IP Library › Granted Patent US 12698269

Granted Patent B2

US 12698269 · App. 18/850,816 · Granted Aug 4, 2026

1-aryltetrahydropyridazine-3,5-dione derivative or salt thereof and insecticidal agent containing the compound and method for using same

Inventors: Naoya Fujita (Kawachinagano, JP); Ryosuke Tanaka (Kawachinagano, JP); Ikki Yonemura (Kawachinagano, JP); Keisuke Mitsugi (Kawachinagano, JP); Hinoki Oikawa (Kawachinagano, JP); Taiki Yokoi (Kawachinagano, JP); Takayuki Yamada (Kawachinagano, JP)

Assignee: NIHON NOHYAKU CO., LTD.

C07D401/04 A01N43/58 A01N47/38 A01P7/04

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Quick Facts

Patent No.: US 12698269
App. No.: 18/850,816
Granted: Aug 4, 2026
Kind: B2

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Abstract

For example, in agricultural and horticultural crop production, pests, etc. still cause heavy damage, and there is a demand for the development of novel agricultural and horticultural insecticidal agents due to factors such as the emergence of pests resistant to existing drugs. The present invention has found that a compound represented by the general formula (1): wherein R 1 represents an alkoxycarbonyl group or the like, R 2 represents a substituted phenyl group or the like, R 3 represents a hydrogen atom or the like, R 4 represents a substituted phenyl group or the like, R 5 represents an alkyl group or the like, Y represents an oxygen atom or the like and m and n each represent 0 or 1, or a salt thereof exhibits a high insecticidal effect on pests, etc. in the agricultural and horticultural field, and provides an agricultural and horticultural insecticidal agent comprising the same as an active ingredient and a method for using the same.

Claims (694)

1 . A compound represented by the general formula (1) or a salt thereof:

wherein

R 1 represents

(a1) a hydrogen atom;

(a2) a (C 1 -C 6 ) alkyl group;

(a3) a (C 2 -C 6 ) alkenyl group;

(a4) a (C 2 -C 6 ) alkynyl group;

(a5) a (C 3 -C 6 ) cycloalkyl group;

(a6) a halo (C 1 -C 6 ) alkyl group;

(a7) a halo (C 3 -C 6 ) cycloalkyl group;

(a8) a (C 1 -C 6 ) alkoxy group;

(a9) a substituted (C 1 -C 6 ) alkyl group having, on a chain, one to three substituents each independently selected from the group consisting of a cyano group, a (C 1 -C 6 ) alkoxy group and a (C 3 -C 6 ) cycloalkyl group;

(a10) a substituted (C 3 -C 6 ) cycloalkyl group having one to three substituents each independently selected from the group consisting of a cyano group, a (C 1 -C 6 ) alkyl group and a (C 1 -C 6 ) alkoxy group;

(a11) a (C 1 -C 6 ) alkylcarbonyl group;

(a12) a halo (C 1 -C 6 ) alkylcarbonyl group;

(a13) a (C 3 -C 6 ) cycloalkylcarbonyl group;

(a14) a (C 1 -C 6 ) alkoxy (C 1 -C 6 ) alkylcarbonyl group;

(a15) a (C 1 -C 6 ) alkylsulfanyl (C 1 -C 6 ) alkylcarbonyl group;

(a16) a phenylcarbonyl group;

(a17) a substituted phenylcarbonyl group having, on a ring, one to five substituents each independently selected from the group consisting of a halogen atom, a cyano group, a (C 1 -C 6 ) alkyl group and a (C 1 -C 6 ) alkoxy group;

(a18) a thienylcarbonyl group;

(a19) a substituted thienylcarbonyl group having, on a ring, one to three substituents each independently selected from the group consisting of a halogen atom, a cyano group, a (C 1 -C 6 ) alkyl group and a (C 1 -C 6 ) alkoxy group;

(a20) a thiazolylcarbonyl group;

(a21) a substituted thiazolylcarbonyl group having, on a ring, one or two substituents each independently selected from the group consisting of a halogen atom, a cyano group, a (C 1 -C 6 ) alkyl group and a (C 1 -C 6 ) alkoxy group;

(a22) a (C 1 -C 6 ) alkoxycarbonyl group;

(a23) a halo (C 1 -C 6 ) alkoxycarbonyl group;

(a24) a (C 1 -C 6 ) alkoxy (C 1 -C 6 ) alkoxycarbonyl group;

(a25) a (C 1 -C 6 ) alkylsulfanyl (C 1 -C 6 ) alkoxycarbonyl group;

(a26) a (C 1 -C 6 ) alkoxy (C 1 -C 6 ) alkoxy (C 1 -C 6 ) alkoxycarbonyl group;

(a27) a (C 2 -C 6 ) alkenyloxycarbonyl group;

(a28) a (C 2 -C 6 ) alkynyloxycarbonyl group;

(a29) a (C 3 -C 6 ) cycloalkoxycarbonyl group;

(a30) a phenyloxycarbonyl group;

(a31) a substituted phenyloxycarbonyl group having, on a ring, one to five substituents each independently selected from the group consisting of a halogen atom, a cyano group, a nitro group and a (C 1 -C 6 ) alkyl group;

(a32) a phenyl (C 1 -C 6 ) alkoxycarbonyl group;

(a33) a substituted phenyl (C 1 -C 6 ) alkoxycarbonyl group having, on a ring, one to five substituents each independently selected from the group consisting of a halogen atom, a cyano group, a nitro group and a (C 1 -C 6 ) alkyl group;

(a34) an aminocarbonyl group;

(a35) a N—(C 1 -C 6 ) alkylaminocarbonyl group;

(a36) a N,N-di-(C 1 -C 6 ) alkylaminocarbonyl group (wherein the (C 1 -C 6 ) alkyl moieties are the same as or different from each other);

(a37) a N-halo (C 1 -C 6 ) alkylaminocarbonyl group;

(a38) a N—(C 2 -C 6 ) alkenylaminocarbonyl group;

(a39) a N—(C 2 -C 6 ) alkynylaminocarbonyl group;

(a40) a N—(C 1 -C 6 ) alkyl-N—(C 2 -C 6 ) alkynylaminocarbonyl group;

(a41) a N—(C 3 -C 6 ) cycloalkylaminocarbonyl group;

(a42) a N—(C 1 -C 6 ) alkoxyaminocarbonyl group;

(a43) a N—(C 1 -C 6 ) alkoxy (C 1 -C 6 ) alkylaminocarbonyl group;

(a44) a N—(C 1 -C 6 ) alkylsulfanyl (C 1 -C 6 ) alkylaminocarbonyl group;

(a45) a N-phenyl (C 1 -C 6 ) alkylaminocarbonyl group;

(a46) a N-substituted phenyl (C 1 -C 6 ) alkylaminocarbonyl group having, on a ring, one to five substituents each independently selected from the group consisting of a halogen atom, a cyano group, a nitro group and a (C 1 -C 6 ) alkyl group;

(a47) a pyrrolidinylcarbonyl group;

(a48) a N—(C 1 -C 6 ) alkylhydrazinocarbonyl group;

(a49) a N,N-di-(C 1 -C 6 ) alkylhydrazinocarbonyl group (wherein the (C 1 -C 6 ) alkyl moieties are the same as or different from each other);

(a50) a N-phenylaminocarbonyl group;

(a51) a N-substituted phenylaminocarbonyl group having, on a ring, one to five substituents each independently selected from the group consisting of a halogen atom, a cyano group and a (C 1 -C 6 ) alkyl group;

(a52) a (C 1 -C 6 ) alkylsulfonyl group;

(a53) a halo (C 1 -C 6 ) alkylsulfonyl group;

(a54) a N—(C 1 -C 6 ) alkylaminosulfonyl group;

(a55) a N-halo (C 1 -C 6 ) alkylaminosulfonyl group;

(a56) a (C 1 -C 6 ) alkylthiocarbonyl group;

(a57) a halo (C 1 -C 6 ) alkylthiocarbonyl group;

(a58) a (C 3 -C 6 ) cycloalkylthiocarbonyl group;

(a59) a (C 1 -C 6 ) alkoxy (C 1 -C 6 ) alkylthiocarbonyl group;

