Haloalkylsulfonanilide derivative

A haloalkylsulfonanilide derivative represented by the formula (1) or an agrochemically acceptable salt thereof:

• the formula (1):
• wherein Z is an oxygen atom, a sulfur atom, —C(R9)(R10)— or —N(R11)—,
• A is an oxygen atom, a sulfur atom or —N(R12)—,
• W is an oxygen atom or a sulfur atom,
• m is an integer of from 0 to 3,
• n is an integer of from 0 to 3,
• m+n is from 1 to 3,
• p is an integer of from 0 to 4,
• R1 is halo C1-C6 alkyl,
• R2 is a hydrogen atom, C1-C6 alkyl, halo C1-C6 alkyl, C2-C6 alkenyl, halo C2-C6 alkenyl, C2-C6 alkynyl, halo C2-C6 alkynyl, C1-C6 alkoxy C1-C6 alkyl, halo C1-C6 alkoxy C1-C6 alkyl, C1-C6 alkoxy C1-C6 alkoxy C1-C6 alkyl, tri C1-C6 alkylsilyl C1-C6 alkoxy C1-C6 alkyl, phenyl C1-C6 alkyl, phenyl C1-C6 alkyl substituted with at least one Y, C1-C12 alkylcarbonyl, halo C1-C12 alkylcarbonyl, cyclo C3-C6 alkylcarbonyl, cyclo C3-C6 alkyl C1-C6 alkylcarbonyl, C2-C6 alkenylcarbonyl, phenylcarbonyl, phenylcarbonyl substituted with at least one Y, heterocyclic carbonyl, heterocyclic carbonyl substituted with at least one Y, C1-C12 alkoxycarbonyl, halo C1-C12 alkoxycarbonyl, C1-C6 alkoxy C1-C6 alkoxycarbonyl, C1-C6 alkylthio C1-C6 alkoxycarbonyl, C1-C6 alkylsulfinyl C1-C6 alkoxycarbonyl, C1-C6 alkylsulfonyl C1-C6 alkoxycarbonyl, C2-C6 alkenyloxycarbonyl, halo C2-C6 alkenyloxycarbonyl, C2-C6 alkynyloxycarbonyl, phenoxycarbonyl, phenoxycarbonyl substituted with at least one Y, phenyl C1-C6 alkoxycarbonyl, phenyl C1-C6 alkoxycarbonyl substituted with at least one Y, phenoxy C1-C6 alkylcarbonyl, phenoxy C1-C6 alkylcarbonyl substituted with at least one Y, mono(C1-C6 alkyl)aminocarbonyl, mono(halo C1-C6 alkyl)aminocarbonyl, symmetric or asymmetric di(C1-C6 alkyl)aminocarbonyl, symmetric or asymmetric halo di(C1-C6 alkyl)aminocarbonyl, C1-C6 alkylthiocarbonyl, halo C1-C6 alkylthiocarbonyl, C1-C6 alkylsulfonyl, halo C1-C6 alkylsulfonyl, phenylsulfonyl, phenylsulfonyl substituted with at least one Y, C1-C6 alkylthio C1-C6 alkyl, halo C1-C6 alkylthio C1-C6 alkyl, phenyl C1-C6 alkoxy C1-C6 alkyl, phenyl C1-C6 alkoxy C1-C6 alkyl substituted with at least one Y, phenylthio C1-C6 alkyl, phenylthio C1-C6 alkyl substituted with at least one Y, phenyl C1-C6 alkylthio C1-C6 alkyl, phenyl C1-C6 alkylthio C1-C6 alkyl substituted with at least one Y, phenylsulfonyl C1-C6 alkyl, phenylsulfonyl C1-C6 alkyl substituted with at least one Y, phenyl C1-C6 alkylsulfonyl C1-C6 alkyl, phenyl C1-C6 alkylsulfonyl C1-C6 alkyl substituted with at least one Y, C1-C6 alkylcarbonyloxy C1-C6 alkyl, phenylcarbonyloxy C1-C6 alkyl, phenylcarbonyloxy C1-C6 alkyl substituted with at least one Y, phenylcarbonyl C1-C6 alkyl, phenylcarbonyl C1-C6 alkyl substituted with at least one Y, C1-C6 alkoxycarbonyloxy C1-C6 alkyl, phenylcarbonyloxy C1-C6 alkoxy C1-C6 alkyl, phenylcarbonyloxy C1-C6 alkoxy C1-C6 alkyl substituted with at least one Y, mono C1-C6 alkylaminocarbonyloxy C1-C6 alkyl, symmetric or asymmetric di(C1-C6 alkyl)aminocarbonyloxy C1-C6 alkyl, phenylaminocarbonyloxy C1-C6 alkyl, phenylaminocarbonyloxy C1-C6 alkyl substituted with at least one Y, C1-C6 alkyl(phenyl)aminocarbonyloxy C1-C6 alkyl, C1-C6 alkyl(phenyl)aminocarbonyloxy C1-C6 alkyl substituted with at least one Y, C1-C6 alkylcarbonyl C1-C6 alkyl, C1-C6 alkoxycarbonyl C1-C6 alkyl, halo C1-C6 alkylthio, symmetric or asymmetric di(C1-C6 alkyl)aminothio or cyano,
