Claims
- 1. A compound selected from Formula I, N-oxides and agriculturally-suitable salts thereof, ##STR126## wherein: W is O; S; NH; N(C.sub.1 -C.sub.6 alkyl); or NO(C.sub.1 -C.sub.6 alkyl);
- X is OR.sup.1 ; S(O).sub.m R.sup.1 ; or halogen;
- R.sup.1 is H; C.sub.1 -C.sub.6 alkyl; C.sub.1 -C.sub.6 haloalkyl; C.sub.2 -C.sub.6 alkenyl; C.sub.2 -C.sub.6 haloalkenyl; C.sub.2 -C.sub.6 alkynyl; C.sub.2 -C.sub.6 haloalkynyl; C.sub.3 -C.sub.6 cycloalkyl; C.sub.2 -C.sub.4 alkylcarbonyl; or C.sub.2 -C.sub.4 alkoxycarbonyl;
- R.sup.2 is H; C.sub.1 -C.sub.6 alkyl; C.sub.1 -C.sub.6 haloalkyl; C.sub.2 -C.sub.6 alkenyl; C.sub.2 -C.sub.6 haloalkenyl; C.sub.2 -C.sub.6 alkynyl; C.sub.2 -C.sub.6 haloalkynyl; C.sub.3 -C.sub.6 cycloalkyl; C.sub.2 -C.sub.4 alkylcarbonyl; C.sub.2 -C.sub.4 alkoxycarbonyl; hydroxy; C.sub.1 -C.sub.2 alkoxy; or acetyloxy;
- R.sup.3 and R.sup.4 are each independently H; halogen; cyano; nitro; hydroxy; C.sub.1 -C.sub.6 alkyl; C.sub.1 -C.sub.6 haloalkyl; C.sub.2 -C.sub.6 alkenyl; C.sub.2 -C.sub.6 haloalkenyl; C.sub.2 -C.sub.6 alkynyl; C.sub.2 -C.sub.6 haloalkynyl; C.sub.1 -C.sub.6 alkoxy; C.sub.1 -C.sub.6 haloalkoxy; C.sub.2 -C.sub.6 alkenyloxy; C.sub.2 -C.sub.6 alkynyloxy; C.sub.1 -C.sub.6 alkylthio; C.sub.1 -C.sub.6 alkylsulfinyl; C.sub.1 -C.sub.6 alkylsulfonyl; formyl; C.sub.2 -C.sub.6 alkylcarbonyl; C.sub.2 -C.sub.6 alkoxycarbonyl; NH.sub.2 C(O); (C.sub.1 -C.sub.4 alkyl)NHC(O); (C.sub.1 -C.sub.4 alkyl).sub.2 NC(O); Si(R.sup.25).sub.3 ; Ge(R.sup.25).sub.3 ; (R.sup.25).sub.3 Si--C.tbd.C--; or phenyl, phenylethynyl, benzoyl, or phenylsulfonyl each substituted with R.sup.8 and optionally substituted with one or more R.sup.10 ;
- Y is --O--; --S(O).sub.n --; --NR.sup.6 --; --C(.dbd.O)--; --CH(OR.sup.6)--; --CHR.sup.6 --; --CHR.sup.6 CHR.sup.6 --; --CR.sup.6 .dbd.CR.sup.6 --; --C.tbd.C--; --CHR.sup.6 O--; --OCHR.sup.6 --; --CHR.sup.6 S(O).sub.n --; --S(O).sub.n CHR.sup.6 --; --CHR.sup.6 O---N.dbd.C(R.sup.7)--; --(R.sup.7)C.dbd.N--OCH(R.sup.6)--; --C(R.sup.7).dbd.N--O--; --O--N.dbd.C(R.sup.7)--; --CHR.sup.6 OC(.dbd.O)N(R.sup.15)--; or a direct bond; and the directionality of the Y linkage is defined such that the moiety depicted on the left side of the linkage is bonded to the phenyl ring and the moiety on the right side of the linkage is bonded to Z;