(a60) a (C 1 -C 6 ) alkylthio (C 1 -C 6 ) alkylthiocarbonyl group;

(a61) a (C 1 -C 6 ) alkoxythiocarbonyl group;

(a62) a halo (C 1 -C 6 ) alkoxythiocarbonyl group;

(a63) a pyrrolidinylthiocarbonyl group;

(a64) a phenylthiocarbonyl group;

(a65) a substituted phenylthiocarbonyl group having, on a ring, one to five substituents each independently selected from the group consisting of a halogen atom, a cyano group and a (C 1 -C 6 ) alkyl group;

(a66) a phenyloxythiocarbonyl group;

(a67) a phenyl (C 1 -C 6 ) alkylthiocarbonyl group;

(a68) a substituted phenyl (C 1 -C 6 ) alkylthiocarbonyl group having, on a ring, one to five substituents each independently selected from the group consisting of a halogen atom, a cyano group and a (C 1 -C 6 ) alkyl group;

(a69) a N—(C 1 -C 6 ) alkylaminothiocarbonyl group;

(a70) a N-halo (C 1 -C 6 ) alkylaminothiocarbonyl group;

(a71) a N,N-di-(C 1 -C 6 ) alkylaminothiocarbonyl group (wherein the (C 1 -C 6 ) alkyl moieties are the same as or different from each other);

(a72) a N—(C 2 -C 6 ) alkenylaminothiocarbonyl group;

(a73) a N—(C 2 -C 6 ) alkynylaminothiocarbonyl group;

(a74) a N—(C 1 -C 6 ) alkyl-N—(C 2 -C 6 ) alkynylaminothiocarbonyl group;

(a75) a N—(C 1 -C 6 ) alkylsulfanyl (C 1 -C 6 ) alkylaminothiocarbonyl group;

(a76) a N—(C 3 -C 6 ) cycloalkylaminothiocarbonyl group;

(a77) a N—(C 1 -C 6 ) alkoxy (C 1 -C 6 ) alkylaminothiocarbonyl group;

(a78) a N-phenylaminothiocarbonyl group;

(a79) a substituted N-phenylaminothiocarbonyl group having, on a ring, one to five substituents each independently selected from the group consisting of a halogen atom, a cyano group and a (C 1 -C 6 ) alkyl group;

(a80) a N-phenyl (C 1 -C 6 ) alkylaminothiocarbonyl group;

(a81) a substituted N-phenyl (C 1 -C 6 ) alkylaminothiocarbonyl group having, on a ring, one to five substituents each independently selected from the group consisting of a halogen atom, a cyano group and a (C 1 -C 6 ) alkyl group;

(a82) a phenyl (C 1 -C 6 ) alkyl group;

(a83) a substituted phenyl (C 1 -C 6 ) alkyl group having, on a ring, one to five substituents each independently selected from the group consisting of a halogen atom, a (C 1 -C 6 ) alkyl group, a halo (C 1 -C 6 ) alkyl group and a (C 1 -C 6 ) alkoxy group;

(a84) a thiazolyl (C 1 -C 6 ) alkyl group;

(a85) a substituted thiazolyl (C 1 -C 6 ) alkyl group having, on a ring, one or two substituents each independently selected from the group consisting of a halogen atom, a (C 1 -C 6 ) alkyl group, a halo (C 1 -C 6 ) alkyl group and a (C 1 -C 6 ) alkoxy group;

(a86) a phenylsulfonyl group; or

(a87) a substituted phenylsulfonyl group having, on a ring, one to five substituents each independently selected from the group consisting of a halogen atom, a (C 1 -C 6 ) alkyl group, a halo (C 1 -C 6 ) alkyl group and a (C 1 -C 6 ) alkoxy group,

R 2 represents

(b1) an aryl group;

(b2) a substituted aryl group having, on a ring, one or more substituents each independently selected from substituent group A;

(b3) a 5- to 10-membered ring heterocyclic group; or

(b4) a substituted 5- to 10-membered ring heterocyclic group having, on a ring, one or more substituents each independently selected from substituent group A,

R 3 represents

(c1) a hydrogen atom;

(c2) a (C 1 -C 6 ) alkyl group;

(c3) a (C 3 -C 6 ) cycloalkyl group;

(c4) a (C 1 -C 6 ) alkoxy group;

(c5) a (C 1 -C 6 ) alkylcarbonyl group; or

(c6) a (C 1 -C 6 ) alkoxycarbonyl group,

R 4 represents

(d1) a (C 1 -C 6 ) alkyl group;

(d2) a (C 2 -C 6 ) alkenyl group;

(d3) a (C 2 -C 6 ) alkynyl group;

(d4) a (C 3 -C 6 ) cycloalkyl group;

(d5) a halo (C 1 -C 6 ) alkyl group;

(d6) a halo (C 2 -C 6 ) alkenyl group;

(d7) a halo (C 2 -C 6 ) alkynyl group;

(d8) a halo (C 3 -C 6 ) cycloalkyl group;

(d9) a substituted (C 1 -C 6 ) alkyl group having one to three substituents each independently selected from substituent group B;

(d10) a substituted (C 3 -C 6 ) cycloalkyl group having, on a ring, one to three substituents each independently selected from substituent group C;

(d11) a N,N-di-(C 1 -C 6 ) alkylamino group (wherein the (C 1 -C 6 ) alkyl moieties are the same as or different from each other);

(d12) a N—(C 1 -C 6 ) alkyl-N-phenylamino group;

(d13) a (C 1 -C 6 ) alkylsulfonyl group;

(d14) a N—(C 1 -C 6 ) alkylaminosulfonyl group;

(d15) a piperidinyl group;

(d16) a morpholinyl group;

(d17) a phenyl group;

(d18) a substituted phenyl group having, on a ring, one to five substituents each independently selected from substituent group D;

(d19) a pyridyl group;

(d20) a substituted pyridyl group having, on a ring, one to four substituents each independently selected from substituent group D;

(d21) a pyridazinyl group;

(d22) a substituted pyridazinyl group having, on a ring, one to three substituents each independently selected from substituent group D;

(d23) a pyrimidinyl group;

(d24) a substituted pyrimidinyl group having, on a ring, one to three substituents each independently selected from substituent group D;

(d25) a pyrazinyl group;

(d26) a substituted pyrazinyl group having, on a ring, one to three substituents each independently selected from substituent group D;

(d27) a triazinyl group;

(d28) a substituted triazinyl group having, on a ring, one or two substituents each independently selected from substituent group D;

(d29) a furanyl group;

(d30) a substituted furanyl group having, on a ring, one to three substituents each independently selected from substituent group D;

(d31) an oxazolyl group;

(d32) a substituted oxazolyl group having, on a ring, one or two substituents each independently selected from substituent group D;

(d33) an isoxazolyl group;

(d34) a substituted isoxazolyl group having, on a ring, one or two substituents each independently selected from substituent group D;

(d35) a thienyl group;

(d36) a substituted thienyl group having, on a ring, one to three substituents each independently selected from substituent group D;

(d37) a thiazolyl group;

(d38) a substituted thiazolyl group having, on a ring, one or two substituents each independently selected from substituent group D;

(d39) an isothiazolyl group;

(d40) a substituted isothiazolyl group having, on a ring, one or two substituents each independently selected from substituent group D;

(d41) a thiadiazolyl group;

(d42) a substituted thiadiazolyl group having, on a ring, one substituent each independently selected from substituent group D;

(d43) a pyrazolyl group;

(d44) a substituted pyrazolyl group having, on a ring, one to three substituents each independently selected from substituent group D;

(d45) a triazolyl group;

(d46) a substituted triazolyl group having, on a ring, one or two substituents each independently selected from substituent group D;

(d47) a tetrazolyl group;

(d48) a substituted tetrazolyl group having, on a ring, one substituent each independently selected from substituent group D;

(d49) a benzoxazolyl group;

(d50) a substituted benzoxazolyl group having, on a ring, one to four substituents each independently selected from substituent group D;

(d51) a benzothiazolyl group;

(d52) a substituted benzothiazolyl group having, on a ring, one to four substituents each independently selected from substituent group D;

