Patent CA-1339133-C (CA)
Title: Imidazole compounds and biocidal composition comprising the same for controlling harmful organisms
Inventor: NASU RIKUO
IPC: C07D233/84
Filed: 1988-03-03
Granted: 1997-07-29
Abstract: Novel imidazole compounds are disclosed, which are represented by the following general formula:     (See Fig. I) wherein:       R1 represents a cyano group or a -CSNHR5 group, wherein R5 represents a hydrogen atom, a C1-4 alkyl group, or a -COR6 group, wherein R6 represents a C1-4 alkyl group, a halogenated C1-4 alkyl group, or a phenyl group;       R2 and R3 each represents  a hydrogen atom;   a halogen atom;  a nitro group;  a cyano group;  a trimethylsilyl group; a C3-6 cycloalkyl group;  a  naphthyl group;    a  C1-12  alkyl  group  which  is  optionally substituted  with  one  or  more  halogen  atoms,  hydroxyl groups,  acetoxy groups,  C1-4  alkoxy groups,  halogenated C1-4  alkoxy  groups,  phenyl  groups,  halogenated  phenyl groups, or C1-4 alkylated phenyl groups;   a C2-10 alkenyl group which is optionally substituted with one or more halogen atoms;   a C1-6 alkoxy group which is optionally substituted with one or more halogen atoms;   a phenyl group which is optionally substituted with one or more halogen atoms,  C1-4 alkyl groups, halogenated C1-4 alkyl groups, C1-4 alkoxy groups, halogenated C1-4 alkoxy groups, C1-4 alkylthio groups, halogenated C1-4 alkylthio groups, nitro groups, cyano groups, or 3,4-methylenedioxy groups; a furyl group which is optionally substituted with one or more halogen atoms or C1-4 alkyl groups;  a thienyl group which is optionally substituted with one or more halogen atoms  or C1-4 alkyl groups; a pyridyl group which  is optionally substituted with one or more halogen atoms or C1-4 alkyl groups;  an -SOnR7 group, wherein R7 represents a C1-6 alkyl group, a C2-6 alkenyl group, a phenyl group which is optionally substituted with one or more halogen atoms, a benzyl group, a pyridyl group which is optionally substituted with one or more halogen atoms,  C1-4  alkyl groups,  or halogenated C1-4 alkyl groups;   or an -NR8R9 group,  wherein R8  and R9  each  represents  a  C1-4  alkyl group,  and n is  0,  1,  or  2;   or  a -CO(NH)mR10 group, wherein  R10  represents  a  C1-4  alkyl  group  which  is optionally substituted with one or more halogen atoms,  a C1-4 alkoxy group which is optionally substituted with one or  more  halogen  atoms,  or  a  phenyl  group  which  is optionally  substituted with one or  more  halogen atoms; and m is 0 or 1; and R4 represents  a  C1-6  alkyl  group  which  is optionally substituted with one or more halogen atoms;  a C3-6 cycloalkyl group;  a phenyl group;  a thienyl group; or an -NR11R12 group, wherein R11 and R12 each represents a hydrogen  atom,  a  C1-4  alkyl  group  which  is  optionally substituted with one or more halogen atoms, a C2-4 alkenyl group,  or  R11  and  R12  are  combined  with  each  other together with a nitrogen atom adjacent thereto to form a pyrrolidinyl  group,  a  piperidinyl  group,  a  morpholino group,  or a thiomorpholino group,  provided that R11 and R12 are not simultaneously a hydrogen atom; provided that R2 and R3 are not simultaneously a halogen atom.  The compounds are effective as biocides.