- each R.sup.6 is independently H or C.sub.1 -C.sub.3 alkyl;
- R.sup.7 is H; C.sub.1 -C.sub.6 alkyl; C.sub.1 -C.sub.6 haloalkyl; C.sub.1 -C.sub.6 alkoxy; C.sub.1 -C.sub.6 haloalkoxy; C.sub.1 -C.sub.6 alkylthio; C.sub.1 -C.sub.6 alkylsulfmyl; C.sub.1 -C.sub.6 alkylsulfonyl; C.sub.1 -C.sub.6 haloalkylthio; C.sub.1 -C.sub.6 haloalkylsulfinyl; C.sub.1 -C.sub.6 haloalkylsulfonyl; C.sub.2 -C.sub.6 alkenyl; C.sub.2 -C.sub.6 haloalkenyl; C.sub.2 -C.sub.6 alkynyl; C.sub.2 -C.sub.6 haloalkynyl; C.sub.3 -C.sub.6 cycloalkyl; C.sub.2 -C.sub.4 alkylcarbonyl; C.sub.2 -C.sub.4 alkoxycarbonyl; halogen; cyano; or morpholinyl;
- Z is a ring system selected from: ##STR127## where the point of attachment with Y is selected from any available position on the entire multicyclic ring system, each multicyclic ring system substituted with R.sup.9 and optionally substituted with one or more R.sup.10 ;
- each Q is independently selected from the group --CHR.sup.13 --, --NR.sup.13 --, --O--, and --S(O).sub.p --;
- R.sup.8 is H; 1-2 halogen; C.sub.1 -C.sub.6 alkyl; C.sub.1 -C.sub.6 haloalkyl; C.sub.1 -C.sub.6 alkoxy; C.sub.1 -C.sub.6 haloalkoxy; C.sub.2 -C.sub.6 alkenyl; C.sub.2 -C.sub.6 haloalkenyl; C.sub.2 -C.sub.6 alkynyl; C.sub.1 -C.sub.6 alkylthio; C.sub.1 -C.sub.6 haloalkylthio; C.sub.1 -C.sub.6 alkylsulfinyl; C.sub.1 -C.sub.6 alkylsulfonyl; C.sub.3 -C.sub.6 cycloalkyl; C.sub.3 -C.sub.6 alkenyloxy; CO.sub.2 (C.sub.1 -C.sub.6 alkyl); NH(C.sub.1 -C.sub.6 alkyl); N(C.sub.1 -C.sub.6 alkyl).sub.2 ; cyano; nitro; SiR.sup.19 R.sup.20 R.sup.21 ; or GeR.sup.19 R.sup.20 R.sup.21 ;
- R.sup.9 is H; 1-2 halogen; C.sub.1 -C.sub.6 alkyl; C.sub.1 -C.sub.6 haloalkyl; C.sub.1 -C.sub.6 alkoxy; C.sub.1 -C.sub.6 haloalkoxy; C.sub.2 -C.sub.6 alkenyl; C.sub.2 -C.sub.6 haloalkenyl; C.sub.2 -C.sub.6 alkynyl; C.sub.1 -C.sub.6 alkylthio; C.sub.1 -C.sub.6 haloalkylthio; C.sub.1 -C.sub.6 alkylsulfinyl; C.sub.1 -C.sub.6 alkylsulfonyl; C.sub.3 -C.sub.6 cycloalkyl; C.sub.3 -C.sub.6 alkenyloxy; CO.sub.2 (C.sub.1 -C.sub.6 alkyl); NH(C.sub.1 -C.sub.6 alkyl); N(C.sub.1 -C.sub.6 alkyl).sub.2 ; --C(R.sup.18).dbd.NOR.sup.17 ; cyano; nitro; SF.sub.5 ; SiR.sup.22 R.sup.23 R.sup.24 ; or GeR.sup.22 R.sup.23 R.sup.24 ; or R.sup.9 is phenyl, benzyl, benzoyl, phenoxy, pyridinyl, pyridinyloxy, thienyl, thienyloxy, furanyl, pyrimidinyl, or pyrimidinyloxy each optionally substituted with one of R.sup.11, R.sup.12, or both R.sup.11 and R.sup.12 ;
- each R.sup.10 is independently halogen; C.sub.1 -C.sub.4 alkyl; C.sub.1 -C.sub.4 haloalkyl; C.sub.1 -C.sub.4 alkoxy; nitro; or cyano; or
- when R.sup.9 and an R.sup.10 are attached to adjacent atoms on Z, R.sup.9 and said adjacently attached R.sup.10 can be taken together as --OCH.sub.2 O-- or --OCH.sub.2 CH.sub.2 O--; each CH.sub.2 group of said taken together R.sup.9 and R.sup.10 optionally substituted with 1-2 halogen; or
- when Y and an R.sup.10 are attached to adjacent atoms on Z and Y is --CHR.sup.6 O--N.dbd.C(R.sup.7)-- or --O--N.dbd.C(R.sup.7)--, R.sup.7 and said adjacently attached R.sup.10 can be taken together as --(CH.sub.2).sub.r --J-- such that J is attached to Z;
- J is --CH.sub.2 --; --CH.sub.2 CH.sub.2 --; --OCH.sub.2 --; --CH.sub.2 O--; --SCH.sub.2 --; --CH.sub.2 S--; --N(R.sup.16)CH.sub.2 --; or --CH.sub.2 N(R.sup.16)--; each CH.sub.2 group of said J optionally substituted with 1 to 2 CH.sub.3 ;
- R.sup.11 and R.sup.12 are each independently halogen; C.sub.1 -C.sub.4 alkyl; C.sub.1 -C.sub.4 haloalkyl; C.sub.1 -C.sub.4 alkoxy; C.sub.1 -C.sub.4 haloalkoxy; nitro; cyano; Si(R.sup.25).sub.3 ; or Ge(R.sup.25).sub.3 ;
- each R.sup.13 is independently H; C.sub.1 -C.sub.6 alkyl; C.sub.1 -C.sub.6 haloalkyl; or phenyl optionally substituted with halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, nitro or cyano;
- R.sup.15, R.sup.16, R.sup.17, and R.sup.18 are each independently H; C.sub.1 -C.sub.3 alkyl; or phenyl optionally substituted with halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, nitro or cyano;
- R.sup.19, R.sup.20, R.sup.21, R.sup.22, R.sup.23, and R.sup.24 are each independently C.sub.1 -C.sub.6 alkyl; C.sub.2 -C.sub.6 alkenyl; C.sub.1 -C.sub.4 alkoxy; or phenyl;
- each R.sup.25 is independently C.sub.1 -C.sub.4 alkyl;
- m, n and p are each independently 0, 1 or 2; and
- r is 0 or 1.
