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Pyridazinone derivatives, preparation thereof, and insecticidal, acaricidal, nematicidal, fungicidal compositions

Assignee: Nissan Chemical Corp
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Filing: 1986-04-16
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Granted: —
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Expires: 2006-04-16
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Abstract

Abstract A 3(2H)-pyridazinone derivative of the general formula (I): wherein R is a straight or branched C 2 -C 6 alkyl, A is a straight or branched C, -C 6 alkyl or a halogen atom, X is -O-or -S-, R' and R 2 are each independently hydrogen atom or C, -C 3 alkyl, -N-B is -CH = CH-, -N = CH-. -N = N-, -S-, -O-or- wherein R 3 is hydrogen or C. -C 3 alkyl, R Y is a halogen atom, a straight or branched C, -C 6 alkyl, a C 3 -C 6 cycloalkyl or cycloalkoxy, a straight or branched C, -C 6 alkoxy or alkylthio, a straight or branched C, -C 6 alkysulfinyl or alkylsulfonyl, a C, - C 4 haloalkyl or haloalkoxy, a C. -C 4 haloalkylthio. a C 2 -C 4 alkoxycarbonyl, trimethylsilyl. a C -C 4 alkoxylcarbonyl, dimethylamino, nitro, cyano, wherein Z is a halogen atom, a straight or branched C, -C 6 alkyl or alkoxy, a C 3 -C 6 cycloalkyl, a C, -C 4 haloalkyl, a C. -C 4 alkoxycarbonyl or nitro, ℓ is 0 or an integer of 1 to 5, and when t is a number of 2 to 5, Z may be same or different, or Y is -O-W, W is a group of the formula: in which R 4 , R 5 and R 6 are each independently hydrogen atom or a C, -C 4 alkyl. R' is C, -C 3 hydrogen atom or an alkyl or alkoxyl, R 6 is a straight or branched C, -C 6 alkyl, a C3 -C 6 cycloalkyl or a C 3 -C 6 alkenyl or alkynyl, E is -O-, -S-, -SO-, -SO 2 -, -or- , wherein R' is a straight or branched C 1 -C 4 alkyl, or R 8 and R' together may form 5-or 6-membered ring. m is 0 or an integer of 1 to 3, n is 0 or an integer of 1 to 3, and when n is 2 or 3, Y may be same or different, with the proviso that when B is - CH=CH-, n is an integer of 1 to 3 and at least one of Y is -0-W. A process for preparation of said derivatives is also provided. These derivatives are useful as an active ingredient of insecticidal, acaricidal, nematicidal and/or fungicidal compositions for agricultural and horticultural uses as well as of expellent compositions for ticks parasitic on animals.

Inventors

  • 👤 Tomoyuki C/O Chuo Kenkyusho Ogura
  • 👤 Yasuo C/O Chuo Kenkyusho Kawamura
  • 👤 Masatoshi C/O Chuo Kenkyusho Baba
  • 👤 Shigeru C/O Chuo Kenkyusho Ishii
  • 👤 Kiminori C/O Seibutsu Kagaku Kenkyusho Hirata
  • 👤 Masaki C/O Seibutsu Kagaku Kenkyusho Kudo
  • 👤 Yoshinori C/O Seibutsu Kagaku Kenkyusho Ochiai
  • 👤 Masayoshi Hirose

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-08 15:00
CPC Classifications
C; C07; C07D; C07D401/00; C07D401/02; C07D401/12; A; A01; A01N; A01N43/00; A01N43/48; A01N43/58; C07D237/00; C07D237/02; C07D237/06; C07D237/10; C07D237/14; C07D237/16; C07D237/18; C07D403/00; C07D403/02; C07D403/12; C07D405/00; C07D405/02; C07D405/12; C07D409/00; C07D409/02; C07D409/12

