A METHOD FOR CONTROL OF HARMFUL ARCHOPODS AND HARMFUL NEMATODES USING AN ANALOGUE OF ZOANTHAMINE

Claims

1. A method for controlling harmful arthropods or harmful nematodes, which comprises applying an effective amount of a compound represented by formula (I): [Where R 1 represents a hydrogen atom, a C1-C3 alkyl group, or CH2OR A1 , R 2 represents OR A2 , R 3 represents a hydrogen atom, R 4 represents a methyl group or CH2OR A3 , R 5 represents a methyl group or CH2OR A4 , R 6 represents a hydrogen atom or OR A5 , R 7 represents a hydrogen atom, R 8 represents a hydrogen atom, a halogen atom, a methoxy group, or OR A6 , R 9 represents a methyl group or CH2OR A7 , R 10represents a hydrogen atom or OR A8 , R 11 represents OR A9 , R 12 represents a hydrogen atom or OR A10 , R 13 represents a hydrogen atom, a dichloromethyl group, a hydroxy(methoxy)methyl group, a hydroxy(ethoxy)methyl group, or OR A11 , R 14 represents a hydrogen atom, R 15 represents a hydrogen atom or OR A12 , R 16 represents a hydrogen atom, a halogen atom, or OR A13 , R 17 represents a hydrogen atom, R 18 represents a methyl group or CH2OR A14 , R 19 represents a hydrogen atom, R 20 represents a hydrogen atom or OR A15 , R 21 represents a methyl group, CH2OR A16 or CH2NHCH2C(O)OCH3, R 22 represents a hydrogen atom or OR A17 , R 23 represents a hydrogen atom or OR A18 , R 24 represents a hydrogen atom, a C1-C3 alkoxy group, or OR A19 , R 25 represents a hydrogen atom, R 26 represents a hydrogen atom or OR A20 , R 27 represents a C1-C3 alkoxy group or a hydroxy group, R A1 , R A2 , R A3 , R A4 , R A5 , R A6 , R A7 , R A8 , R A9 , R A10 , R A11 , R A12 , R A13 , R A14 , R A15 , R A16 , R A17 , R A18 , R A19 and R A20 are identical or different from each other and each represents a hydrogen atom, a (C1-C6 alkyl)carbonyl group or a (C3-C6 cycloalkyl)carbonyl group, R1 and R 27 can be combined with each other to form # 1 -CH2-O- and # 1 represents the bonding position of the carbon atom to which R is attached 1 , R 2 and R 3 can be combined with each other to form an oxo group, R 3 and R 18 can be combined with each other to form # 3 -O-CHR B1 - And # 3 represents the bonding position of the carbon atom to which R is attached 3 , R 4 and R 27 can be combined with each other to form # 4 -CH2-O- and # 4 represents the bonding position of the carbon atom to which R is attached 4 , R 6 and R 27 can be combined with each other to form a connection, R 7 and R 11 can be combined with each other to form -O-, R13 and R 14 can be combined with each other to form an oxo group, R 15 and R 16 can be combined with the carbon atoms to which they are attached to form a double bond, R 15 and R 18 can be combined with each other to form # 15 -O-CHR B2 - And # 15 represents the bonding position of the carbon atom to which R is attached 15 , R 15 and R 27 can be combined with each other to form -O-, R 16 and R 17 can be combined with each other to form an oxo group, R 18 and R 22 can be combined with each other to form # 18 -CH2-O- and # 18 represents the bonding position of the carbon atom to which R is attached 18 , R 18 and R 23can be combined with each other to form -CH2-, R 19 , R 20 , R 22 , R 23 , R 25 and R 26 can be combined with the carbon atoms to which they are attached to form a benzene ring, R 21 and R 22 can be combined with each other to form =CH2, R 22 and R 23 can be combined with the carbon atoms to which they are attached to form a double bond, R 24 and R 25 can be combined with each other to form an oxo group, R B1 and R B2 are identical or different from each other and each represents a hydrogen atom, a C1-C3 alkoxy group or a hydroxy group, provided that zoantamine, norzoantamine, zoantaminone and norzoantaminone are excluded.] or its N oxide or its salt on harmful arthropods or harmful nematodes, or the habitat of harmful arthropods or harmful nematodes.