• each of R3 and R4 is independently a hydrogen atom, C1-C6 alkyl, halo C1-C6 alkyl, cyclo C3-C6 alkyl, halocyclo C3-C6 alkyl, C1-C6 alkoxy, halo C1-C6 alkoxy, halogen or cyano, or R3 and R4 may form a 3- to 7-membered ring together with each other,
• each of R5, R6, R7, R8, R9 and R10 is independently a hydrogen atom, a halogen, C1-C6 alkyl, halo C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, cyclo C3-C6 alkyl, halocyclo C3-C6 alkyl, C1-C6 alkoxy C1-C6 alkyl, halo C1-C6 alkoxy C1-C6 alkyl, hydroxy C1-C6 alkyl, C1-C6 alkylthio C1-C6 alkyl, halo C1-C6 alkylthio C1-C6 alkyl, mono(C1-C6 alkyl)amino C1-C6 alkyl, symmetric or asymmetric di(C1-C6 alkyl)amino C1-C6 alkyl, phenyl, phenyl substituted with at least one Y, heterocyclyl, heterocyclyl substituted with at least one Y, phenyl C1-C6 alkyl, phenyl C1-C6 alkyl substituted with at least one Y, phenoxy C1-C6 alkyl, phenoxy C1-C6 alkyl substituted with at least one Y, C1-C6 alkylcarbonyl, halo C1-C6 alkylcarbonyl, phenylcarbonyl, phenylcarbonyl substituted with at least one Y, C1-C6 alkoxycarbonyl, halo C1-C6 alkoxycarbonyl, carboxyl, mono(C1-C6 alkyl)aminocarbonyl, symmetric or asymmetric di(C1-C6 alkyl)aminocarbonyl, phenylaminocarbonyl, phenylaminocarbonyl substituted with at least one Y, phenyl C1-C6 alkylaminocarbonyl, phenyl C1-C6 alkylaminocarbonyl substituted with at least one Y, C1-C6 alkoxy, halo C1-C6 alkoxy, phenoxy, phenoxy substituted with at least one Y, C1-C6 alkylthio, halo C1-C6 alkylthio, phenylthio, phenylthio substituted with at least one Y, C1-C6 alkylsulfonyl, halo C1-C6 alkylsulfonyl, mono(C1-C6 alkyl)amino, di(C1-C6 alkyl)amino, C1-C6 alkylcarbonyloxy, hydroxy, amino, cyano or nitro,
• each of R11 and R12 is independently a hydrogen atom, C1-C6 alkyl, halo C1-C6 alkyl, cyclo C3-C6 alkyl, halocyclo C3-C6 alkyl, C2-C6 alkenyl, halo C2-C6 alkenyl, C2-C6 alkynyl, C1-C6 alkoxy C1-C6 alkyl, halo C1-C6 alkoxy C1-C6 alkyl, hydroxy C1-C6 alkyl, cyclo C3-C6 alkyl C1-C6 alkyl, phenyl C1-C6 alkyl, phenyl C1-C6 alkyl substituted with at least one Y, phenyl, phenyl substituted with at least one Y, phenoxy C1-C6 alkyl, phenoxy C1-C6 alkyl substituted with at least one Y, C1-C6 alkylcarbonyl C1-C6 alkyl, halo C1-C6alkylcarbonyl C1-C6 alkyl, C1-C6 alkoxycarbonyl C1-C6 alkyl, halo C1-C6 alkoxycarbonyl C1-C6 alkyl, C1-C6 alkylcarbonyl, halo C1-C6 alkylcarbonyl, cyclo C3-C6 alkylcarbonyl, cyclo C3-C6 alkyl C1-C6 alkylcarbonyl, C2-C6 alkenylcarbonyl, phenylcarbonyl, phenylcarbonyl substituted with at least one Y, heterocyclic carbonyl, heterocyclic carbonyl substituted with at least one Y, C1-C6 alkoxycarbonyl, halo C1-C6 alkoxycarbonyl, phenoxycarbonyl, phenoxycarbonyl substituted with at least one Y, aminocarbonyl, mono(C1-C6 alkyl)aminocarbonyl, monohalo(C1-C6 alkyl)aminocarbonyl, symmetric or asymmetric di(C1-C6 alkyl)aminocarbonyl, symmetric or asymmetric halo di(C1-C6 alkyl)aminocarbonyl, C1-C6 alkylthiocarbonyl, halo C1-C6 alkylthiocarbonyl, C1-C6 alkylsulfonyl, halo C1-C6 alkylsulfonyl, phenylsulfonyl, phenylsulfonyl substituted with at least one Y, C1-C6 alkylthio C1-C6 alkyl, halo C1-C6 alkylthio C1-C6 alkyl, phenylthio C1-C6 alkyl, phenylthio C1-C6 alkyl substituted with at least one Y, C1-C6 alkylsulfinyl C1-C6 alkyl, halo C1-C6 alkylsulfinyl C1-C6 alkyl, phenylsulfinyl C1-C6 alkyl, phenylsulfinyl C1-C6 alkyl substituted with at least one Y, C1-C6 alkylsulfonyl C1-C6 alkyl, halo C1-C6 alkylsulfonyl C1-C6 alkyl, phenylsulfonyl C1-C6 alkyl, phenylsulfonyl C1-C6 alkyl substituted with at least one Y, cyano, amino or hydroxy, or