(d53) a quinolinyl group;

(d54) a substituted quinolinyl group having, on a ring, one to six substituents each independently selected from substituent group D;

(d55) a naphthyl group;

(d56) a substituted naphthyl group having, on a ring, one to seven substituents each independently selected from substituent group D;

(d57) a tetrahydronaphthyl group;

(d58) a substituted tetrahydronaphthyl group having, on a ring, one to ten substituents each independently selected from substituent group D;

(d59) a phenyl (C 1 -C 6 ) alkyl group;

(d60) a substituted phenyl (C 1 -C 6 ) alkyl group having, on a ring, one to five substituents each independently selected from substituent group D;

(d61) a pyridyl (C 1 -C 6 ) alkyl group;

(d62) a substituted pyridyl (C 1 -C 6 ) alkyl group having, on a ring, one to four substituents each independently selected from substituent group D;

(d63) a pyrazinyl (C 1 -C 6 ) alkyl group;

(d64) a substituted pyrazinyl (C 1 -C 6 ) alkyl group having, on a ring, one to three substituents each independently selected from substituent group D;

(d65) a pyrimidinyl (C 1 -C 6 ) alkyl group;

(d66) a substituted pyrimidinyl (C 1 -C 6 ) alkyl group having, on a ring, one to three substituents each independently selected from substituent group D;

(d67) a furanyl (C 1 -C 6 ) alkyl group;

(d68) a substituted furanyl (C 1 -C 6 ) alkyl group having, on a ring, one to three substituents each independently selected from substituent group D;

(d69) a thienyl (C 1 -C 6 ) alkyl group; or

(d70) a substituted thienyl (C 1 -C 6 ) alkyl group having, on a ring, one to three substituents each independently selected from substituent group D,

R 3 and R 4 are optionally bonded to each other to form a ring,

R 5 represents

(e1) a (C 1 -C 6 ) alkyl group;

(e2) a (C 2 -C 6 ) alkenyl group;

(e3) a (C 2 -C 6 ) alkynyl group;

(e4) a (C 3 -C 6 ) cycloalkyl group;

(e5) a halo (C 1 -C 6 ) alkyl group;

(e6) a halo (C 2 -C 6 ) alkenyl group;

(e7) a halo (C 2 -C 6 ) alkynyl group;

(e8) a halo (C 3 -C 6 ) cycloalkyl group;

(e9) a substituted (C 1 -C 6 ) alkyl group having, on a chain, one to three substituents each independently selected from the group consisting of a cyano group, a (C 1 -C 6 ) alkoxy group, a (C 3 -C 6 ) cycloalkyl group, a (C 1 -C 6 ) alkylcarbonyl group, a (C 3 -C 6 ) cycloalkylcarbonyl group, a phenylcarbonyl group, a (C 1 -C 6 ) alkoxycarbonyl group, an aminocarbonyl group, a halo (C 1 -C 6 ) alkylcarbonyl group, a (C 1 -C 6 ) alkylsulfanyl group, a tri-(C 1 -C 6 ) alkylsilyl (C 1 -C 6 ) alkoxy group (wherein the (C 1 -C 6 ) alkyl groups are the same as or different from each other), and a tri-(C 1 -C 6 ) alkylsilyl group (wherein the (C 1 -C 6 ) alkyl groups are the same as or different from each other);

(e10) a substituted (C 3 -C 6 ) cycloalkyl group having one to three substituents each independently selected from the group consisting of a cyano group, a (C 1 -C 6 ) alkyl group, and a (C 1 -C 6 ) alkoxy group;

(e11) a phenyl (C 1 -C 6 ) alkyl group;

(e12) a substituted phenyl (C 1 -C 6 ) alkyl group having, on a ring, one to five substituents each independently selected from the group consisting of a halogen atom, a cyano group, a nitro group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a halo (C 1 -C 6 ) alkyl group, a halo (C 1 -C 6 ) alkoxy group, a (C 3 -C 6 ) cycloalkyl group, a (C 1 -C 6 ) alkoxycarbonyl group, a (C 1 -C 6 ) alkylsulfanyl group, a (C 1 -C 6 ) alkylsulfinyl group, a (C 1 -C 6 ) alkylsulfonyl group, a halo (C 1 -C 6 ) alkylsulfanyl group, a diphenylamino group, a phenoxy group, and a methylenedioxy group formed by two adjacent substituents together;

(e13) a pyridyl (C 1 -C 6 ) alkyl group;

(e14) a substituted pyridyl (C 1 -C 6 ) alkyl group having, on a ring, one to four substituents each independently selected from the group consisting of a halogen atom, a cyano group, a nitro group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a halo (C 1 -C 6 ) alkyl group, a halo (C 1 -C 6 ) alkoxy group, a (C 1 -C 6 ) alkoxycarbonyl group and a halo (C 1 -C 6 ) alkylsulfanyl group;

(e15) a thiazolyl (C 1 -C 6 ) alkyl group;

(e16) a substituted thiazolyl (C 1 -C 6 ) alkyl group having, on a ring, one or two substituents each independently selected from the group consisting of a halogen atom, a cyano group, a nitro group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a halo (C 1 -C 6 ) alkyl group, a halo (C 1 -C 6 ) alkoxy group, a (C 1 -C 6 ) alkoxycarbonyl group and a halo (C 1 -C 6 ) alkylsulfanyl group;

(e17) an oxadiazolyl (C 1 -C 6 ) alkyl group;

(e18) a substituted oxadiazolyl (C 1 -C 6 ) alkyl group having a pyridyl group on a ring;

(e19) a naphthyl (C 1 -C 6 ) alkyl group;

(e20) a substituted naphthyl (C 1 -C 6 ) alkyl group having, on a ring, one to seven substituents each independently selected from the group consisting of a halogen atom, a cyano group, a nitro group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a halo (C 1 -C 6 ) alkyl group, a halo (C 1 -C 6 ) alkoxy group, a (C 1 -C 6 ) alkoxycarbonyl group and a halo (C 1 -C 6 ) alkylsulfanyl group;

(e21) a quinolinyl (C 1 -C 6 ) alkyl group;

(e22) a substituted quinolinyl (C 1 -C 6 ) alkyl group having, on a ring, one to six substituents each independently selected from the group consisting of a halogen atom, a cyano group, a nitro group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a halo (C 1 -C 6 ) alkyl group, a halo (C 1 -C 6 ) alkoxy group, a (C 1 -C 6 ) alkoxycarbonyl group and a halo (C 1 -C 6 ) alkylsulfanyl group;

(e23) a thienyl (C 1 -C 6 ) alkyl group;

(e24) a substituted thienyl (C 1 -C 6 ) alkyl group having, on a ring, one to three substituents each independently selected from the group consisting of a halogen atom, a cyano group, a nitro group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a halo (C 1 -C 6 ) alkyl group, a halo (C 1 -C 6 ) alkoxy group, a (C 1 -C 6 ) alkoxycarbonyl group and a halo (C 1 -C 6 ) alkylsulfanyl group;

(e25) a pyrazolyl (C 1 -C 6 ) alkyl group;

(e26) a substituted pyrazolyl (C 1 -C 6 ) alkyl group having, on a ring, one to three substituents each independently selected from the group consisting of a halogen atom, a cyano group, a nitro group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a halo (C 1 -C 6 ) alkyl group, a halo (C 1 -C 6 ) alkoxy group, a (C 1 -C 6 ) alkoxycarbonyl group and a halo (C 1 -C 6 ) alkylsulfanyl group;

(e27) an oxazolyl (C 1 -C 6 ) alkyl group;

(e28) a substituted oxazolyl (C 1 -C 6 ) alkyl group having, on a ring, one or two substituents each independently selected from the group consisting of a halogen atom, a cyano group, a nitro group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a halo (C 1 -C 6 ) alkyl group, a halo (C 1 -C 6 ) alkoxy group, a (C 1 -C 6 ) alkoxycarbonyl group and a halo (C 1 -C 6 ) alkylsulfanyl group;

(e29) an imidazolyl (C 1 -C 6 ) alkyl group;