2. The method according to claim 1, where in formula (I), the combination R 1 , R 2 , R 3 , R 4 , R 6 , R 7 , R 11 , R 13 , R 14 , R 15 , R 16 , R 17 , R 18 , R 19 , R 20 , R 21 , R 22 , R 23 , R 24 , R 25 , R 26 and R 27 represents any combination of a through g; a: combination, where R 1 represents a hydrogen atom, a C1-C3 alkyl group, or CH2OR A1 , R 2 represents OR A2 , R 3 represents a hydrogen atom, R 2 and R 3 can be combined with each other to form an oxo group, R 4 represents a methyl group or CH2OR A3 , R 6represents a hydrogen atom or OR A5 , R 7 and R 11 are combined with each other to form -O-, R 13 represents a hydrogen atom, a dichloromethyl group, a hydroxy(methoxy)methyl group, a hydroxy(ethoxy)methyl group, or OR A11 , R 14 represents a hydrogen atom, R 13 and R 14 can be combined with each other to form an oxo group, R 15 and R 27 are combined with each other to form -O-, R 16 represents a hydrogen atom, a halogen atom, or OR A13 , R 17 represents a hydrogen atom, R 16 and R 17 can be combined with each other to form an oxo group, R 18 represents a methyl group or CH2OR A14 , R 19 represents a hydrogen atom, R 20 represents a hydrogen atom or OR A15 , R 21 represents a methyl group, CH2OR A16or CH2NHCH2C(O)OCH3, R 22 represents a hydrogen atom or OR A17 , R 21 and R 22 can be combined with each other to form =CH2, R 23 represents a hydrogen atom or OR A18 , R 18 and R 23 can be combined with each other to form -CH2-, R 22 and R 23 can be combined with the carbon atoms to which they are attached to form a double bond, R 24 represents a hydrogen atom, a C1-C3 alkoxy group, or OR A19 , R 25 represents a hydrogen atom, R 24 and R 25 can be combined with each other to form an oxo group and R 26 represents a hydrogen atom or OR A20 ; b: combination, where R 1 represents a hydrogen atom, a C1-C3 alkyl group, or CH2OR A1 , R 2 and R 3 are combined with each other to form an oxo group, R 4represents a methyl group or CH2OR A3 , R 6 represents a hydrogen atom or OR A5 , R 7 and R 11 are combined with each other to form -O-, R 13 represents a hydrogen atom, a dichloromethyl group, a hydroxy(methoxy)methyl group, a hydroxy(ethoxy)methyl group, or OR A11 , R 14 represents a hydrogen atom, R 15 and R 27 are combined with each other to form -O-, R 16 represents a hydrogen atom, a halogen atom, or OR A13 , R 17 represents a hydrogen atom, R 18 represents a methyl group or CH2OR A14 , R 19 , R 20 , R 22 , R 23 , R 25 and R 26 combined with the carbon atoms to which they are attached to form a benzene ring, R 21 represents a methyl group, CH2OR A16 or CH2NHCH2C(O)OCH3 and R 24represents a C1-C3 alkoxy group or OR A19 ; c: combination, where R 1 represents a hydrogen atom, a C1-C3 alkyl group, or CH2OR A1 , R 2 represents OR A2 , R 3 represents a hydrogen atom, R 2 and R 3 can be combined with each other to form an oxo group, R 3 and R 18 can be combined with each other to form # 3 -O-CHR B1 -, R 4 and R 27 united with each other to form # 4 -CH2-O-, R 6 represents a hydrogen atom or OR A5 , R 7 and R 11 are combined with each other to form -O-, R 13 represents a hydrogen atom, a dichloromethyl group, a hydroxy(methoxy)methyl group, a hydroxy(ethoxy)methyl group, or OR A11 , R 14 represents a hydrogen atom, R 15 represents a hydrogen atom or ORA12 , R 16 represents a hydrogen atom, a halogen atom, or OR A13 , R 15 and R 16 can be combined with the carbon atoms to which they are attached to form a double bond, R 17 represents a hydrogen atom, R 16 and R 17 can be combined with each other to form an oxo group, R 18 represents a methyl group or CH2OR A14 , R 15 and R 18 can be combined with each other to form # 15 -O-CHR B2 -, R 19 represents a hydrogen atom, R 20 represents a hydrogen atom or OR A15 , R 21 represents a methyl group, CH2OR A16 or CH2NHCH2C(O)OCH3, R 22 represents a hydrogen atom or OR A17 , R 18 and R 22 can be combined with each other to form # 18 -CH2-O-, R 23 represents a hydrogen atom or ORA18 , R 22 and R 23 can be combined with the carbon atoms to which they are attached to form a double bond, R 24 and R 25 are combined with each other to form an oxo group and R 26 represents a hydrogen atom or OR A20 ; d: combination, where R 1 and R 27 united with each other to form # 1 -CH2-O-, R 2 and R 3 are combined with each other to form an oxo group, R 4 represents a methyl group or CH2OR A3 , R 6 represents a hydrogen atom or OR A5 , R 7 and R 11 are combined with each other