• R5 and R6, R7 and R8, or R9 and R10 on the same carbon may form, together with each other, an optionally substituted 3- to 7-membered ring which may contain one or two hetero atoms selected from oxygen atoms, sulfur atoms and nitrogen atoms (hydrogen atoms on the nitrogen atoms may be substituted with C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl or cyclo C3-C6 alkyl), an olefin or carbonyl, or
• R5, R6, R7, R8, R9, R10, R11 or R12 may form, together with R5, R6, R7, R8, R9, R10, R11 or R12 on an adjacent carbon or nitrogen, an optionally substituted 3- to 8-membered ring which may contain one or two hetero atoms selected from oxygen atoms, sulfur atoms and nitrogen atoms (hydrogen atoms on the nitrogen atoms may be substituted with C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl or cyclo C3-C6 alkyl), or
• R5, R6, R7, or R8 may form a bond together with R5, R6, R7, or R8 on an adjacent carbon,
• when m is 3 or 4, R5 or R6 may be the same as or different from adjacent R5 or R6, when n is 3 or 4, R7 or R8 may be the same as or different from adjacent R7 or R8,
• X is independently a halogen, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, cyclo C3-C6 alkyl, halo C1-C6 alkyl, halocyclo C3-C6 alkyl, C1-C6 alkoxy, halo C1-C6 alkoxy, C1-C6 alkylthio, halo C1-C6 alkylthio, C1-C6 alkylsulfinyl, halo C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, halo C1-C6 alkylsulfonyl, phenyl, phenyl substituted with at least one Y, heterocyclyl, heterocyclyl substituted with at least one Y, phenoxy, phenoxy substituted with at least one Y, phenylthio, phenylthio substituted with at least one Y, phenylsulfinyl, phenylsulfinyl substituted with at least one Y, phenylsulfonyl, phenylsulfonyl substituted with at least one Y, C1-C6 alkylcarbonyl, halo C1-C6 alkylcarbonyl, phenylcarbonyl, phenylcarbonyl substituted with at least one Y, C1-C6 alkoxycarbonyl, halo C1-C6 alkoxycarbonyl, carboxyl, mono(C1-C6 alkyl)aminocarbonyl, monohalo(C1-C6 alkyl)aminocarbonyl, symmetric or asymmetric di(C1-C6 alkyl)aminocarbonyl, symmetric or asymmetric halo di(C1-C6 alkyl)aminocarbonyl, phenylaminocarbonyl, phenylaminocarbonyl substituted with at least one Y, phenyl C1-C6 alkylaminocarbonyl, phenyl C1-C6 alkylaminocarbonyl substituted with at least one Y, hydroxy, amino, cyano or nitro,
• p is an integer of from 0 to 4,
• Y is a halogen, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, cyclo C3-C6 alkyl, halo C1-C6 alkyl, halocyclo C3-C6 alkyl, C1-C6 alkoxy, halo C1-C6 alkoxy, C1-C6 alkylthio, halo C1-C6 alkylthio, C1-C6 alkylsulfinyl, halo C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, halo C1-C6 alkylsulfonyl, phenyl, phenyl having at least one substituent selected from the group consisting of {halogen, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, cyclo C3-C6 alkyl, halo C1-C6 alkyl, halocyclo C3-C6 alkyl, C1-C6 