(e30) a substituted imidazolyl (C 1 -C 6 ) alkyl group having, on a ring, one to three substituents each independently selected from the group consisting of a halogen atom, a cyano group, a nitro group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a halo (C 1 -C 6 ) alkyl group, a halo (C 1 -C 6 ) alkoxy group, a (C 1 -C 6 ) alkoxycarbonyl group and a halo (C 1 -C 6 ) alkylsulfanyl group;

(e31) a pyridyl group;

(e32) a substituted pyridyl group having, on a ring, one to four substituents each independently selected from the group consisting of a halogen atom, a cyano group, a nitro group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a halo (C 1 -C 6 ) alkyl group, a halo (C 1 -C 6 ) alkoxy group, a (C 1 -C 6 ) alkoxycarbonyl group and a halo (C 1 -C 6 ) alkylsulfanyl group;

(e33) a phenyl group;

(e34) a substituted phenyl group having, on a ring, one to five substituents each independently selected from the group consisting of a halogen atom, a cyano group, a nitro group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a halo (C 1 -C 6 ) alkyl group, a halo (C 1 -C 6 ) alkoxy group, a (C 1 -C 6 ) alkoxycarbonyl group and a halo (C 1 -C 6 ) alkylsulfanyl group;

(e35) a (C 1 -C 6 ) alkylcarbonyl group; or

(e36) a hydrogen atom,

R 3 and R 5 are optionally bonded to each other to form a 5- or 6-membered ring, when R 5 is (e36) a hydrogen atom, a group derived from R 3 by the removal of an arbitrary hydrogen atom is directly bonded to the sulfur atom bonded to R 5 from which the hydrogen atom is removed to form a 5- or 6-membered ring,

Y represents an oxygen atom or NR 6 (wherein R 6 represents a hydrogen atom, a cyano group, a (C 1 -C 6 ) alkyl group, a (C 3 -C 6 ) cycloalkyl group, a halo (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkylcarbonyl group, a halo (C 1 -C 6 ) alkylcarbonyl group, a (C 1 -C 6 ) alkoxycarbonyl group, a phenylsulfonyl group, or a phenylsulfonyl group having, on a ring, one to five substituents each independently selected from the group consisting of a halogen atom, a cyano group, and a (C 1 -C 6 ) alkyl group),

m represents 0 or 1,

n represents 0 or 1,

substituent group A consists of

(f1) a halogen atom;

(f2) a cyano group;

(f3) a nitro group;

(f4) a hydroxyl group;

(f5) a carboxyl group;

(f6) a (C 1 -C 6 ) alkyl group;

(f7) a (C 2 -C 6 ) alkenyl group;

(f8) a (C 2 -C 6 ) alkynyl group;

(f9) a (C 1 -C 6 ) alkoxy group;

(f10) a (C 3 -C 6 ) cycloalkyl group;

(f11) a (C 1 -C 6 ) alkylsulfanyl group;

(f12) a (C 1 -C 6 ) alkylsulfinyl group;

(f13) a (C 1 -C 6 ) alkylsulfonyl group;

(f14) a halo (C 1 -C 6 ) alkyl group;

(f15) a halo (C 2 -C 6 ) alkenyl group;

(f16) a halo (C 2 -C 6 ) alkynyl group;

(f17) a halo (C 1 -C 6 ) alkoxy group;

(f18) a halo (C 3 -C 6 ) cycloalkyl group;

(f19) a halo (C 1 -C 6 ) alkylsulfanyl group;

(f20) a halo (C 1 -C 6 ) alkylsulfinyl group;

(f21) a halo (C 1 -C 6 ) alkylsulfonyl group;

(f22) a N,N-di-(C 1 -C 6 ) alkylaminosulfonyl group (wherein the (C 1 -C 6 ) alkyl moieties are the same as or different from each other);

(f23) a substituted (C 3 -C 6 ) cycloalkyl group having, on a ring, one to three substituents each independently selected from the group consisting of a halogen atom, a cyano group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group and a (C 1 -C 6 ) alkylcarbonyl group;

(f24) a SF 5 group;

(f25) a (C 1 -C 6 ) alkoxy (C 1 -C 6 ) alkyl group;

(f26) a (C 1 -C 6 ) alkoxy (C 1 -C 6 ) alkoxy group;

(f27) a (C 1 -C 6 ) alkylcarbonylamino group;

(f28) a halo (C 1 -C 6 ) alkylcarbonylamino group;

(f29) a (C 1 -C 6 ) alkylsulfonylamino group;

(f30) a halo (C 1 -C 6 ) alkylsulfonylamino group;

(f31) a (C 1 -C 6 ) alkoxycarbonyl group;

(f32) a methylenedioxy group formed by two adjacent substituents together and optionally substituted by one or two substituents each selected from the group consisting of a halogen atom, a phenyl group and a (C 1 -C 6 ) alkyl group;

(f33) a (C 1 -C 6 ) alkylaminocarbonyl group;

(f34) a N-halo (C 1 -C 6 ) alkylaminocarbonyl group;

(f35) a furanyl group;

(f36) a substituted furanyl group having, on a ring, one to three substituents each independently selected from the group consisting of a halogen atom, a cyano group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a halo (C 1 -C 6 ) alkyl group and a halo (C 1 -C 6 ) alkoxy group;

(f37) an oxazolyl group;

(f38) a substituted oxazolyl group having, on a ring, one or two substituents each independently selected from the group consisting of a halogen atom, a cyano group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a halo (C 1 -C 6 ) alkyl group and a halo (C 1 -C 6 ) alkoxy group;

(f39) an isoxazolyl group;

(f40) a substituted isoxazolyl group having, on a ring, one or two substituents each independently selected from the group consisting of a halogen atom, a cyano group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a halo (C 1 -C 6 ) alkyl group and a halo (C 1 -C 6 ) alkoxy group;

(f41) an oxadiazolyl group;

(f42) a substituted oxadiazolyl group having, on a ring, one substituent each independently selected from the group consisting of a halogen atom, a cyano group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a (C 3 -C 6 ) cycloalkyl group, a halo (C 1 -C 6 ) alkyl group and a halo (C 1 -C 6 ) alkoxy group;

(f43) a thienyl group;

(f44) a substituted thienyl group having, on a ring, one to three substituents each independently selected from the group consisting of a halogen atom, a cyano group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a (C 3 -C 6 ) cycloalkyl group, a halo (C 1 -C 6 ) alkyl group and a halo (C 1 -C 6 ) alkoxy group;

(f45) a thiazolyl group;

(f46) a substituted thiazolyl group having, on a ring, one or two substituents each independently selected from the group consisting of a halogen atom, a cyano group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a halo (C 1 -C 6 ) alkyl group and a halo (C 1 -C 6 ) alkoxy group;

(f47) an isothiazolyl group;

(f48) a substituted isothiazolyl group having, on a ring, one or two substituents each independently selected from the group consisting of a halogen atom, a cyano group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a halo (C 1 -C 6 ) alkyl group and a halo (C 1 -C 6 ) alkoxy group;

(f49) a thiadiazolyl group;

(f50) a substituted thiadiazolyl group having, on a ring, one substituent each independently selected from the group consisting of a halogen atom, a cyano group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a halo (C 1 -C 6 ) alkyl group and a halo (C 1 -C 6 ) alkoxy group;

(f51) a pyrrolyl group;

(f52) a substituted pyrrolyl group having, on a ring, one to three substituents each independently selected from the group consisting of a halogen atom, a cyano group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a halo (C 1 -C 6 ) alkyl group and a halo (C 1 -C 6 ) alkoxy group;

(f53) a pyrazolyl group;

(f54) a substituted pyrazolyl group having, on a ring, one or two substituents each independently selected from the group consisting of a halogen atom, a cyano group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a halo (C 1 -C 6 ) alkyl group and a halo (C 1 -C 6 ) alkoxy group;

(f55) an imidazolyl group;

(f56) a substituted imidazolyl group having, on a ring, one or two substituents each independently selected from the group consisting of a halogen atom, a cyano group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a halo (C 1 -C 6 ) alkyl group and a halo (C 1 -C 6 ) alkoxy group;

(f57) a triazolyl group;