to form -O-, R 13 represents a hydrogen atom, a dichloromethyl group, a hydroxy(methoxy)methyl group, a hydroxy(ethoxy)methyl group, or OR A11 , R 14 represents a hydrogen atom, R 15 represents a hydrogen atom or OR A12, R 16 represents a hydrogen atom, a halogen atom, or OR A13 , R 17 represents a hydrogen atom, R 16 and R 17 can be combined with each other to form an oxo group, R 18 represents a methyl group or CH2OR A14 , R 19 represents a hydrogen atom, R 20 represents a hydrogen atom or OR A15 , R 21 represents a methyl group, CH2OR A16 or CH2NHCH2C(O)OCH3, R 22 and R 23 are combined with the carbon atoms to which they are attached to form a double bond, R 24 and R 25 are combined with each other to form an oxo group and R 26 represents a hydrogen atom or OR A20 ; e: combination, where R 1 represents a hydrogen atom, a C1-C3 alkyl group, or CH2OR A1 , R 2 and R 3 are combined with each other to form an oxo group, R4 represents a methyl group or CH2OR A3 , R 6 represents a hydrogen atom or OR A5 , R 7 and R 11 are combined with each other to form -O-, R 13 represents a hydrogen atom, a dichloromethyl group, a hydroxy(methoxy)methyl group, a hydroxy(ethoxy)methyl group, or OR A11 , R 14 represents a hydrogen atom, R 15 represents a hydrogen atom or OR A12 , R 16 represents a hydrogen atom, a halogen atom, or OR A13 , R 15 and R 16 can be combined with the carbon atoms to which they are attached to form a double bond, R 17 represents a hydrogen atom, R 18 represents a methyl group or CH2OR A14 , R 19 represents a hydrogen atom, R 20 represents a hydrogen atom or OR A15 , R 21represents a methyl group, CH2OR A16 or CH2NHCH2C(O)OCH3, R 22 represents a hydrogen atom or OR A17 , R 23 represents a hydrogen atom or OR A18 , R 22 and R 23 can be combined with the carbon atoms to which they are attached to form a double bond, R 24 represents a hydrogen atom, a C1-C3 alkoxy group, or OR A19 , R 25 represents a hydrogen atom, R 24 and R 25 can be combined with each other to form an oxo group, R 26 represents a hydrogen atom or OR A20 and R 27 represents a C1-C3 alkoxy group or a hydroxy group; f: combination, where R 1 represents a hydrogen atom, a C1-C3 alkyl group, or CH2OR A1 , R 2 and R 3 are combined with each other to form an oxo group, R 4 represents a methyl group or CH2OR A3, R 6 and R 27 are combined with each other to form a bond, R 7 and R 11 are combined with each other to form -O-, R 13 represents a hydrogen atom, a dichloromethyl group, a hydroxy(methoxy)methyl group, a hydroxy(ethoxy)methyl group, or OR A11 , R 14 represents a hydrogen atom, R 15 represents a hydrogen atom or OR A12 , R 16 represents a hydrogen atom, a halogen atom, or OR A13 , R 17 represents a hydrogen atom, R 18 represents a methyl group or CH2OR A14 , R 19 represents a hydrogen atom, R 20 represents a hydrogen atom or OR A15 , R 21 represents a methyl group, CH2OR A16 or CH2NHCH2C(O)OCH3, R 22 represents a hydrogen atom or OR A17 , R 23 represents a hydrogen atom or OR A18 , R 22 and R23 can be combined with the carbon atoms to which they are attached to form a double bond, R 24 represents a hydrogen atom, a C1-C3 alkoxy group, or OR A19 , R 25 represents a hydrogen atom, R 24 and R 25 can be combined with each other to form an oxo group and R 26 represents a hydrogen atom or OR A20 ; And g: combination, where R 1 represents a hydrogen atom, a C1-C3 alkyl group, or CH2OR A1 , R 2 and R 3 are combined with each other to form an oxo group, R 4 represents a methyl group or CH2OR A3 , R 6 represents a hydrogen atom or OR A5 , R 7 represents a hydrogen atom, R 11 represents OR A9 , R 13represents a hydrogen atom, a dichloromethyl group, a hydroxy(methoxy)methyl group, a hydroxy(ethoxy)methyl group, or OR A11 , R 14 represents a hydrogen atom, R 15 represents a hydrogen atom or OR A12 , R 16 represents a hydrogen atom, a halogen atom, or OR A13 , R 17 represents a hydrogen atom, R 18 represents a methyl group or CH2OR A14 , R 19 represents a hydrogen atom, R 20 represents a hydrogen atom or OR A15 , R 21 represents a methyl group, CH2OR A16 or CH2NHCH2C(O)OCH3, R 22 represents a hydrogen atom or OR A17 , R 23 represents a hydrogen atom or OR A18 , R 22 and R 23 can be combined with the carbon atoms to which they are attached to form a double bond, R 24 and R 25are combined with each other to form an oxo group, R 26 represents a hydrogen atom or OR A20 and R 27 represents a C1-C3 alkoxy group or a hydroxy group.

