2, or N;
- or a pesticidally acceptable salt thereof;
- provided that:
- when A is (G4) and X is —O—, R1 is a lone pair of electrons and the nitrogen to which R1 is attached forms a double bond with the central carbon of the G4 group;
- when A is (G5), X is NR17 and R1 and R17 represent lone pairs of electrons;
- when A is (G2), R10 and R11 are not simultaneously hydroxy;
- when A is (G2), R12 and R13 are not simultaneously hydroxy.
46 more elements
Dependencies are inferred from the claim text.