(f58) a substituted triazolyl group having, on a ring, one substituent each independently selected from the group consisting of a halogen atom, a cyano group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a halo (C 1 -C 6 ) alkyl group and a halo (C 1 -C 6 ) alkoxy group;

(f59) a tetrazolyl group;

(f60) a substituted tetrazolyl group having, on a ring, one substituent each independently selected from the group consisting of a halogen atom, a cyano group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a halo (C 1 -C 6 ) alkyl group and a halo (C 1 -C 6 ) alkoxy group;

(f61) an oxazolinyl group;

(f62) a substituted oxazolinyl group having, on a ring, one to four substituents each independently selected from the group consisting of a halogen atom, a cyano group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a halo (C 1 -C 6 ) alkyl group and a halo (C 1 -C 6 ) alkoxy group;

(f63) a thiazolinyl group;

(f64) a substituted thiazolinyl group having, on a ring, one to four substituents each independently selected from the group consisting of a halogen atom, a cyano group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a halo (C 1 -C 6 ) alkyl group and a halo (C 1 -C 6 ) alkoxy group;

(f65) an isoxazolinyl group;

(f66) a substituted isoxazolinyl group having, on a ring, one to four substituents each independently selected from the group consisting of a halogen atom, a cyano group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a halo (C 1 -C 6 ) alkyl group and a halo (C 1 -C 6 ) alkoxy group;

(f67) an isothiazolinyl group;

(f68) a substituted isothiazolinyl group having, on a ring, one to four substituents each independently selected from the group consisting of a halogen atom, a cyano group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a halo (C 1 -C 6 ) alkyl group and a halo (C 1 -C 6 ) alkoxy group;

(f69) a pyrrolidinyl group;

(f70) a substituted pyrrolidinyl group having, on a ring, one to four substituents each independently selected from the group consisting of a halogen atom, a cyano group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a halo (C 1 -C 6 ) alkyl group and a halo (C 1 -C 6 ) alkoxy group;

(f71) an imidazolinyl group;

(f72) a substituted imidazolinyl group having, on a ring, one to four substituents each independently selected from the group consisting of a halogen atom, a cyano group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a halo (C 1 -C 6 ) alkyl group and a halo (C 1 -C 6 ) alkoxy group;

(f73) a phenyl group;

(f74) a substituted phenyl group having, on a ring, one to five substituents each independently selected from the group consisting of a halogen atom, a cyano group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a (C 3 -C 6 ) cycloalkyl group, a halo (C 1 -C 6 ) alkyl group and a halo (C 1 -C 6 ) alkoxy group;

(f75) a pyridyl group;

(f76) a substituted pyridyl group having, on a ring, one to four substituents each independently selected from the group consisting of a halogen atom, a cyano group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a halo (C 1 -C 6 ) alkyl group and a halo (C 1 -C 6 ) alkoxy group;

(f77) a pyridazinyl group;

(f78) a substituted pyridazinyl group having, on a ring, one to three substituents each independently selected from the group consisting of a halogen atom, a cyano group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a halo (C 1 -C 6 ) alkyl group and a halo (C 1 -C 6 ) alkoxy group;

(f79) a pyrimidinyl group;

(f80) a substituted pyrimidinyl group having, on a ring, one to three substituents each independently selected from the group consisting of a halogen atom, a cyano group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a halo (C 1 -C 6 ) alkyl group and a halo (C 1 -C 6 ) alkoxy group;

(f81) a pyrazinyl group;

(f82) a substituted pyrazinyl group having, on a ring, one to three substituents each independently selected from the group consisting of a halogen atom, a cyano group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a halo (C 1 -C 6 ) alkyl group and a halo (C 1 -C 6 ) alkoxy group;

(f83) a triazinyl group;

(f84) a substituted triazinyl group having, on a ring, one or two substituents each independently selected from the group consisting of a halogen atom, a cyano group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a halo (C 1 -C 6 ) alkyl group and a halo (C 1 -C 6 ) alkoxy group;

(f85) a dihydrofuranyl group;

(f86) a dihydropyranyl group;

(f87) a phenyloxy group;

(f88) a substituted phenyloxy group having, on a ring, one to five substituents each independently selected from the group consisting of a halogen atom, a cyano group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a halo (C 1 -C 6 ) alkyl group and a halo (C 1 -C 6 ) alkoxy group;

(f89) a phenyl (C 1 -C 6 ) alkoxy group;

(f90) a substituted phenyl (C 1 -C 6 ) alkoxy group having, on a ring, one to five substituents each independently selected from the group consisting of a halogen atom, a cyano group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a halo (C 1 -C 6 ) alkyl group and a halo (C 1 -C 6 ) alkoxy group;

(f91) a phenyl (C 1 -C 6 ) alkylsulfanyl group;

(f92) a substituted phenyl (C 1 -C 6 ) alkylsulfanyl group having, on a ring, one to five substituents each independently selected from the group consisting of a halogen atom, a cyano group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a halo (C 1 -C 6 ) alkyl group and a halo (C 1 -C 6 ) alkoxy group;

(f93) a R 6 —(R 7 —N═)O—S group (wherein R 6 represents a (C 1 -C 6 ) alkyl group, a (C 3 -C 6 ) cycloalkyl group, a halo (C 1 -C 6 ) alkyl group, or (C 1 -C 6 ) alkoxy (C 1 -C 6 ) alkyl group, and R 7 represents a hydrogen atom, a cyano group, a (C 1 -C 6 ) alkyl group, a (C 3 -C 6 ) cycloalkyl group, a halo (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkylcarbonyl group, or a halo (C 1 -C 6 ) alkylcarbonyl group); and

(f94) an aminocarbonyl group,

substituent group B consists of

(g1) a cyano group;

(g2) a (C 3 -C 6 ) cycloalkyl group;

(g3) a (C 1 -C 6 ) alkoxy group;

(g4) a (C 1 -C 6 ) alkylsulfanyl group;

(g5) a (C 1 -C 6 ) alkylsulfinyl group;

(g6) a (C 1 -C 6 ) alkylsulfonyl group;

(g7) a halo (C 3 -C 6 ) cycloalkyl group;

(g8) a halo (C 1 -C 6 ) alkoxy group;

(g9) a halo (C 1 -C 6 ) alkylsulfanyl group;

(g10) a halo (C 1 -C 6 ) alkylsulfinyl group;

(g11) a halo (C 1 -C 6 ) alkylsulfonyl group;

(g12) a (C 1 -C 6 ) alkoxycarbonyl group;

(g13) an aminocarbonyl group; and

(g14) a phenylcarbonyl group,

substituent group C consists of

(h1) a cyano group;

(h2) a (C 1 -C 6 ) alkyl group;

(h3) a (C 2 -C 6 ) alkenyl group;

(h4) a (C 2 -C 6 ) alkynyl group;

(h5) a (C 3 -C 6 ) cycloalkyl group;

(h6) a (C 1 -C 6 ) alkoxy group;

(h7) a (C 1 -C 6 ) alkylsulfanyl group;

(h8) a (C 1 -C 6 ) alkylsulfinyl group;

(h9) a (C 1 -C 6 ) alkylsulfonyl group;

(h10) a halo (C 1 -C 6 ) alkyl group;

(h11) a halo (C 3 -C 6 ) cycloalkyl group;

(h12) a halo (C 1 -C 6 ) alkoxy group;

(h13) a halo (C 1 -C 6 ) alkylsulfanyl group;

(h14) a halo (C 1 -C 6 ) alkylsulfinyl group;

(h15) a halo (C 1 -C 6 ) alkylsulfonyl group;

(h16) an aminocarbonyl group; and

(h17) a phenyl group, and

substituent group D consists of

(i1) a halogen atom;

(i2) a cyano group;

(i3) a nitro group;

(i4) an amino group;

(i5) a hydroxyl group;

(i6) a carboxyl group;

(i7) a (C 1 -C 6 ) alkyl group;

(i8) a (C 1 -C 6 ) alkoxy group;

(i9) a (C 3 -C 6 ) cycloalkyl group;

(i10) a (C 1 -C 6 ) alkylsulfanyl group;

(i11) a (C 1 -C 6 ) alkylsulfinyl group;

(i12) a (C 1 -C 6 ) alkylsulfonyl group;