3. The method according to claim 1 or 2, where in formula (I), R 5 represents a methyl group and a combination of R 1 , R 2 , R 3 , R 4 , R 6 , R 7 , R 11 , R 13 , R 14 , R 15 , R 16 , R 17 , R 18 , R 19 , R 20 , R 21 , R 22 , R 23 , R 24 , R 25 , R 26 and R 27 represents any combination of a 1 to g 1 : a 1 : combination, where R 1 represents a hydrogen atom, a C1-C3 alkyl group, or CH2OR A1 , R 2 represents OR A2 , R 3 represents a hydrogen atom, R 2 and R3 can be combined with each other to form an oxo group, R 4 represents a methyl group, R 6 represents a hydrogen atom, R 7 and R 11 are combined with each other to form -O-, R 13 represents a hydrogen atom, R 14 represents a hydrogen atom, R 13 and R 14 can be combined with each other to form an oxo group, R 15 and R 27 are combined with each other to form -O-, R 16 represents a hydrogen atom, a halogen atom, or OR A13 , R 17 represents a hydrogen atom, R 16 and R 17 can be combined with each other to form an oxo group, R 18 represents a methyl group, R 19 represents a hydrogen atom, R 20 represents a hydrogen atom, R 21 represents a methyl group or CH2OR A16 , R 22represents a hydrogen atom or OR A17 , R 21 and R 22 can be combined with each other to form =CH2, R 23 represents a hydrogen atom or OR A18 , R 18 and R 23 can be combined with each other to form -CH2-, R 22 and R 23 can be combined with the carbon atoms to which they are attached to form a double bond, R 24 represents a hydrogen atom or OR A19 , R 25 represents a hydrogen atom, R 24 and R 25 can be combined with each other to form an oxo group and R 26 represents a hydrogen atom; b 1 : combination, where R 1 represents a hydrogen atom or a methyl group, R 2 and R 3 are combined with each other to form an oxo group, R 4 represents a methyl group, R 6 represents a hydrogen atom, R 7and R 11 are combined with each other to form -O-, R 13 represents a hydrogen atom, R 14 represents a hydrogen atom, R 15 and R 27 are combined with each other to form -O-, R 16 represents a hydrogen atom or a halogen atom, R 17 represents a hydrogen atom, R 18 represents a methyl group, R 19 , R 20 , R 22 , R 23 , R 25 and R 26 are combined with the carbon atoms to which they are attached to form a benzene ring, R 21 represents a methyl group and R 24 represents a C1-C3 alkoxy group or OR A19 ; c 1 : combination, where R 1 represents a methyl group, R 2 represents OR A2 , R 3 represents a hydrogen atom, R 2 and R 3can be combined with each other to form an oxo group, R 3 and R 18 can be combined with each other to form # 3 -O-CHR B1 -, R 4 and R 27 united with each other to form # 4 -CH2-O-, R 6 represents a hydrogen atom or OR A5 , R 7 and R 11 are combined with each other to form -O-, R 13 represents a hydrogen atom or OR A11 , R 14 represents a hydrogen atom, R 15 represents a hydrogen atom, R 16 represents a hydrogen atom, a halogen atom, or OR A13 , R 15 and R 16 can be combined with the carbon atoms to which they are attached to form a double bond, R 17 represents a hydrogen atom, R 16 and R 17 can be combined with each other to form an oxo group, R 18 represents a methyl group, R15 and R 18 can be combined with each other to form # 15 -O-CHR B2 -, R 19 represents a hydrogen atom, R 20 represents a hydrogen atom or OR A15 , R 21 represents a methyl group, CH2OR A16 or CH2NHCH2C(O)OCH3, R 22 represents a hydrogen atom, R 18 and R 22 can be combined with each other to form # 18 -CH2-O-, R 23 represents a hydrogen atom, R 22 and R 23 can be combined with the carbon atoms to which they are attached to form a double bond, R 24 and R 25 are combined with each other to form an oxo group and R 26 represents a hydrogen atom or OR A20 ; d 1 : combination, where R 1 and R 27 united with each other to form # 1 -CH2-O-, R 2 and