- 2. A compound of claim 1 wherein
- W is O;
- R.sup.1 is C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 haloalkyl;
- R.sup.2 is H; C.sub.1 -C.sub.6 alkyl; C.sub.1 -C.sub.6 haloalkyl; or C.sub.3 -C.sub.6 cycloalkyl;
- R.sup.3 and R.sup.4 are each independently H; halogen; cyano; nitro; C.sub.1 -C.sub.6 alkyl; C.sub.1 -C.sub.6 haloalkyl; C.sub.1 -C.sub.6 alkoxy; C.sub.1 -C.sub.6 haloalkoxy; or C.sub.1 -C.sub.6 alkylthio;
- Y is --O--; --CH.dbd.CH--; --C.tbd.C--; --CH.sub.2 O--; --OCH.sub.2 --; --CH.sub.2 S(O).sub.n --; --CH.sub.2 O--N.dbd.C(R.sup.7)--; --C(R.sup.7).dbd.N--O--; --CH.sub.2 OC(O)NH--; or a direct bond;
- R.sup.7 is H; C.sub.1 -C.sub.6 alkyl; C.sub.1 -C.sub.6 haloalkyl; C.sub.1 -C.sub.6 alkoxy; C.sub.2 -C.sub.6 alkenyl; C.sub.2 -C.sub.6 alkynyl; C.sub.3 -C.sub.6 cycloalkyl; halogen; or cyano; or
- when Y and an R.sup.10 are attached to adjacent atoms on Z and Y is --CH.sub.2 O--N.dbd.C(R.sup.7)--, R.sup.7 and said adjacently attached R.sup.10 can be taken together as --(CH.sub.2).sub.r --J-- such that J is attached to Z; and
- R.sup.9 is H; 1-2 halogen; C.sub.1 -C.sub.6 alkyl; C.sub.1 -C.sub.6 haloalkyl; C.sub.1 -C.sub.6 alkoxy; C.sub.1 -C.sub.6 haloalkoxy; C.sub.1 -C.sub.6 alkylthio; cyano; CO.sub.2 (C.sub.1 -C.sub.6 alkyl); NH(C.sub.1 -C.sub.6 alkyl); N(C.sub.1 -C.sub.6 alkyl).sub.2 ; SiR.sup.22 R.sup.23 R.sup.24 ; or GeR.sup.22 R.sup.23 R.sup.24 ; or R.sup.9 is C.sub.3 -C.sub.6 cycloalkyl, phenyl, phenoxy, pyridinyl, pyridinyloxy, pyrimidinyl, or pyrimidinyloxy, each optionally substituted with one of R.sup.11, R.sup.12, or both R.sup.11 and R.sup.12.
- 3. A compound of claim 2 wherein
- Z is selected from the group Z-1 to Z-10, Z-19, Z-22, Z-24 and Z-57, each multicyclic ring system substituted with R.sup.9 and optionally substituted with one or more R.sup.10 ;
- R.sup.7 is H; C.sub.1 -C.sub.6 alkyl; C.sub.1 -C.sub.6 haloalkyl; C.sub.1 -C.sub.6 alkoxy; C.sub.2 -C.sub.6 alkenyl; C.sub.2 -C.sub.6 alkynyl; cyclopropyl; or cyano; or
- when Y and an R.sup.10 are attached to adjacent atoms on Z and Y is --CH.sub.2 O--N.dbd.C(R.sup.7)--, R.sup.7 and said adjacently attached R.sup.10 can be taken together as --(CH.sub.2).sub.r --J-- such that J is attached to Z;
- J is --CH.sub.2 -- or --CH.sub.2 CH.sub.2 --; and
- r is 1.
- 4. A compound of claim 3 wherein
- X is OR.sup.1 ;
- R.sup.1 is C.sub.1 -C.sub.3 alkyl;
- R.sup.2 is H or C.sub.1 -C.sub.2 alkyl;
- R.sup.3 and R.sup.4 are independently H; halogen; cyano; methyl; trifluoromethyl; methoxy; trifluoromethoxy; or methylthio;
- Y is --O--; --CH.dbd.CH--; --CH.sub.2 O--; --CH.sub.2 O--N.dbd.C(R.sup.7)--; or --CH.sub.2 OC(.dbd.O)NH--;
- R.sup.7 is H; C.sub.1 -C.sub.3 alkyl; C.sub.1 -C.sub.3 haloalkyl; C.sub.1 -C.sub.3 alkoxy; or cyclopropyl; and
- Z is selected from the group Z-1, Z-5, Z-19, Z-22, Z-24, and Z-57, each multicyclic ring system substituted with R.sup.9 and optionally substituted with one or more R.sup.10.
- 5. A compound of claim 4 wherein
- Y is --O--; --CH.sub.2 O--; or --CH.sub.2 O--N.dbd.C(R.sup.7)--; and
- R.sup.7 is H; C.sub.1 -C.sub.2 alkyl; C.sub.1 -C.sub.2 haloalkyl; methoxy; or cyclopropyl.