(i13) a halo (C 1 -C 6 ) alkyl group;

(i14) a halo (C 1 -C 6 ) alkoxy group;

(i15) a halo (C 3 -C 6 ) cycloalkyl group;

(i16) a halo (C 1 -C 6 ) alkylsulfanyl group;

(i17) a halo (C 1 -C 6 ) alkylsulfinyl group;

(i18) a halo (C 1 -C 6 ) alkylsulfonyl group;

(i19) a (C 1 -C 6 ) alkoxycarbonyl group;

(i20) a phenyl (C 1 -C 6 ) alkoxycarbonyl group;

(i21) a (C 1 -C 6 ) alkylaminocarbonyl group;

(i22) a N-halo (C 1 -C 6 ) alkylaminocarbonyl group;

(i23) a phenyl group;

(i24) a substituted phenyl group having, on a ring, one to five substituents each independently selected from the group consisting of a halogen atom, a cyano group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a halo (C 1 -C 6 ) alkyl group and a halo (C 1 -C 6 ) alkoxy group; and

(i25) a methylenedioxy group formed by two adjacent substituents together and optionally substituted by one or two substituents each selected from the group consisting of a halogen atom, a phenyl group and a (C 1 -C 6 ) alkyl group, on the proviso that in R 2 , an adjacent atom of an atom bonded to the tetrahydropyridazine ring is not substituted by a (C 1 -C 6 ) alkylsulfonyl group, a halo (C 1 -C 6 ) alkylsulfonyl group, N—(C 1 -C 6 ) alkylaminosulfonyl group, N,N-di-(C 1 -C 6 ) alkylaminosulfonyl group, and R 6 —(R 7 —N═)O═S group (wherein R 6 represents a (C 1 -C 6 ) alkyl group, a (C 3 -C 6 ) cycloalkyl group, a halo (C 1 -C 6 ) alkyl group, or a (C 1 -C 6 ) alkoxy (C 1 -C 6 ) alkyl group, and R 7 represents a hydrogen atom, a cyano group, a (C 1 -C 6 ) alkyl group, a (C 3 -C 6 ) cycloalkyl group, a halo (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkylcarbonyl group, or a halo (C 1 -C 6 ) alkylcarbonyl group).

2 . The compound according to claim 1 or a salt thereof, wherein

R 1 , R 3 , R 4 , R 5 , Y, m, n, substituent groups A, B, C and D are as defined above, and

R 2 is

(b5) a phenyl group;

(b6) a substituted phenyl group having, on a ring, one to five substituents each independently selected from substituent group A;

(b7) a pyridyl group;

(b8) a substituted pyridyl group having, on a ring, one to four substituents each independently selected from substituent group A;

(b9) a pyridazinyl group;

(b10) a substituted pyridazinyl group having, on a ring, one to three substituents each independently selected from substituent group A;

(b11) a pyrimidinyl group;

(b12) a substituted pyrimidinyl group having, on a ring, one to three substituents each independently selected from substituent group A;

(b13) a pyrazinyl group;

(b14) a substituted pyrazinyl group having, on a ring, one to three substituents each independently selected from substituent group A;

(b15) a triazinyl group;

(b16) a substituted triazinyl group having, on a ring, one or two substituents each independently selected from substituent group A;

(b17) a 2-oxopyridyl group;

(b18) a substituted 2-oxopyridyl group having, on a ring, one to four substituents each independently selected from substituent group A;

(b19) a furanyl group;

(b20) a substituted furanyl group having, on a ring, one to three substituents each independently selected from substituent group A;

(b21) an oxazolyl group;

(b22) a substituted oxazolyl group having, on a ring, one or two substituents each independently selected from substituent group A;

(b23) an isoxazolyl group;

(b24) a substituted isoxazolyl group having, on a ring, one or two substituents each independently selected from substituent group A;

(b25) an oxadiazolyl group;

(b26) a substituted oxadiazolyl group having, on a ring, one substituent each independently selected from substituent group A;

(b27) a thienyl group;

(b28) a substituted thienyl group having, on a ring, one to three substituents each independently selected from substituent group A;

(b29) a thiazolyl group;

(b30) a substituted thiazolyl group having, on a ring, one or two substituents each independently selected from substituent group A;

(b31) an isothiazolyl group;

(b32) a substituted isothiazolyl group having, on a ring, one or two substituents each independently selected from substituent group A;

(b33) a thiadiazolyl group;

(b34) a substituted thiadiazolyl group having, on a ring, one substituent each independently selected from substituent group A;

(b35) a pyrrolyl group;

(b36) a substituted pyrrolyl group having, on a ring, one to four substituents each independently selected from substituent group A;

(b37) a pyrazolyl group;

(b38) a substituted pyrazolyl group having, on a ring, one to three substituents each independently selected from substituent group A;

(b39) an imidazolyl group;

(b40) a substituted imidazolyl group having, on a ring, one to three substituents each independently selected from substituent group A;

(b41) a triazolyl group;

(b42) a substituted triazolyl group having, on a ring, one or two substituents each independently selected from substituent group A;

(b43) a tetrazolyl group;

(b44) a substituted tetrazolyl group having, on a ring, one substituent each independently selected from substituent group A;

(b45) a benzofuranyl group;

(b46) a substituted benzofuranyl group having, on a ring, one to five substituents each independently selected from substituent group A;

(b47) a benzoxazolyl group;

(b48) a substituted benzoxazolyl group having, on a ring, one to four substituents each independently selected from substituent group A;

(b49) a benzisoxazolyl group;

(b50) a substituted benzisoxazolyl group having, on a ring, one to four substituents each independently selected from substituent group A;

(b51) a benzothienyl group;

(b52) a substituted benzothienyl group having, on a ring, one to five substituents each independently selected from substituent group A;

(b53) a benzothiazolyl group;

(b54) a substituted benzothiazolyl group having, on a ring, one to four substituents each independently selected from substituent group A;

(b55) a benzisothiazolyl group;

(b56) a substituted benzisothiazolyl group having, on a ring, one to four substituents each independently selected from substituent group A;

(b57) an indolyl group;

(b58) a substituted indolyl group having, on a ring, one to six substituents each independently selected from substituent group A;

(b59) an isoindolyl group;

(b60) a substituted isoindolyl group having, on a ring, one to six substituents each independently selected from substituent group A;

(b61) an indazolyl group;

(b62) a substituted indazolyl group having, on a ring, one to five substituents each independently selected from substituent group A;

(b63) a benzimidazolyl group;

(b64) a substituted benzimidazolyl group having, on a ring, one to five substituents each independently selected from substituent group A;

(b65) a benzotriazolyl group;

(b66) a substituted benzotriazolyl group having, on a ring, one to four substituents each independently selected from substituent group A;

(b67) a furopyridyl group;

(b68) a substituted furopyridyl group having, on a ring, one to four substituents each independently selected from substituent group A;

(b69) a thienopyridyl group;

(b70) a substituted thienopyridyl group having, on a ring, one to four substituents each independently selected from substituent group A;

(b71) a thiazolopyridyl group;

(b72) a substituted thiazolopyridyl group having, on a ring, one to four substituents each independently selected from substituent group A;

(b73) an imidazopyridyl group;

(b74) a substituted imidazopyridyl group having, on a ring, one to five substituents each independently selected from substituent group A;

(b75) an indolizinyl group;

(b76) a substituted indolizinyl group having, on a ring, one to six substituents each independently selected from substituent group A;

(b77) a pyrrolopyridyl group;

(b78) a substituted pyrrolopyridyl group having, on a ring, one to five substituents each independently selected from substituent group A;

(b79) a pyrrolopyrimidinyl group;

(b80) a substituted pyrrolopyrimidinyl group having, on a ring, one to five substituents each independently selected from substituent group A;

(b81) an oxazolopyridyl group;

(b82) a substituted oxazolopyridyl group having, on a ring, one to three substituents each independently selected from substituent group A;

(b83) an isoxazolopyridyl group;

(b84) a substituted isoxazolopyridyl group having, on a ring, one to three substituents each independently selected from substituent group A;

(b85) an isothiazolopyridyl group;