R 3are combined with each other to form an oxo group, R 4 represents a methyl group, R 6 represents a hydrogen atom, R 7 and R 11 are combined with each other to form -O-, R 13 represents a hydrogen atom, R 14 represents a hydrogen atom, R 15 represents a hydrogen atom or OR A12 , R 16 represents a hydrogen atom, a halogen atom, or OR A13 , R 17 represents a hydrogen atom, R 16 and R 17 can be combined with each other to form an oxo group, R 18 represents a methyl group, R 19 represents a hydrogen atom, R 20 represents a hydrogen atom, R 21 represents a methyl group, R 22 and R 23 combined with the carbon atoms to which they are attached to form a double bond, R 24 and R 25are combined with each other to form an oxo group and R 26 represents a hydrogen atom; e 1 : combination, where R 1 represents a hydrogen atom or a C1-C3 alkyl group, R 2 and R 3 are combined with each other to form an oxo group, R 4 represents a methyl group, R 6 represents a hydrogen atom, R 7 and R 11 are combined with each other to form -O-, R 13 represents a hydrogen atom, a dichloromethyl group, a hydroxy(methoxy)methyl group or a hydroxy(ethoxy)methyl group, R 14 represents a hydrogen atom, R 15 represents a hydrogen atom, R 16 represents a hydrogen atom, a halogen atom, or OR A13 , R 15 and R 16 can be combined with the carbon atoms to which they are attached to form a double bond, R 17 represents a hydrogen atom, R 18represents a methyl group, R 19 represents a hydrogen atom, R 20 represents a hydrogen atom, R 21 represents a methyl group, R 22 represents a hydrogen atom, R 23 represents a hydrogen atom, R 22 and R 23 can be combined with the carbon atoms to which they are attached to form a double bond, R 24 represents OR A19 , R 25 represents a hydrogen atom, R 24 and R 25 can be combined with each other to form an oxo group, R 26 represents a hydrogen atom and R 27 represents a C1-C3 alkoxy group or a hydroxy group; f 1 : combination, where R 1 represents a hydrogen atom or a C1-C3 alkyl group, R 2 and R 3 are combined with each other to form an oxo group, R 4 represents a methyl group, R 6 and R27 are combined with each other to form a bond, R 7 and R 11 are combined with each other to form -O-, R 13 represents a hydrogen atom, R 14 represents a hydrogen atom, R 15 represents a hydrogen atom, R 16 represents a hydrogen atom, a halogen atom, or OR A13 , R 17 represents a hydrogen atom, R 18 represents a methyl group, R 19 represents a hydrogen atom, R 20 represents a hydrogen atom, R 21 represents a methyl group, R 22 represents a hydrogen atom, R 23 represents a hydrogen atom, R 22 and R 23 can be combined with the carbon atoms to which they are attached to form a double bond, R 24 represents OR A19 , R 25 represents a hydrogen atom, R 24 and R 25can be combined with each other to form an oxo group and R 26 represents a hydrogen atom; and g 1 : combination, where R 1 represents a hydrogen atom or a C1-C3 alkyl group, R 2 and R 3 are combined with each other to form an oxo group, R 4 represents a methyl group, R 6 represents a hydrogen atom, R 7 represents a hydrogen atom, R 11 represents OR A9 , R 13 represents a hydrogen atom, R 14 represents a hydrogen atom, R 15 represents a hydrogen atom, R 16 represents a hydrogen atom, a halogen atom, or OR A13 , R 17 represents a hydrogen atom, R 18 represents a methyl group, R 19 represents a hydrogen atom, R 20 represents a hydrogen atom, R 21 represents a methyl group, R 22represents a hydrogen atom, R 23 represents a hydrogen atom, R 22 and R 23 can be combined with the carbon atoms to which they are attached to form a double bond, R 24 and R 25 are combined with each other to form an oxo group, R 26 represents a hydrogen atom and R 27 represents a C1-C3 alkoxy group or a hydroxy group.

