Animal pest control method

Abstract

Disclosed is a method for protecting an animal from a parasitic invertebrate pest comprising treating an animal orally or by injection with a pesticidally effective amount of a compound of Formula 1, wherein R 1 is halogen, C 1 -C 3 haloalkyl or C 1 -C 3 haloalkoxy; R 2 is H, halogen, C 1 -C 3 alkyl, C 1 -C 3 haloalkyl or cyano; R 3 is H, halogen, C 1 -C 3 haloalkyl or C 1 -C 3 haloalkoxy; R 4 is halogen, C 1 -C 3 alkyl, C 1 -C 3 haloalkyl or C 1 -C 3 haloalkoxy; R 5 is H, CH 3 , C 2 -C 4 alkylcarbonyl, C 2 -C 4 haloalkylcarbonyl, C 2 -C 5 alkoxycarbonyl or CH 2 O(C 1 -C 3 alkyl); R 6 is C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 3 -C 6 cycloalkyl or C 3 -C 6 halocycloalkyl, each group substituted with one R 7 ; or R 6 is (CH 2 ) m Q; and Q, R 7 , R 8a and R 8b are as defined in the disclosure.

What is claimed is: 
     
         1 . A method for protecting an animal from a parasitic invertebrate pest comprising orally or parenterally administering to the animal a pesticidally effective amount of a compound of Formula 1, an N-oxide or a salt thereof 
       
         
           
           
               
               
           
         
       
       wherein
 R 1  is halogen, C 1 -C 3  haloalkyl or C 1 -C 3  haloalkoxy; 
 R 2  is H, halogen, C 1 -C 3  alkyl, C 1 -C 3  haloalkyl or cyano; 
 R 3  is H, halogen, C 1 -C 3  haloalkyl or C 1 -C 3  haloalkoxy; 
 R 4  is halogen, C 1 -C 3  alkyl, C 1 -C 3  haloalkyl or C 1 -C 3  haloalkoxy; 
 R 5  is H, CH 3 , C 2 -C 4  alkylcarbonyl, C 2 -C 4  haloalkylcarbonyl, C 2 -C 5  alkoxycarbonyl or CH 2 O(C 1 -C 3  alkyl); 
 R 6  is C 1 -C 6  alkyl, C 1 -C 6  haloalkyl, C 3 -C 6  cycloalkyl or C 3 -C 6  halocycloalkyl, each group substituted with one R 7 ; or R 6  is (CH 2 ) m Q; 
 Q is a 4- to 6-membered saturated ring containing carbon atoms and one O or S(O) n  as ring members and optionally substituted with 1 or 2 R 8a  and one R 8b ; 
 R 7  is OR 9 , S(O) n R 10  or C(O)NR 11 R 12 ; or R 7  is pyridine or thiazole, each optionally substituted with 1 or 2 R 15 ; 
 each R 8a  is independently halogen, cyano or C 1 -C 2  alkyl; 
 R 8b  is OR 9 , S(O) n R 10  or C(O)NR 11 R 12 ; 
 R 9  is H, CHO, C 2 -C 4  alkylcarbonyl, C 2 -C 4  haloalkylcarbonyl or C 2 -C 5  alkoxycarbonyl; or R 9  is C 1 -C 4  alkyl or C 1 -C 4  haloalkyl, each optionally substituted with one R 13 ; or R 9  is pyridine or thiazole, each optionally substituted with 1 or 2 R 15 ; 
 R 10  is C 1 -C 4  alkyl or C 1 -C 4  haloalkyl, each optionally substituted with one R 13 ; or R 10  is pyridine or thiazole, each optionally substituted with 1 or 2 R 15 ; 
 R 11  is H, CHO, C 1 -C 4  alkyl, C 1 -C 4  haloalkyl, CH 2 O(C 1 -C 3  alkyl), C 2 -C 4  alkylcarbonyl, C 2 -C 4  haloalkylcarbonyl or C 2 -C 5  alkoxycarbonyl; 
 R 12  is C 1 -C 4  alkyl, C 1 -C 4  haloalkyl or C 3 -C 6  cycloalkyl, each optionally substituted with one R 13 ; or R 12  is H, C 3 -C 6  alkenyl, C 3 -C 6  haloalkenyl, C 3 -C 6  alkynyl or OR 14 ; 
 R 13  is cyano, C 3 -C 6  cycloalkyl, C 3 -C 6  halocycloalkyl, OH, OR 14  or S(O) n R 16 ; or R 13  is pyridine or thiazole, each optionally substituted with 1 or 2 R 15 ; 
 R 14  is C 1 -C 4  alkyl or C 1 -C 4  haloalkyl; 
 each R 15  is independently halogen, cyano, C 1 -C 3  alkyl, C 1 -C 3  haloalkyl or C 1 -C 3  haloalkoxy; 
 R 16  is C 1 -C 4  alkyl or C 1 -C 4  haloalkyl; 
 m is 0 or 1; and 
 n is 0, 1 or 2. 
 
     
     
         2 . The method of  claim 1  wherein
 R 4  is Cl or CH 3 ; 
 R 5  is H; 
 R 6  is C 1 -C 6  alkyl substituted with one R 7 ; and 
 R 7  is OR 9 , S(O) n R 10  or C(O)NR 11 R 12 . 
 
     
     
         3 . The method of  claim 2  wherein
 R 1  is Cl, Br, CF 3 , OCF 3  or OCH 2 CF 3 ; 
 R 2  is H; and 
 R 3  is H, F, Cl, Br or CF 3 . 
 
     
     
         4 . The method of  claim 3  wherein
 R 4  is CH 3 ; and 
 R 7  is C(O)NR 11 R 12 . 
 
     
     
         5 . The method of  claim 4  wherein
 R 1  is CF 3 ; and 
 R 3  is Cl, Br or CF 3 . 
 
     
     
         6 . The method of  claim 4  wherein
 R 11  is H; and 
 R 12  is C 1 -C 4  alkyl or C 1 -C 4  haloalkyl. 
 
     
     
         7 . The method of  claim 4  wherein
 R 11  is H; and 
 R 12  is cyclopropyl or cyclopropylmethyl. 
 
     
     
         8 . The method of  claim 1  wherein the pesticidally effective amount of a compound of Formula 1 is administered orally. 
     
     
         9 . The method of  claim 1  wherein the pesticidally effective amount of a compound of Formula 1 is administered parenterally. 
     
     
         10 . The method of  claim 9  wherein the pesticidally effective amount of a compound of Formula 1 is administered by injection. 
     
     
         11 . The method of  claim 1  wherein the animal to be protected is a mammal. 
     
     
         12 . The method of  claim 11  wherein the mammal to be protected is livestock. 
     
     
         13 . The method of  claim 11  wherein the mammal to be protected is a canine. 
     
     
         14 . The method of  claim 11  wherein the mammal to be protected is a feline. 
     
     
         15 . The method of  claim 1  wherein the parasitic invertebrate pest is an ectoparasite. 
     
     
         16 . The method of  claim 1  wherein the parasitic invertebrate pest is an arthropod. 
     
     
         17 . The method of  claim 1  wherein the parasitic invertebrate pest is a fly, mosquito, mite, tick, louse, flea, true bug or maggot. 
     
     
         18 . The method of  claim 17  wherein the animal to be protected is a cat or dog and the parasitic invertebrate pest is a flea, tick or mite.