Diarylimidazole compound and harmful organism control agent

Abstract

The present invention provides a compound represented by formula (I) or salt thereof (in the formula, A 1 and A 2 each independently represents a nitrogen atom or the like, B 1 , B 2 , B 3 and B 4 each independently represents a carbon atom or nitrogen atom, X 1 represents an unsubstituted or substituted C1-6 alkyl group or the like, n represents a number of X 1 and represents an integer of 0-4, R 1 represents a halogeno group or the like, R 2 represents an unsubstituted or substituted C1-6 alkyl group or the like, m represents a number of the oxide group bonding with the nitrogen atom which does not bond with R 2 on the imidazole ring, and represents 0 or 1, R 3 represents a hydrogen atom or the like, Ar represents an unsubstituted or substituted C6-10 aryl group.

1 .- 6 . (canceled) 
     
     
         7 . A compound represented by formula (II) or salt thereof. 
       
         
           
           
               
               
           
         
         in formula (II), B 1  represents a nitrogen atom, and B 2 , B 3  and B 4  each independently represents a carbon atom, 
         X 1  represents an unsubstituted or substituted C1-6 alkyl group, unsubstituted or substituted C2-6 alkenyl group, unsubstituted or substituted C2-6 alkynyl group, hydroxy group, unsubstituted or substituted C1-6 alkoxy group, formyl group, unsubstituted or substituted C1-6 alkyl carbonyl group, unsubstituted or substituted C1-6 alkoxycarbonyl group, unsubstituted or substituted C1-6 alkyl aminocarbonyl group, mercapto group, unsubstituted or substituted C1-6 alkyl thio group, unsubstituted or substituted C1-6 alkyl sulfinyl group, unsubstituted or substituted C1-6 alkyl sulfonyl group, unsubstituted or substituted C3-8 cycloalkyl group, unsubstituted or substituted C6-10 aryl group, unsubstituted or substituted 3-6 membered heterocyclyl group, unsubstituted or substituted amino group, halogeno group, cyano group, or nitro group, 
         n represents a chemically acceptable number of X 1  and represents an integer of 0 to 4, when n is 2 or more, X 1 s may be the same or different, and when n is 2 or more, two X 1 s may bond together to form a ring, 
         R 1  represents a halogeno group, hydroxy group, cyano group, substituted C1-6 alkyl group, unsubstituted or substituted C1-6 alkoxy group, unsubstituted or substituted C1-6 alkyl thio group, unsubstituted or substituted C1-6 alkyl sulfinyl group, unsubstituted or substituted C1-6 alkyl sulfonyl group, unsubstituted or substituted C1-6 alkyl sulfonyloxy group, C1-6 alkyl aminocarbonyl group, C1-6 alkyl sulfoximino group or a group represented by —S(═O)(═N—R a )—R b , in the formula, R a  represents a hydrogen atom, cyano group, C1-6 alkyl group or unsubstituted or substituted C1-6 alkyl carbonyl group, R b  represents a C1-6 alkyl group, 
         R 2  represents an unsubstituted or substituted C1-6 alkyl group, unsubstituted or substituted C2-6 alkenyl group, unsubstituted or substituted C2-6 alkynyl group, unsubstituted or substituted C3-8 cycloalkyl group, hydroxy group, unsubstituted or substituted C1-6 alkoxy group, formyl group, unsubstituted or substituted C1-6 alkyl carbonyl group, unsubstituted or substituted C1-6 alkoxycarbonyl group, or unsubstituted or substituted C1-6 alkyl sulfonyl group. R 2  is a substituent bonding with any one of the two nitrogen atoms on the imidazole ring, 
         m represents a number of the oxide group bonding with the nitrogen atom which does not bond with R 2  on the imidazole ring, and represents 0 or 1, 
         R 3  represents a hydrogen atom, unsubstituted or substituted C1-6 alkyl group, unsubstituted or substituted C6-10 aryl group, halogeno group, cyano group or nitro group, 
         Ar represents an unsubstituted or substituted C6-10 aryl group or unsubstituted or substituted 5-10 membered heteroaryl group, 
         wherein substituents which form the substituted groups mentioned above are selected from the group consisting of: a C1-6 alkyl group, a C2-6 alkenyl group, a C2-6 alkynyl group, a C3-8 cycloalkyl group, a C6-10 aryl group, a C6-10 aryl C1-6 alkyl group, a 3-6 membered heterocyclyl group, a 3-6 membered heterocyclyl C1-6 alkyl group, a hydroxy group, a C1-6 alkoxy group, a C2-6 alkenyloxy group, a C2-6 alkynyloxy group, a C6-10 aryloxy group, a C6-aryl C1-6 alkoxy group, a 5-6 membered heteroaryloxy group, a 5-6 membered heteroaryl C1-6 alkyloxy group, a formyl group, a C1-6 alkyl carbonyl group, a formyloxy group, a C1-6 alkyl carbonyloxy group, a C6-10 aryl carbonyl group, a C1-6 alkoxycarbonyl group, a C1-6 alkoxycarbonyloxy group, a carboxyl group, a halogeno group, a C1-6 haloalkyl group, a C2-6 haloalkenyl group, a C2-6 haloalkynyl group, a C1-6 haloalkoxy group, a C2-6 haloalkenyloxy group, a C1-6 haloalkyl carbonyl group, an amino group, a C1-6 alkyl substituted amino group, a C6-10 aryl amino group, a C6-10 aryl C1-6 alkyl amino group, a formyl amino group, a C1-6 alkyl carbonyl amino group, a C1-6 alkoxycarbonyl amino group, an unsubstituted or substituted aminocarbonyl group, an imino C1-6 alkyl group, an unsubstituted or substituted N-hydroxyimino C1-6 alkyl group, an aminocarbonyloxy group, a C1-6 alkyl substituted aminocarbonyloxy group, a mercapto group, a C1-6 alkyl thio group, a C1-6 haloalkyl thio group, a C6-10 aryl thio group, a 5-6 membered heteroaryl thio group, a C1-6 alkyl sulfinyl group, a C1-6 haloalkyl sulfinyl group, a C6-10 aryl sulfinyl group, a 5-6 membered heteroaryl sulfinyl group, a C1-6 alkyl sulfonyl group, a C1-6 haloalkyl sulfonyl group, a C6-10 aryl sulfonyl group, a 5-6 membered heteroaryl sulfonyl group, an alkyl sulfonyloxy group, a haloalkyl sulfonyloxy group, a tri C1-6 alkyl substituted silyl group, a tri C6-10 aryl substituted silyl group, a cyano group, and a nitro group. 
       
     
     
         8 . A harmful organism control agent comprising as an active ingredient at least one selected from the group consisting of the compound and salt thereof defined in  claim 7 . 
     
     
         9 . An insecticide or acaricide comprising as an active ingredient at least one selected from the group consisting of the compound and salt thereof defined in  claim 7 . 
     
     
         10 . An external parasite control agent comprising as an active ingredient at least one selected from the group consisting of the compound and salt thereof defined in  claim 7 . 
     
     
         11 . An internal parasite control agent or expellent comprising as an active ingredient at least one selected from the group consisting of the compound and salt thereof defined in  claim 7 .