(b86) a substituted isothiazolopyridyl group having, on a ring, one to three substituents each independently selected from substituent group A;

(b87) an imidazopyrimidinyl group;

(b88) a substituted imidazopyrimidinyl group having, on a ring, one to five substituents each independently selected from substituent group A;

(b89) a pyrazolopyridyl group;

(b90) a substituted pyrazolopyridyl group having, on a ring, one to five substituents each independently selected from substituent group A;

(b91) a pyrazolopyrimidinyl group;

(b92) a substituted pyrazolopyrimidinyl group having, on a ring, one to five substituents each independently selected from substituent group A;

(b93) a triazolopyridyl group;

(b94) a substituted triazolopyridyl group having, on a ring, one to four substituents each independently selected from substituent group A;

(b95) a triazolopyrimidinyl group;

(b96) a substituted triazolopyrimidinyl group having, on a ring, one to four substituents each independently selected from substituent group A;

(b97) a quinoxalinyl group;

(b98) a substituted quinoxalinyl group having, on a ring, one to five substituents each independently selected from substituent group A;

(b99) a quinolinyl group;

(b100) a substituted quinolinyl group having, on a ring, one to six substituents each independently selected from substituent group A;

(b101) a naphthyl group;

(b102) a substituted naphthyl group having, on a ring, one to seven substituents each independently selected from substituent group A;

(b103) an isoquinolinyl group;

(b104) a substituted isoquinolinyl group having, on a ring, one to six substituents each independently selected from substituent group A;

(b105) a cinnolinyl group;

(b106) a substituted cinnolinyl group having, on a ring, one to five substituents each independently selected from substituent group A;

(b107) a phthalazinyl group;

(b108) a substituted phthalazinyl group having, on a ring, one to five substituents each independently selected from substituent group A;

(b109) a quinazolinyl group;

(b110) a substituted quinazolinyl group having, on a ring, one to five substituents each independently selected from substituent group A;

(b111) a naphthyridinyl group; or

(b112) a substituted naphthyridinyl group having, on a ring, one to five substituents each independently selected from substituent group A.

3 . The compound according to claim 1 or a salt thereof, wherein

R 1 is

(a1) a hydrogen atom;

(a2) a (C 1 -C 6 ) alkyl group;

(a6) a halo (C 1 -C 6 ) alkyl group;

(a11) a (C 1 -C 6 ) alkylcarbonyl group;

(a12) a halo (C 1 -C 6 ) alkylcarbonyl group;

(a13) a (C 3 -C 6 ) cycloalkylcarbonyl group;

(a22) a (C 1 -C 6 ) alkoxycarbonyl group;

(a23) a halo (C 1 -C 6 ) alkoxycarbonyl group;

(a24) a (C 1 -C 6 ) alkoxy (C 1 -C 6 ) alkoxycarbonyl group;

(a35) a N—(C 1 -C 6 ) alkylaminocarbonyl group;

(a41) a N—(C 3 -C 6 ) cycloalkylaminocarbonyl group;

(a52) a (C 1 -C 6 ) alkylsulfonyl group;

(a69) a N—(C 1 -C 6 ) alkylaminothiocarbonyl group;

(a76) a N—(C 3 -C 6 ) cycloalkylaminothiocarbonyl group;

(a82) a phenyl (C 1 -C 6 ) alkyl group;

(a84) a thiazolyl (C 1 -C 6 ) alkyl group;

(a86) a phenylsulfonyl group; or

R 2 is

(b5) a phenyl group;

(b6) a substituted phenyl group having, on a ring, one to five substituents each independently selected from substituent group A;

(b7) a pyridyl group;

(b8) a substituted pyridyl group having, on a ring, one to four substituents each independently selected from substituent group A;

(b9) a pyridazinyl group;

(b10) a substituted pyridazinyl group having, on a ring, one to three substituents each independently selected from substituent group A;

(b11) a pyrimidinyl group;

(b12) a substituted pyrimidinyl group having, on a ring, one to three substituents each independently selected from substituent group A;

(b13) a pyrazinyl group;

(b14) a substituted pyrazinyl group having, on a ring, one to three substituents each independently selected from substituent group A;

(b21) an oxazolyl group;

(b22) a substituted oxazolyl group having, on a ring, one or two substituents each independently selected from substituent group A;

(b25) an oxadiazolyl group;

(b26) a substituted oxadiazolyl group having, on a ring, one substituent each independently selected from substituent group A;

(b27) a thienyl group;

(b28) a substituted thienyl group having, on a ring, one to three substituents each independently selected from substituent group A;

(b29) a thiazolyl group;

(b30) a substituted thiazolyl group having, on a ring, one or two substituents each independently selected from substituent group A;

(b31) an isothiazolyl group;

(b32) a substituted isothiazolyl group having, on a ring, one or two substituents each independently selected from substituent group A;

(b33) a thiadiazolyl group;

(b34) a substituted thiadiazolyl group having, on a ring, one substituent each independently selected from substituent group A;

(b97) a quinoxalinyl group;

(b98) a substituted quinoxalinyl group having, on a ring, one to five substituents each independently selected from substituent group A;

(b99) a quinolinyl group; or

(b100) a substituted quinolinyl group having, on a ring, one to six substituents each independently selected from substituent group A;

R 3 is

(c1) a hydrogen atom;

(c2) a (C 1 -C 6 ) alkyl group;

(c3) a (C 3 -C 6 ) cycloalkyl group;

(c5) a (C 1 -C 6 ) alkylcarbonyl group; or

(c6) a (C 1 -C 6 ) alkoxycarbonyl group,

R 4 is

(d1) a (C 1 -C 6 ) alkyl group;

(d3) a (C 2 -C 6 ) alkynyl group;

(d4) a (C 3 -C 6 ) cycloalkyl group;

(d5) a halo (C 1 -C 6 ) alkyl group;

(d9) a substituted (C 1 -C 6 ) alkyl group having one to three substituents each independently selected from substituent group B;

(d10) a substituted (C 3 -C 6 ) cycloalkyl group having, on a ring, one to three substituents each independently selected from substituent group C;

(d17) a phenyl group;

(d18) a substituted phenyl group having, on a ring, one to five substituents each independently selected from substituent group D;

(d19) a pyridyl group;

(d20) a substituted pyridyl group having, on a ring, one to four substituents each independently selected from substituent group D;

(d21) a pyridazinyl group;

(d22) a substituted pyridazinyl group having, on a ring, one to three substituents each independently selected from substituent group D;

(d23) a pyrimidinyl group;

(d24) a substituted pyrimidinyl group having, on a ring, one to three substituents each independently selected from substituent group D;

(d25) a pyrazinyl group;

(d26) a substituted pyrazinyl group having, on a ring, one to three substituents each independently selected from substituent group D;

(d43) a pyrazolyl group; or

(d44) a substituted pyrazolyl group having, on a ring, one to three substituents each independently selected from substituent group D,

R 5 is

(e1) a (C 1 -C 6 ) alkyl group;

(e2) a (C 2 -C 6 ) alkenyl group;

(e3) a (C 2 -C 6 ) alkynyl group;

(e4) a (C 3 -C 6 ) cycloalkyl group;

(e5) a halo (C 1 -C 6 ) alkyl group;

(e6) a halo (C 2 -C 6 ) alkenyl group;

(e11) a phenyl (C 1 -C 6 ) alkyl group;

(e13) a pyridyl (C 1 -C 6 ) alkyl group;

(e15) a thiazolyl (C 1 -C 6 ) alkyl group;

(e17) an oxadiazolyl (C 1 -C 6 ) alkyl group;

(e18) a substituted oxadiazolyl (C 1 -C 6 ) alkyl group having a pyridyl group on a ring;

(e19) a naphthyl (C 1 -C 6 ) alkyl group;

(e21) a quinolinyl (C 1 -C 6 ) alkyl group;

(e23) a thienyl (C 1 -C 6 ) alkyl group;

(e25) a pyrazolyl (C 1 -C 6 ) alkyl group;

(e27) an oxazolyl (C 1 -C 6 ) alkyl group;

(e29) an imidazolyl (C 1 -C 6 ) alkyl group;

(e31) a pyridyl group;

(e33) a phenyl group;