- 6. A compound of claim 5 wherein
- R.sup.1 is methyl; and
- R.sup.2 is methyl.
- 7. A fungicidal composition comprising a fingicidally effective amount of a compound of claim 1 and at least one of a surfactant, a solid diluent or a liquid diluent.
- 8. A method for controlling plant diseases caused by fungal plant pathogens comprising applying to the plant or a portion thereof, or to the plant seed or seedling, a fingicidally effective amount of a compound of claim 1.
- 9. A compound selected from Formula I, N-oxides and agriculturally-suitable salts thereof, ##STR128## wherein: W is O or S;
- X is OR.sup.1 ; S(O).sub.m R.sup.1 ; or halogen;
- R.sup.1 is H; C.sub.1 -C.sub.6 alkyl; C.sub.1 -C.sub.6 haloalkyl; C.sub.2 -C.sub.6 alkenyl; C.sub.2 -C.sub.6 haloalkenyl; C.sub.2 -C.sub.6 alkynyl; C.sub.2 -C.sub.6 haloalkynyl; C.sub.3 -C.sub.6 cycloalkyl; C.sub.2 -C.sub.4 alkylcarbonyl; or C.sub.2 -C.sub.4 alkoxycarbonyl;
- R.sup.2 is H; C.sub.1 -C.sub.6 alkyl; C.sub.1 -C.sub.6 haloalkyl; C.sub.2 -C.sub.6 alkenyl; C.sub.2 -C.sub.6 haloalkenyl; C.sub.2 -C.sub.6 alkynyl; C.sub.2 -C.sub.6 haloalkynyl; C.sub.3 -C.sub.6 cycloalkyl; C.sub.2 -C.sub.4 alkylcarbonyl; or C.sub.2 -C.sub.4 alkoxycarbonyl;
- R.sup.3 and R.sup.4 are each independently H; halogen; cyano; nitro; hydroxy; C.sub.1 -C.sub.6 alkyl; C.sub.1 -C.sub.6 haloalkyl; C.sub.2 -C.sub.6 alkenyl; C.sub.2 -C.sub.6 haloalkenyl; C.sub.2 -C.sub.6 alkynyl; C.sub.2 -C.sub.6 haloalkynyl; C.sub.1 -C.sub.6 alkoxy; C.sub.1 -C.sub.6 haloalkoxy; C.sub.2 -C.sub.6 alkenyloxy; C.sub.2 -C.sub.6 alkynyloxy; or phenyl substituted with R.sup.8 and optionally substituted with one or more R.sup.10 ;
- Y is --O--; --S(O).sub.n --; --NR.sup.6 --; --C(.dbd.O)--; --CH(OR.sup.6)--; --CHR.sup.6 --; --CHR.sup.6 CHR.sup.6 --; --CR.sup.6 .dbd.CR.sup.6 --; --C.tbd.C--; --CHR.sup.6 O--; --OCHR.sup.6 --; --CHR.sup.6 S(O).sub.n --; --S(O).sub.n CHR.sup.6 --; --CHR.sup.6 O--N.dbd.C(R.sup.7)--; --(R.sup.7)C.dbd.N--OCH(R.sup.6)--; --C(R.sup.7).dbd.N--O--; --O--N.dbd.C(R.sup.7)--; --CHR.sup.6 OC(.dbd.O)N(R.sup.15)--; or a direct bond; and the directionality of the Y linkage is defined such that the moiety depicted on the left side of the linkage is bonded to the phenyl ring and the moiety on the right side of the linkage is bonded to Z;
- each R.sup.6 is independently H or C.sub.1 -C.sub.3 alkyl;