alkoxy, halo C1-C6 alkoxy, C1-C6 alkylthio, halo C1-C6 alkylthio, C1-C6 alkylsulfinyl, halo C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, halo C1-C6 alkylsulfonyl, C1-C6 alkylcarbonyl, halo C1-C6 alkylcarbonyl, C1-C6 alkoxycarbonyl, carboxyl, mono(C1-C6 alkyl)aminocarbonyl, symmetric or asymmetric di(C1-C6 alkyl)aminocarbonyl, hydroxy, amino, cyano and nitro}, heterocyclyl, heterocyclyl having at least one substituent selected from the group consisting of {halogen, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, cyclo C3-C6 alkyl, halo C1-C6 alkyl, halocyclo C3-C6 alkyl, C1-C6 alkoxy, halo C1-C6 alkoxy, C1-C6 alkylthio, halo C1-C6 alkylthio, C1-C6 alkylsulfinyl, halo C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, halo C1-C6 alkylsulfonyl, C1-C6 alkylcarbonyl, halo C1-C6 alkylcarbonyl, C1-C6 alkoxycarbonyl, carboxyl, mono(C1-C6 alkyl)aminocarbonyl, symmetric or asymmetric di(C1-C6 alkyl)aminocarbonyl, hydroxy, amino, cyano and nitro}, phenoxy, phenoxy having at least one substituent selected from the group consisting of {halogen, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, cyclo C3-C6 alkyl, halo C1-C6 alkyl, halocyclo C3-C6 alkyl, C1-C6 alkoxy, halo C1-C6 alkoxy, C1-C6 alkylthio, halo C1-C6 alkylthio, C1-C6 alkylsulfinyl, halo C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, halo C1-C6 alkylsulfonyl, C1-C6 alkylcarbonyl, halo C1-C6 alkylcarbonyl, C1-C6 alkoxycarbonyl, carboxyl, mono(C1-C6 alkyl)aminocarbonyl, symmetric or asymmetric di(C1-C6 alkyl)aminocarbonyl, hydroxy, amino, cyano and nitro}, phenylthio, phenylthio having at least one substituent selected from the group consisting of {halogen, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, cyclo C3-C6 alkyl, halo C1-C6 alkyl, halocyclo C3-C6 alkyl, C1-C6 alkoxy, halo C1-C6 alkoxy, C1-C6 alkylthio, halo C1-C6 alkylthio, C1-C6 alkylsulfinyl, halo C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, halo C1-C6 alkylsulfonyl, C1-C6 alkylcarbonyl, halo C1-C6 alkylcarbonyl, C1-C6 alkoxycarbonyl, carboxyl, mono(C1-C6 alkyl)aminocarbonyl, symmetric or asymmetric di(C1-C6 alkyl)aminocarbonyl, hydroxy, amino, cyano and nitro}, phenylsulfinyl, phenylsulfinyl having at least one substituent selected from the group consisting of {halogen, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, cyclo C3-C6 alkyl, halo C1-C6 alkyl, halocyclo C3-C6 alkyl, C1-C6 alkoxy, halo C1-C6 alkoxy, C1-C6 alkylthio, halo C1-C6 alkylthio, C1-C6 alkylsulfinyl, halo C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, halo C1-C6 alkylsulfonyl, C1-C6 alkylcarbonyl, halo C1-C6 alkylcarbonyl, C1-C6 alkoxycarbonyl, carboxyl, mono(C1-C6 alkyl)aminocarbonyl, symmetric or asymmetric di(C1-C6 alkyl)aminocarbonyl, hydroxy, amino, cyano and nitro}, phenylsulfonyl, phenylsulfonyl having at least one substituent selected from the group consisting of {halogen, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, cyclo C3-C6 alkyl, halo C1-C6 alkyl, halocyclo C3-C6 alkyl, C1-C6 alkoxy, halo C1-C6 alkoxy, C1-C6 alkylthio, halo C1-C6 alkylthio, C1-C6 alkylsulfinyl, halo C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, halo C1-C6 alkylsulfonyl, C1-C6 alkylcarbonyl, halo C1-C6 alkylcarbonyl, C1-C6 alkoxycarbonyl, carboxyl, mono(C1-C6 alkyl)aminocarbonyl, symmetric