(e35) a (C 1 -C 6 ) alkylcarbonyl group; or

(e36) a hydrogen atom,

R 3 and R 5 are optionally bonded to each other to form a 5- or 6-membered ring,

Y is an oxygen atom or NR 6 (wherein R 6 represents a hydrogen atom, a cyano group, a (C 1 -C 6 ) alkyl group, a (C 3 -C 6 ) cycloalkyl group, a halo (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkylcarbonyl group, a halo (C 1 -C 6 ) alkylcarbonyl group, a (C 1 -C 6 ) alkoxycarbonyl group, a phenylsulfonyl group, or a phenylsulfonyl group having, on a ring, one to five substituents each independently selected from the group consisting of a halogen atom, a cyano group, and a (C 1 -C 6 ) alkyl group),

m is 0 or 1,

n is 0 or 1,

substituent group A consists of

(f1) a halogen atom;

(f2) a cyano group;

(f6) a (C 1 -C 6 ) alkyl group;

(f9) a (C 1 -C 6 ) alkoxy group;

(f10) a (C 3 -C 6 ) cycloalkyl group;

(f11) a (C 1 -C 6 ) alkylsulfanyl group;

(f14) a halo (C 1 -C 6 ) alkyl group;

(f17) a halo (C 1 -C 6 ) alkoxy group;

(f22) a N,N-di-(C 1 -C 6 ) alkylaminosulfonyl group (wherein the (C 1 -C 6 ) alkyl moieties are the same as or different from each other);

(f59) a tetrazolyl group;

(f94) an aminocarbonyl group,

substituent group B consists of

(g1) a cyano group;

(g2) a (C 3 -C 6 ) cycloalkyl group;

(g3) a (C 1 -C 6 ) alkoxy group; and

(g4) a (C 1 -C 6 ) alkylsulfanyl group,

substituent group C consists of

(h1) a cyano group;

(h2) a (C 1 -C 6 ) alkyl group; and

(h10) a halo (C 1 -C 6 ) alkyl group, and

substituent group D consists of

(i1) a halogen atom;

(i2) a cyano group;

(i7) a (C 1 -C 6 ) alkyl group;

(i8) a (C 1 -C 6 ) alkoxy group;

(i9) a (C 3 -C 6 ) cycloalkyl group;

(i10) a (C 1 -C 6 ) alkylsulfanyl group;

(i13) a halo (C 1 -C 6 ) alkyl group;

(i14) a halo (C 1 -C 6 ) alkoxy group;

(i15) a halo (C 3 -C 6 ) cycloalkyl group;

(i19) a (C 1 -C 6 ) alkoxycarbonyl group; and

4 . The compound according to claim 1 or a salt thereof, wherein

R 1 is

(a1) a hydrogen atom;

(a2) a (C 1 -C 6 ) alkyl group;

(a6) a halo (C 1 -C 6 ) alkyl group;

(a13) a (C 3 -C 6 ) cycloalkylcarbonyl group;

(a22) a (C 1 -C 6 ) alkoxycarbonyl group;

(a24) a (C 1 -C 6 ) alkoxy (C 1 -C 6 ) alkoxycarbonyl group;

(a35) a N—(C 1 -C 6 ) alkylaminocarbonyl group;

(a52) a (C 1 -C 6 ) alkylsulfonyl group;

(a82) a phenyl (C 1 -C 6 ) alkyl group; or

(a85′) a substituted thiazolyl (C 1 -C 6 ) alkyl group having, on a ring, one or two substituents each independently selected from the group consisting of a halogen atom,

R 2 is

(b5) a phenyl group;

(b6) a substituted phenyl group having, on a ring, one to five substituents each independently selected from substituent group A;

(b7) a pyridyl group;

(b8) a substituted pyridyl group having, on a ring, one to four substituents each independently selected from substituent group A;

(b10) a substituted pyridazinyl group having, on a ring, one to three substituents each independently selected from substituent group A; or

(b12) a substituted pyrimidinyl group having, on a ring, one to three substituents each independently selected from substituent group A,

R 3 is

(c1) a hydrogen atom;

(c2) a (C 1 -C 6 ) alkyl group;

(c5) a (C 1 -C 6 ) alkylcarbonyl group; or

(c6) a (C 1 -C 6 ) alkoxycarbonyl group,

R 4 is

(d4) a (C 3 -C 6 ) cycloalkyl group;

(d17) a phenyl group;

(d18) a substituted phenyl group having, on a ring, one to five substituents each independently selected from substituent group D;

(d20) a substituted pyridyl group having, on a ring, one to four substituents each independently selected from substituent group D; or

(d44) a substituted pyrazolyl group having, on a ring, one to three substituents each independently selected from substituent group D,

R 5 is

(e1) a (C 1 -C 6 ) alkyl group;

(e2) a (C 2 -C 6 ) alkenyl group;

(e5) a halo (C 1 -C 6 ) alkyl group;

(e9′) a substituted (C 1 -C 6 ) alkyl group having, on a chain, one to three substituents each independently selected from the group consisting of a cyano group, a (C 1 -C 6 ) alkoxy group, a (C 3 -C 6 ) cycloalkyl group, an aminocarbonyl group, a (C 1 -C 6 ) alkylsulfanyl group, and a tri-(C 1 -C 6 ) alkylsilyl (C 1 -C 6 ) alkoxy group (wherein the (C 1 -C 6 ) alkyl groups are the same as or different from each other);

(e11) a phenyl (C 1 -C 6 ) alkyl group;

(e12′) a substituted phenyl (C 1 -C 6 ) alkyl group having, on a ring, one to five substituents each independently selected from the group consisting of a halogen atom, a cyano group, a nitro group, a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy group, a halo (C 1 -C 6 ) alkyl group, a halo (C 1 -C 6 ) alkoxy group, a (C 3 -C 6 ) cycloalkyl group, a (C 1 -C 6 ) alkoxycarbonyl group, a (C 1 -C 6 ) alkylsulfanyl group, a (C 1 -C 6 ) alkylsulfonyl group, a halo (C 1 -C 6 ) alkylsulfanyl group, and a diphenylamino group;

(e14′) a substituted pyridyl (C 1 -C 6 ) alkyl group having, on a ring, one to four substituents each independently selected from a halogen atom;

(e16′) a substituted thiazolyl (C 1 -C 6 ) alkyl group having, on a ring, one or two substituents each independently selected from a halogen atom;

(e18) a substituted oxadiazolyl (C 1 -C 6 ) alkyl group having a pyridyl group on a ring;

(e19) a naphthyl (C 1 -C 6 ) alkyl group;

(e21) a quinolinyl (C 1 -C 6 ) alkyl group;

(e23) a thienyl (C 1 -C 6 ) alkyl group;

(e27) an oxazolyl (C 1 -C 6 ) alkyl group;

(e35) a (C 1 -C 6 ) alkylcarbonyl group; or

(e36) a hydrogen atom,

R 3 and R 5 are optionally bonded to each other to form a 5- or 6-membered ring,

each of n and m is 0,

substituent group A consists of

(f1) a halogen atom;

(f2) a cyano group;

(f6) a (C 1 -C 6 ) alkyl group;

(f9) a (C 1 -C 6 ) alkoxy group;

(f11) a (C 1 -C 6 ) alkylsulfanyl group;

(f14) a halo (C 1 -C 6 ) alkyl group; and

(f94) an aminocarbonyl group, and

substituent group D consists of

(i1) a halogen atom;

(i2) a cyano group;

(i7) a (C 1 -C 6 ) alkyl group;

(i8) a (C 1 -C 6 ) alkoxy group;

(i10) a (C 1 -C 6 ) alkylsulfanyl group;

(i14) a halo (C 1 -C 6 ) alkoxy group; and

(i19) a (C 1 -C 6 ) alkoxycarbonyl group.

5 . An insecticidal agent comprising a compound according to claim 1 or a salt thereof as an active ingredient.

6 . An agricultural and horticultural insecticidal agent comprising a compound according to claim 1 or a salt thereof as an active ingredient.

7 . A method for using an insecticidal agent according to claim 5 , comprising treating a plant or soil with an effective amount of the insecticidal agent.