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 448 words
(1) a 3(2H)-pyridazinone derivative of the general formula (I): wherein R represents a straight or branched chain alkyi having 2 to 6 carbon atoms, A represents a straight or branched chain alkyl having 1 to 6 carbon atoms or a halogen atom, X represents -O-or -S-, R' and R 2 independently of one another represent hydrogen atom or an alkyl having 1 to 3 carbon atoms, B represents -CH = CH-, -N = CH-, -N = N-, -S-, -0-or - R 3 -wherein R 3 represents hydrogen or an alkyl having 1 to 3 carbon atoms, Y represents a halogen atom, a straight or branched chain alkyl having 1 to 6 carbon atoms. a cycloalkyl or cycloalkoxy having 3 to 6 carbon atoms: a straight or branched chain alkoxy or alkylthio having 1 to 6 carbon atoms; a straight or branched chain alkylsulfinyl or alkylsulfonyl having 1 to 6 carbon atoms; a haloalkyl or haloalkoxy having 1 to 4 carbon atoms; a haloalkylthio having 1 to 4 carbon atoms, an alkoxycarbonyl having 2 to 4 carbon atoms, trimethylsilyl, an alkoxylcarbonyl having 1 to 4 carbon atoms, dimethylamino, nitro, cyano, wherein Z represents a halogen atom, a straight or branched chain alkyl or alkoxy having 1 to 6 carbon atoms, a cycloalkyl having 3 to 6 carbon atoms, a haloalkyl having 1 to carbon atoms, an alkoxycarbonyl having 1 to 4 carbon atoms or nitro, t is 0 or an integer of 1 to 5, and when ℓ is a number of 2 to 5, Z may be same or different, or Y represents -0-W, W represents a group of the formula: in which R 4 . R 5 and R 6 independently from each other represent hydrogen atom or an alkyl having 1 to 4 carbon atoms, R' represents hydrogen atom or an alkyl or alkoxyl having 1 to 3 carbon atoms. R 8 represents a straight or branched chain alkyl having 1 to 6 carbon atoms, a cycloalkyl having 3 to 6 carbon atoms or an alkenyl or alkynyl having 3 to 6 carbon atoms, E represents -0-, -S-, -SO-, -SO 2 -, -O- -or - R 9 . wherein R 9 represents a straignt or branched chain alkyl having 1 to 4 carbon atoms. or R 8 and R 9 together may form 5-or 6-membered ring. m is 0 or an integer of 1 to 3. n is 0 or an integer of 1 to 3, and when n is 2 or 3. Y may be same or different, with the proviso that when B is - CH = CH-, n is an integer of 1 to 3 and at least one of Y is -O-W.
Claim 2
Dependent Claim 47 words
(2) A compound according to Claim 1 of the formula (IA): wherein n is an integer of 1 to 3, and R. A. X. R'. R 2 and Y have the meanings given in Claim 1, with the proviso that at least one of Y represents -0-W.
Claim 3
Dependent Claim 70 words
(3) A compound according to Claim 2 of the formula (lB): wherein A represents a halogen or CH 3 , X represents 0 or S, R' represents hydrogen, R 2 represents hydrogen or Ch 3 . G represents a straight or branched chain alkylene having 1 to 6 carbon atoms, Q represents a straight or branched chain alkyl having 1 to 6 carbon atoms, and q is 1 or 2.
Claim 4
Dependent Claim 55 words
(4) A compound according to Claim 1 of the formula (IC): wherein R, A. X, R 1 , R 2 and Y have the same meanings as given in Claim 1, n is 0 or an integer of 1 to 3, and B represents -N = CH-, -N = N-, -S-, - O-, or -
Claim 5
Dependent Claim 86 words
(5) A compound according to Claim 4 of the mula (ID): wherein A represents a halogen or CH3, X represents O or S, R' represents hydrogen, R 2 represent hydrogen or CH 3 , U represents a straight or branched chain alkyl having 1 to 6 carbon atoms, in which Hal represents a halogen atom, or a haloalkyl having 1 to 5 carbon atoms or a group of the formula -G(O-Q) q, wherein G, Q and q have the same meanings as described in Claim (3).
Claim 6
Dependent Claim 64 words
(6) A compound according to Claim 4 of the formula (IE): wherein A represents a halogen or CH 3 , X represents 0 or S, R' represents hydrogen, R 2 represents hydrogen or CH 3 , and Y represents a straight or branched chain alkyl having 1 to 6 carbon atoms or a straight or branched chain alkoxy having 1 to 6 carbon atoms.
Claim 7
Dependent Claim 101 words
(7) A process for producing 3(2H)-pyridazinone derivative of the general formula (I): said process comprising reacting a compound of the general formula (II): with a compound of the general formula (III): in the formulae (I), (II) and (III), X, R, A, B, R', R', Y and n have the same meanings as given in the Claim (I), X' represents a halogen, -OH or -SH, and X 2 represents a halogen. -OH or -SH, with the proviso that when X' is a halogen. X 2 represents - OH or -SH, and when X' represents -OH or -SH, X 2 represents a halogen.
Claim 8
Dependent Claim 65 words
(8) Insecticidal, acaricidal, nematicidal and fungicidal compositions for agricultural and horticultural uses. and expellent compositions for ticks parasitic on animals, which contain as active substances one or more of the 3(2H)-pyridazinon derivatives of the general formula (I): wherein. A, B, R. R'. R 2 , X, Y and n have the same meanings as given in the Claim 1, together with suitable carrier and dilutent.
Claim 9
Dependent Claim 30 words
(9) A method for insecticidal. acaricidal, and or fungicidal treatment in the agricultural and horticultural field with the effective amount of the compound of a formula (I) of Claim 1.

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