- R.sup.7 is H; C.sub.1 -C.sub.6 alkyl; C.sub.1 -C.sub.6 haloalkyl; C.sub.1 -C.sub.6 alkoxy; C.sub.1 -C.sub.6 haloalkoxy; C.sub.1 -C.sub.6 alkylthio; C.sub.1 -C.sub.6 alkylsulfinyl; C.sub.1 -C.sub.6 alkylsulfonyl; C.sub.1 -C.sub.6 haloalkylthio; C.sub.1 -C.sub.6 haloalkylsulfinyl; C.sub.1 -C.sub.6 haloalkylsulfonyl; C.sub.2 -C.sub.6 alkenyl; C.sub.2 -C.sub.6 haloalkenyl; C.sub.2 -C.sub.6 alkynyl; C.sub.2 -C.sub.6 haloalkynyl; C.sub.3 -C.sub.6 cycloalkyl; C.sub.2 -C.sub.4 alkylcarbonyl; C.sub.2 -C.sub.4 alkoxycarbonyl; halogen; cyano; or morpholinyl;
- Z is a ring system selected from: ##STR129## where the point of attachment with Y is selected from any available position on the entire multicyclic ring system, each multicyclic ring system substituted with R.sup.9 and optionally substituted with one or more R.sup.10 ;
- each Q is independently selected from the group --CHR.sup.13 --, --NR.sup.13 --, --O--, and --S(O).sub.p --;
- R.sup.8 is H; 1-2 halogen; C.sub.1 -C.sub.6 alkyl; C.sub.1 -C.sub.6 haloalkyl; C.sub.1 -C.sub.6 alkoxy; C.sub.1 -C.sub.6 haloalkoxy; C.sub.2 -C.sub.6 alkenyl; C.sub.2 -C.sub.6 haloalkenyl; C.sub.2 -C.sub.6 alkynyl; C.sub.1 -C.sub.6 alkylthio; C.sub.1 -C.sub.6 haloalkylthio; C.sub.1 -C.sub.6 alkylsulfinyl; C.sub.1 -C.sub.6 alkylsulfonyl; C.sub.3 -C.sub.6 cycloalkyl; C.sub.3 -C.sub.6 alkenyloxy; CO.sub.2 (C.sub.1 -C.sub.6 alkyl); NH(C.sub.1 -C.sub.6 alkyl); N(C.sub.1 -C.sub.6 alkyl).sub.2 ; cyano; nitro; SiR.sup.19 R.sup.20 R.sup.21 ; or GeR.sup.19 R.sup.20 R.sup.21 ;
- R.sup.9 is H; 1-2 halogen; C.sub.1 -C.sub.6 alkyl; C.sub.1 -C.sub.6 haloalkyl; C.sub.1 -C.sub.6 alkoxy; C.sub.1 -C.sub.6 haloalkoxy; C.sub.2 -C.sub.6 alkenyl; C.sub.2 -C.sub.6 haloalkenyl; C.sub.2 -C.sub.6 alkynyl; C.sub.1 -C.sub.6 alkylthio; C.sub.1 -C.sub.6 haloalkylthio; C.sub.1 -C.sub.6 alkylsulfinyl; C.sub.1 -C.sub.6 alkylsulfonyl; C.sub.3 -C.sub.6 cycloalkyl; C.sub.3 -C.sub.6 alkenyloxy; CO.sub.2 (C.sub.1 -C.sub.6 alkyl); NH(C.sub.1 -C.sub.6 alkyl); N(C.sub.1 -C.sub.6 alkyl).sub.2 ; --C(R.sup.18).dbd.NOR.sup.17 ; cyano; nitro; SiR.sup.22 R.sup.23 R.sup.24 ; or GeR.sup.22 R.sup.23 R.sup.24 ; or R.sup.9 is phenyl, benzyl, benzoyl, phenoxy, pyridinyl, pyridinyloxy, thienyl, thienyloxy, furanyl, pyrimidinyl, or pyrimidinyloxy each optionally substituted with one of R.sup.11, R.sup.12, or both R.sup.11 and R.sup.12 ;
- each R.sup.10 is independently halogen; C.sub.1 -C.sub.4 alkyl; C.sub.1 -C.sub.4 haloalkyl; C.sub.1 -C.sub.4 alkoxy; nitro; or cyano; or
- when R.sup.9 and an R.sup.10 are attached to adjacent atoms on Z, R.sup.9 and said adjacently attached R.sup.10 can be taken together as --OCH.sub.2 O-- or --OCH.sub.2 CH.sub.2 O--; each CH.sub.2 group of said taken together R.sup.9 and R.sup.10 optionally substituted with 1-2 halogen; or