4. The method according to any of paragraphs 1-3, where R 5 represents a methyl group, R 8 represents a hydrogen atom, a halogen atom, a methoxy group or a hydroxy group, R 9 represents a methyl group or CH2OH, R 10 represents a hydrogen atom, an acetyloxy group or a hydroxy group and R 12 represents a hydrogen atom or a hydroxy group.

5. The method according to claim 1 or 2, where in formula (I), R A2 represents a hydrogen atom, R A5 represents a hydrogen atom, R A8represents a hydrogen atom or an acetyl group, R A9 represents a hydrogen atom, R A11 represents a hydrogen atom, R A12 represents a hydrogen atom, R A13 represents a hydrogen atom, R A15 represents a hydrogen atom, R A16 represents a hydrogen atom, R A17 represents a hydrogen atom, R A18 represents a hydrogen atom, R A19 represents a hydrogen atom or an acetyl group, R A20 represents a hydrogen atom, R B1 represents a hydrogen atom or a methoxy group, R B2 represents a hydrogen atom or a methoxy group and R combination 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 , R 12 , R 13 , R 14 , R 15 , R 16 , R 17 , R 18, R 19 , R 20 , R 21 , R 22 , R 23 , R 24 , R 25 , R 26 and R 27 represents any combination of a 2 - g 2 : a 2 : combination, where R 1 represents a hydrogen atom, a C1-C3 alkyl group, or CH2OH, R 2 represents OR A2 , R 3 represents a hydrogen atom, R 2 and R 3 can be combined with each other to form an oxo group, R 4 represents a methyl group, R 5 represents a methyl group, R 6 represents a hydrogen atom, R 7 and R 11 are combined with each other to form -O-, R 8 represents a hydrogen atom, R 9 represents a methyl group or CH2OH, R 10 represents a hydrogen atom or OR A8 , R 12 represents a hydrogen atom or a hydroxy group, R13 represents a hydrogen atom, R 14 represents a hydrogen atom, R 13 and R 14 can be combined with each other to form an oxo group, R 15 and R 27 are combined with each other to form -O-, R 16 represents a hydrogen atom, a halogen atom, or OR A13 , R 17 represents a hydrogen atom, R 16 and R 17 can be combined with each other to form an oxo group, R 18 represents a methyl group, R 19 represents a hydrogen atom, R 20 represents a hydrogen atom, R 21 represents a methyl group or CH2OR A16 , R 22 represents a hydrogen atom or OR A17 , R 21 and R 22 can be combined with each other to form =CH2, R 23 represents a hydrogen atom or OR A18 , R 18 and R 23can be combined with each other to form -CH2-, R 22 and R 23 can be combined with the carbon atoms to which they are attached to form a double bond, R 24 represents a hydrogen atom or a hydroxy group, R 25 represents a hydrogen atom, R 24 and R 25 can be combined with each other to form an oxo group and R 26 represents a hydrogen atom; b 2 : combination, where R 1 represents a hydrogen atom or a methyl group, R 2 and R 3 are combined with each other to form an oxo group, R 4 represents a methyl group, R 5 represents a methyl group, R 6 represents a hydrogen atom, R 7 and R 11 are combined with each other to form -O-, R 8 represents a hydrogen atom, R 9 represents a methyl group, R 10represents a hydrogen atom, R 12 represents a hydrogen atom, R 13 represents a hydrogen atom, R 14 represents a hydrogen atom, R 15 and R 27 are combined with each other to form -O-, R 16 represents a hydrogen atom or a halogen atom, R 17 represents a hydrogen atom, R 18 represents a methyl group, R 19 , R 20 , R 22 , R 23 , R 25 and R 26 are combined with the carbon atoms to which they are attached to form a benzene ring, R 21 represents a methyl group and R 24 represents a C1-C3 alkoxy group or OR A19 ; c 2 : combination, where R 1 represents a methyl group, R 2 represents OR A2 , R 3 represents a hydrogen atom, R 2 and R 3can be combined with each other to form an oxo group, R 3 and R 18 can be combined with each other to form # 3 -O-CHR B1 -, R 4 and R 27 united with each other to form # 4 -CH2-O-, R 5 represents a methyl group, R 6 represents a hydrogen atom or OR A5 , R 7 and R 11 are combined with each other to form -O-, R 8 represents a hydrogen atom, a halogen atom, a methoxy group or a hydroxy group, R 9 represents a methyl group or CH2OH, R 10 represents a hydrogen atom or a hydroxy group, R 12 represents a hydrogen atom, R 13 represents a hydrogen atom or OR A11 , R 14 represents a hydrogen atom, R 15 represents a hydrogen atom, R 16 represents a hydrogen atom, a halogen atom, or OR A13 , R 15and R 16 can be combined with the carbon atoms to which they are attached to form a double bond, R 17 represents a hydrogen atom, R 16 and R 17 can be combined with each other to form an oxo group, R 18 represents a methyl group, R 15 and R 18 can be combined with each other to form # 15 -O-CHR B2 -, R 19 represents a hydrogen atom, R 20 represents a hydrogen atom or OR A15 , R 21 represents a methyl group, CH2OR A16 or CH2NHCH2C(O)OCH3, R 22 represents