or asymmetric di(C1-C6 alkyl)aminocarbonyl, hydroxy, amino, cyano and nitro}, C1-C6 alkylcarbonyl, halo C1-C6 alkylcarbonyl, phenylcarbonyl, phenylcarbonyl having at least one substituent selected from the group consisting of {halogen, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, cyclo C3-C6 alkyl, halo C1-C6 alkyl, halocyclo C3-C6 alkyl, C1-C6 alkoxy, halo C1-C6 alkoxy, C1-C6 alkylthio, halo C1-C6 alkylthio, C1-C6 alkylsulfinyl, halo C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, halo C1-C6 alkylsulfonyl, C1-C6 alkylcarbonyl, halo C1-C6 alkylcarbonyl, C1-C6 alkoxycarbonyl, carboxyl, mono(C1-C6 alkyl)aminocarbonyl, symmetric or asymmetric di(C1-C6 alkyl)aminocarbonyl, hydroxy, amino, cyano and nitro}, C1-C6 alkoxycarbonyl, carboxyl, mono(C1-C6 alkyl)aminocarbonyl, symmetric or asymmetric di(C1-C6 alkyl)aminocarbonyl, phenylaminocarbonyl, phenylaminocarbonyl having at least one substituent selected from the group consisting of {halogen, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, cyclo C3-C6 alkyl, halo C1-C6 alkyl, halocyclo C3-C6 alkyl, C1-C6 alkoxy, halo C1-C6 alkoxy, C1-C6 alkylthio, halo C1-C6 alkylthio, C1-C6 alkylsulfinyl, halo C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, halo C1-C6 alkylsulfonyl, C1-C6 alkylcarbonyl, halo C1-C6 alkylcarbonyl, C1-C6 alkoxycarbonyl, carboxyl, mono(C1-C6 alkyl)aminocarbonyl, symmetric or asymmetric di(C1-C6 alkyl)aminocarbonyl, hydroxy, amino, cyano and nitro}, phenyl C1-C6 alkylaminocarbonyl, phenyl C1-C6 alkylaminocarbonyl having at least one substituent selected from the group consisting of {halogen, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, cyclo C3-C6 alkyl, halo C1-C6 alkyl, halocyclo C3-C6 alkyl, C1-C6 alkoxy, halo C1-C6 alkoxy, C1-C6 alkylthio, halo C1-C6 alkylthio, C1-C6 alkylsulfinyl, halo C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, halo C1-C6 alkylsulfonyl, C1-C6 alkylcarbonyl, halo C1-C6 alkylcarbonyl, C1-C6 alkoxycarbonyl, carboxyl, mono(C1-C6 alkyl)aminocarbonyl, symmetric or asymmetric di(C1-C6 alkyl)aminocarbonyl, hydroxy, amino, cyano and nitro, hydroxy, amino, cyano or nitro}, or
• Y may be C1-C4 alkylene, halo C1-C4 alkylene, C2-C4 alkenylene or halo C2-C4 alkenylene which may contain one or two hetero atoms selected from oxygen atoms, sulfur atoms and nitrogen atoms (hydrogen atoms on the nitrogen atoms may be substituted with C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl or cyclo C3-C6 alkyl) and form a 5- or 6-membered ring together with an adjacent carbon or nitrogen atom on a benzene ring or a heterocyclyl, and
• the heterocyclyl is thienyl, furyl, pyrrolyl, oxazolyl, isoxazolyl, isoxazolinyl, thiazolyl, isothiazolyl, pyrazolyl, imidazolyl, 1,3,4-oxadiazolyl, 1,2,4-oxadiazolyl, 1,3,4-thiadiazolyl, 1,2,4-thiadiazolyl, 1,2,4-triazolyl, 1,2,3-thiadiazolyl, 1,2,3-triazolyl, 1,2,3,4-tetrazolyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, 1,3,5-triazinyl, 1,2,4-triazinyl, benzothienyl, benzofuryl, indolyl, benzothiazolyl, benzoimidazolyl, benzoisoxazolyl, benzoisothiazolyl, indazolyl, benzoxazolyl, quinolyl, isoquinolyl, quinoxalinyl, phthalazinyl, cinnolinyl or quinazolinyl,
• provided that in a group having two or more substituents, the substituents may be the same or different.