- when Y and an R.sup.10 are attached to adjacent atoms on Z and Y is --CHR.sup.6 O--N.dbd.C(R.sup.7)-- or --O--N.dbd.C(R.sup.7)--, R.sup.7 and said adjacently attached R.sup.10 can be taken together as --(CH.sub.2).sub.r --J-- such that J is attached to Z;
- J is --CH.sub.2 --; --CH.sub.2 CH.sub.2 --; --OCH.sub.2 --; --CH.sub.2 O--; --SCH.sub.2 --; --CH.sub.2 S--; --N(R.sup.16)CH.sub.2 --; or --CH.sub.2 N(R.sup.16)--; each CH.sub.2 group of said J optionally substituted with 1 to 2 CH.sub.3 ;
- R.sup.11 and R.sup.12 are each independently halogen; C.sub.1 -C.sub.4 alkyl; C.sub.1 -C.sub.4 haloalkyl; C.sub.1 -C.sub.4 alkoxy; C.sub.1 -C.sub.4 haloalkoxy; nitro; cyano; Si(R.sup.25).sub.3 ; or Ge(.sup.25).sub.3 ;
- each R.sup.13 is independently H; C.sub.1 -C.sub.6 alkyl; C.sub.1 -C.sub.6 haloalkyl; or phenyl optionally substituted with halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, nitro or cyano;
- R.sup.15, R.sup.16, R.sup.17, and R.sup.18 are each independently H; C.sub.1 -C.sub.3 alkyl; or phenyl optionally substituted with halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, nitro or cyano;
- R.sup.19, R.sup.20, R.sup.21, R.sup.22, R.sup.23, and R.sup.24 are each independently C.sub.1 -C.sub.6 alkyl; C.sub.1 -C.sub.4 alkoxy; or phenyl;
- each R.sup.25 is independently C.sub.1 -C.sub.4 alkyl;
- m, n and p are each independently 0, 1 or 2; and
- r is 0 or 1.
- 10. The compound of claim 6 which is selected from the group:
- 2,4-dihydro-5-methoxy-2-methyl-4-�2-����1-(2-naphthalenyl)ethylidene!amino!oxy!methyl!phenyl!-3H-1,2,4-triazol-3-one;
- 2,4-dihydro-5-methoxy-2-methyl-4-�2-����1-(5,6,7,8-tetrahydro-2-naphthalenyl)ethylidene!amino!oxy!methyl!phenyl!-3H-1,2,4-triazol-3-one; and
- 2,4-dihydro-5-methoxy-2-methyl4-�2-methyl-6-����1-(2-naphthalenyl)ethylidene!amino!oxy!methyl!phenyl!-3H-1,2,4-triazol-3-one.
Parent Case Info
This application is a national filing under 35 USC 371 of International Application No. PCT/US96/02333 filed Feb. 14, 1996, which is a continuation in part, of U.S. patent application Ser. No. 08/393,743 filed Feb. 24, 1995.
PCT Information
Filing Document |
Filing Date |
Country |
Kind |
102e Date |
371c Date |
PCT/US96/02333 |
2/14/1996 |
|
|
8/21/1997 |
8/21/1997 |
Publishing Document |
Publishing Date |
Country |
Kind |
WO96/26191 |
8/29/1996 |
|
|
US Referenced Citations (5)
Foreign Referenced Citations (1)
Number |
Date |
Country |
2 104 806 A1 |
Mar 1994 |
CAX |
Continuation in Parts (1)
|
Number |
Date |
Country |
Parent |
393743 |
Feb 1995 |
|