a hydrogen atom, R 18 and R 22 can be combined with each other to form # 18 -CH2-O-, R 23 represents a hydrogen atom, R 22 and R 23 can be combined with the carbon atoms to which they are attached to form a double bond, R 24 and R25 are combined with each other to form an oxo group and R 26 represents a hydrogen atom or OR A20 ; d 2 : combination, where R 1 and R 27 united with each other to form # 1 -CH2-O-, R 2 and R 3 are combined with each other to form an oxo group, R 4 represents a methyl group, R 5 represents a methyl group, R 6 represents a hydrogen atom, R 7 and R 11 are combined with each other to form -O-, R 8 represents a hydrogen atom, R 9 represents a methyl group, R 10 represents a hydrogen atom or a hydroxy group, R 12 represents a hydrogen atom, R 13 represents a hydrogen atom, R 14 represents a hydrogen atom, R 15 represents a hydrogen atom or OR A12 , R 16represents a hydrogen atom, a halogen atom, or OR A13 , R 17 represents a hydrogen atom, R 16 and R 17 can be combined with each other to form an oxo group, R 18 represents a methyl group, R 19 represents a hydrogen atom, R 20 represents a hydrogen atom, R 21 represents a methyl group, R 22 and R 23 are combined with the carbon atoms to which they are attached to form a double bond, R 24 and R 25 are combined with each other to form an oxo group and R 26 represents a hydrogen atom; e 2 : combination, where R 1 represents a hydrogen atom or a C1-C3 alkyl group, R 2 and R 3 are combined with each other to form an oxo group, R 4 represents a methyl group, R 5 represents a methyl group, R 6represents a hydrogen atom, R 7 and R 11 are combined with each other to form -O-, R 8 represents a hydrogen atom, R 9 represents a methyl group, R 10 represents a hydrogen atom, R 12 represents a hydrogen atom, R 13 represents a hydrogen atom, a dichloromethyl group, a hydroxy(methoxy)methyl group, or a hydroxy(ethoxy)methyl group, R 14 represents a hydrogen atom, R 15 represents a hydrogen atom, R 16 represents a hydrogen atom or a halogen atom, R 15 and R 16 can be combined with the carbon atoms to which they are attached to form a double bond, R 17 represents a hydrogen atom, R 18 represents a methyl group, R 19 represents a hydrogen atom, R 20 represents a hydrogen atom, R 21 represents a methyl group, R22 represents a hydrogen atom, R 23 represents a hydrogen atom, R 22 and R 23 can be combined with the carbon atoms to which they are attached to form a double bond, R 24 represents a hydroxy group, R 25 represents a hydrogen atom, R 24 and R 25 can be combined with each other to form an oxo group, R 26 represents a hydrogen atom and R 27 represents a C1-C3 alkoxy group or a hydroxy group; f 2 : combination, where R 1 represents a hydrogen atom or a C1-C3 alkyl group, R 2 and R 3 are combined with each other to form an oxo group, R 4 represents a methyl group, R 5 represents a methyl group, R 6 and R 27 are combined with each other to form a bond, R 7 and R 11are combined with each other to form -O-, R 8 represents a hydrogen atom, R 9 represents a methyl group, R 10 represents a hydrogen atom, R 12 represents a hydrogen atom, R 13 represents a hydrogen atom, R 14 represents a hydrogen atom, R 15 represents a hydrogen atom, R 16 represents a hydrogen atom or a halogen atom, R 17 represents a hydrogen atom, R 18 represents a methyl group, R 19 represents a hydrogen atom, R 20 represents a hydrogen atom, R 21 represents a methyl group, R 22 represents a hydrogen atom, R 23 represents a hydrogen atom, R 22 and R 23 can be combined with the carbon atoms to which they are attached to form a double bond, R 24 represents OR A19 , R 25represents a hydrogen atom, R 24 and R 25 can be combined with each other to form an oxo group and R 26 represents a hydrogen atom; and g 2 : combination, where R 1 represents a hydrogen atom or a C1-C3 alkyl group, R 2 and R 3 are combined with each other to form an oxo group, R 4 represents a methyl group, R 5 represents a methyl group, R 6 represents a hydrogen atom, R 7 represents a hydrogen atom, R 8 represents a hydrogen atom, R 9 represents a methyl group, R 10 represents a hydrogen atom, R 11 represents OR A9 , R 12 represents a hydrogen atom, R 13 represents a hydrogen atom, R 14 represents a hydrogen atom, R 15 represents a hydrogen atom, R 16represents a hydrogen atom, a halogen atom, or OR A13 , R 17 represents a hydrogen atom, R 18 represents a methyl group, R 19 represents a hydrogen atom, R 20 represents a hydrogen atom, R 21 represents a methyl group, R 22 represents a hydrogen atom, R 23 represents a hydrogen atom, R 22 and R 23 can be combined with the carbon atoms to which they are attached to form a double bond, R 24 and R 25 are combined with each other to form an oxo group, R 26 represents a hydrogen atom and R 27 represents a C1-C3 alkoxy group or a hydroxy group.

6. A composition for controlling harmful arthropods or harmful nematodes, which comprises a compound represented by formula (I) according to any one of claims 1 to 5, or its N oxide, or a salt thereof.

7. The composition of claim 6, which further comprises one or more ingredients selected from the group consisting of Group (a), Group (b), Group (c), Group (d) and Group (e): Group (a): a group consisting of insecticidal active ingredients, miticidal active ingredients and nematicidal active ingredients; Group (b): fungicidal active ingredients; Group (c): ingredients regulating plant growth; Group (d): repellent ingredients; Group (e): biological control materials.

8. A method for controlling harmful arthropods or harmful nematodes, which comprises applying an effective amount of the composition according to claim 7, to the harmful arthropods or harmful nematodes, or to the habitat of the harmful arthropods or harmful nematodes.

9. A seed or vegetative reproductive organ containing an effective amount of a compound according to any one of claims 1-5, or its N oxide, or a salt thereof, or an effective amount of a composition according to claim 7.

10. A composition for controlling harmful arthropods or harmful nematodes, which comprises a compound represented by formula (I) according to any one of claims 1 to 5, or its N oxide, or a salt thereof, and an inert carrier.

11. A compound represented by formula (II): Where R 1 represents a hydrogen atom, a C1-C3 alkyl group, or CH2OR A1 , R 2 represents OR A2 , R 3 represents a hydrogen atom, R 4 represents a methyl group or CH2OR A3 , R 5 represents a methyl group or CH2OR A4 , R 6represents a hydrogen atom or OR A5 , R 8 represents a hydrogen atom, a halogen atom, a methoxy group, or OR A6 , R 9 represents a methyl group or CH2OR A7 , R 10 represents a hydrogen atom or OR A8 , R 12 represents a hydrogen atom or OR A10 , R 13 represents a hydrogen atom, R 14 represents a hydrogen atom, X represents a halogen atom, R 18 represents a methyl group or CH2OR A14 , R 19 represents a hydrogen atom, R 20 represents a hydrogen atom or OR A15 , R 21 represents a methyl group, CH2OR A16 or CH2NHCH2C(O)OCH3, R 22 represents a hydrogen atom or OR A17 , R23 represents a hydrogen atom or OR A18 , R 24 represents a hydrogen atom, a C1-C3 alkoxy group, or OR A19 , R 25 represents a hydrogen atom, R 26 represents a hydrogen atom or OR A20 , R A1 , R A2 , R A3 , R A4 , R A5 , R A6 , R A7 , R A8 , R A10 , R A14 , R A15 , R A16 , R A17 , R A18 , R A19 and R A20 are identical or different from each other and each represents a hydrogen atom, a (C1-C6 alkyl)carbonyl group or a (C3-C6 cycloalkyl)carbonyl group, R 2 and R 3 can be combined with each other to form an oxo group, R 3 and R 18 can be combined with each other to form # 3 -O-CHR B1 -, # 3represents the bonding position of the carbon atom to which R is attached 3 , R 13 and R 14 can be combined with each other to form an oxo group, R 18 and R 22 can be combined with each other to form # 18 -CH2-O-, # 18 represents the bonding position of the carbon atom to which R is attached 18 , R 18 and R 23 can be combined with each other to form -CH2-, R 19 , R 20 , R 22 , R 23 , R 25 and R 26 can be combined with the carbon atoms to which they are attached to form a benzene ring, R 21 and R 22 can be combined with each other to form =CH2, R 22 and R 23 can be combined with the carbon atoms to which they are attached to form a double bond, R 24 and R 25 can be combined with each other to form an oxo group and R B1 represents a hydrogen atom or a C1-C3 alkoxy group, or its N oxide or its salt.

12. The compound according to claim 11, where in formula (II) R 2 and R 3 are combined with each other to form an oxo group, R 4 represents a methyl group, R 5 represents a methyl group, R 6 represents a hydrogen atom, R 8 represents a hydrogen atom, R 9 represents a methyl group, R 10 represents a hydrogen atom, R 12 represents a hydrogen atom, R 18 represents a methyl group, R 20 represents a hydrogen atom, R 21 represents a methyl group, R 22 represents a hydrogen atom or OR A17 , R 21 and R 22can be combined with each other to form =CH2, R 23 represents a hydrogen atom or OR A18 , R 18 and R 23 can be combined with each other to form -CH2-, R 22 and R 23 can be combined with the carbon atoms to which they are attached to form a double bond, R 24 represents a hydrogen atom or OR A19 , R 25 represents a hydrogen atom, R 24 and R 25 can be combined with each other to form an oxo group and R 26 represents a hydrogen atom.

13. A compound represented by formula (AA1), formula (AA2), formula (AA3), formula (BB1), formula (EE1), formula (EE3), formula (EE4), formula (EE5), formula (EE6), formula (EE7), formula (GG1), formula (GG2) or formula (GG3) or its N oxide or a salt thereof, or a compound represented by formula (EE2): .

14. The compound according to claim 13, which is represented by formula (AA1), formula (AA2), formula (AA3), formula (BB1), formula (EE1), formula (EE3), formula (EE4), formula (EE5), formula (EE6), formula (GG1) or formula (GG3) or its N oxide or a salt thereof, or a compound represented by formula (EE2).

15. A composition for controlling harmful arthropods or harmful nematodes, which comprises a compound according to any one of claims 11 to 14 or its N oxide or a salt thereof.

16. The composition of claim 15, which further comprises one or more ingredients selected from the group consisting of Group (a), Group (b), Group (c), Group (d) and Group (e): Group (a): a group consisting of insecticidal active ingredients, miticidal active ingredients and nematicidal active ingredients; Group (b): fungicidal active ingredients; Group (c): ingredients regulating plant growth; Group (d): repellent ingredients; Group (e): biological control materials.

17. A method for controlling harmful arthropods or harmful nematodes, which comprises applying an effective amount of the composition according to claim 16 to the harmful arthropods or harmful nematodes, or to the habitat of the harmful arthropods or harmful nematodes.

18. A seed or vegetative reproductive organ containing an effective amount of a compound according to any one of claims 11-14, or its N oxide, or a salt thereof, or an effective amount of a composition according to claim 16.

19. A composition for controlling harmful arthropods or harmful nematodes, which comprises a compound according to any one of claims 11 to 14, or its N oxide, or a salt thereof, and an inert carrier.