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KR870005979A - 살충성 디아실히드라진 화합물과 치환 및 비치환 벤조산 1-알킬, 2-알킬 및 2-시클로알킬히드라지드 - Google Patents

살충성 디아실히드라진 화합물과 치환 및 비치환 벤조산 1-알킬, 2-알킬 및 2-시클로알킬히드라지드 Download PDF

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KR870005979A
KR870005979A KR860010519A KR860010519A KR870005979A KR 870005979 A KR870005979 A KR 870005979A KR 860010519 A KR860010519 A KR 860010519A KR 860010519 A KR860010519 A KR 860010519A KR 870005979 A KR870005979 A KR 870005979A
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alkyl
tert
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hydrogen
alkoxy
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윌리암즈 애더어 로저
조지 쿠운 데이빗
페리 라이트 쥬니어 도널드
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죤 제이 헤이간
아메리칸 사이아나밋 캄파니
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Abstract

내용 없음

Description

살충성 디아실히드라진 화합물과 치환 및 비치환 벤조산 1-알킬, 2-알킬 및 2-시클로알킬히드라지드
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (21)

  1. 하기 일반식을 갖는 화합물:
    상기 식에서, R은 C2-C6알킬이고 ; X,Y,M 및 N은 각기 독립적으로 H,Cl-C3알킬, C1-C3알콕시 C1-C3알킬티오, C1-C3알킬설피닐, C1-C3알킬설포닐, 시아노, F,Cl,Br,I 니트로, CF3,R1CF2Z-, 1,1-디플루오로-2,2-디클로로에톡시, R2CO 또는 R3R4N이고, X와 Y가 함께 취하여질 경우에는 XY가 -OCH2O,-OCF2O 또는를 나타내는 고리를 형성할 수 있으며, M과 N이 함께 취하여질 경우에는 MN이 -OCH2O-,-OCF2O- 또는를 나타내는 고리를 형성할 수 있고, Z은 S(O)n또는 O이고;R1은 H,F,CHF2,CHFCl 또는 CF3이고 ; R2는 C1-C3알킬, C1-C3알콕시 또는 R3R4N이며;R3은 H 또는 C1-C3알킬이고;R4는 H, C1-C3알킬 또는 R5CO이고 ; R5는 H 또는 C1-C3알킬이며, n은 0,1 또는 2인데; 단, X,Y,M 또는 N 중 최소한 하나의 수소 이외의 다른 치환체이고 M이 파라니트로인 경우에는 X,Y 또는 N 중 최소한 하나가 수소 이외의 다른 치환체이어야 한다.
  2. 제1항에 있어서, R 이 -C(CH3)3, C(CH3)2C2H5또는 CH(CH3)2이고, X,Y,M 및 N이 수소 이외의 다른 치환체인 화합물.
  3. 제1항에 있어서, R이 이소프로필, 3차-부틸 또는3차-아밀이고;X,Y,M 및 N은 각기 독립적으로 H,C1-C3알킬, F,Cl,Br,I 또는 니트로이되, 단, X,Y,M 또는 N 중 최소한 하나의 수소 이외의 다른 치환체이고, M이 파라-니트로인 경우에는 X,Y 또는 N 중 최소한 하나가 수소 이외의 다른 치환체이어야 하는 화합물.
  4. 제1항에 있어서, 상기 화합물이 1-3차-부틸-1,2-비스(3,4-디클로로벤조일)히드라진;1-3차-부틸-1,2-비스(p-클로로벤조일) 히드라진;2-벤조일-1-3차-부틸-1-(m-클로로벤조일) 히드라진 1-3차-부틸-1,2-비스(p-플루오로벤조일) 히드라진, 2-벤조일-1-3차-부틸-1-(p-플루오로벤조일) 히드라진;2-벤조일-1-3차-부틸-1-(o-니트로벤조일) 히드라진인 화합물.
  5. 곤충, 그들의 서식지, 번식지 또는 먹이와 살충 유효량 만큼의 하기 일반식의 화합물을 접촉시킴을 특징으로 하는 곤충 방제법:
    상기 식에서, R은 C2-C6알킬이고;X,Y,M 및 N은 각기 독립적으로 H,C1-C3알킬, C1-C3알콕시, C1-C3알킬티오, C1-C3알킬설피닐, C1-C3알킬설피닐, 시아노, F,Cl,Br,I 니트로, CF3, R1CF2Z-,1,1-디플루오로-2,2-디클로로에톡시, R2CO 또는 R3R4N이고, X와 Y가 함께 취하여질 경우에는 XY가 -OCH2O-, -OCF2O- 또는를 나타내는 고리를 형성할 수 있으며, M과 N이 함께 취하여질 경우에는 MN이 -OCH2O-,-OCF2O- 또는를 나타내는 고리를 형성할 수 있고, Z은 S(O)n또는 O이고;R1은 H,F,CHF2,CHFCl 또는 CF3이고 ; R2는 C1-C3알킬, C1-C3알콕시 또는 R3R4N이며;R3은 H 또는 C1-C3알킬이고;R4는 H, C1-C3알킬 또는 R5CO이고 ; R5는 H 또는 C1-C3알킬이며, n은 0,1 또는 2이다.
  6. 제5항에 있어서, 상기 화합물이 R이 C(CH3)3,CH(CH3)2또는 C(CH3)2C2H5인 하기 일반식의 화합물인 방법:
  7. 제6항에 있어서, 상기 화합물이 1-3차-부틸-1,2-비스(3,4-디클로로벤조일) 히드라진 ; 1-3차-부틸-1,2-비스(p-클로로벤조일) 히드라진; 1,2-디벤조일-1-3차-부틸히드라진 ; 2-벤조일-1-3차-부틸-1-(m-클로로벤조일) 히드라진; 1-3차-부틸-1,2-비스(p-플루오로벤조일) 히드라진일 방법.
  8. 하기 일반식의 화합물임을 특징으로 하는 살충 조성물.
    상기 식에서, R은 C2-C6알킬이고;X,Y,M 및 N은 각기 독립적으로 H,C1-C3알킬, C1-C3알콕시, C1-C3알킬티오, C1-C3알킬설피닐, C1-C3알킬설피닐, 시아노, F,Cl,Br,I 니트로, CF3, R1CF2Z-,1,1-디플루오로-2,2-디클로로에톡시, R2CO 또는 R3R4N이고, X와 Y가 함께 취하여질 경우에는 XY가 -OCH2O-, -OCF2O- 또는를 나타내는 고리를 형성할 수 있으며, M과 N이 함께 취하여질 경우에는 MN이 -OCH2O-,-OCF2O- 또는를 나타내는 고리를 형성할 수 있고, Z는 S(O)n또는 O이고;R1은 H,F,CHF2,CHFCl 또는 CF3이고 ; R2는 C1-C3알킬, C1-C3알콕시 또는 R3R4N이며;R3은 H 또는 C1-C3알킬이고;R4는 H, C1-C3알킬 또는 R5CO이고 ; R5는 H 또는 C1-C3알킬이며, n은 0,1 또는 2이다.
  9. 살아있는 식물을 연장된 활성 생장 기간에 걸쳐, 상기 식물을 해치는 곤충으로부터 전신 보호하는 방법에 있어서, 식물이 자라고 있는 토양이나 그 외의 다른 매체에다 하기 일반식의 화합물을 전신 유효량만큼 적용시킴을 특징으로 하는 방법:
    상기 식에서, R은 C2-C6알킬이고;X,Y,M 및 N은 각기 독립적으로 H,C1-C3알킬, C1-C3알콕시, C1-C3알킬티오, C1-C3알킬설피닐, C1-C3알킬설피닐, 시아노, F,Cl,Br,I 니트로, CF3, R1CF2Z-,1,1-디플루오로-2,2-디클로로에톡시, R2CO 또는 R3R4N이고, X와 Y가 함께 취하여질 경우에는 XY가 -OCH2O-, -OCF2O- 또는를 나타내는 고리를 형성할 수 있으며, M과 N이 함께 취하여질 경우에는 MN이 -OCH2O-,-OCF2O- 또는를 나타내는 고리를 형성할 수 있고, Z은 S(O)n또는 O이고;R1은 H,F,CHF2,CHFCl 또는 CF3이고 ; R2는 C1-C3알킬, C1-C3알콕시 또는 R3R4N이며;R3은 H 또는 C1-C3알킬이고;R4는 H, C1-C3알킬 또는 R5CO이고 ; R5는 H 또는 C1-C3알킬이며, n은 0,1 또는 2이다.
  10. 제9항에 있어서, 식물이 자라고 있는 모양에다 상기 전신 유효 화합물을 약 0.01kg/헤타아르 내지 약 10.0kg/헥타아르의 양만큼 적용시키는 방법.
  11. 제10항에 있어서, 상기 화합물이 1,2-디벤조일-1-3차-부틸히드라진인 방법.
  12. 하기 일반식을 갖는 화합물:
    상기 식에서, R과 R6은 각기 독립적으로 수소, C2-C6알킬 또는 C5-C6시클로알킬이고; X와 Y는 각기 독립적으로 H, C1-C3알킬, C1-C3알콕시, C1-C3알킬리오, C1-C3알킬설피닐, C1-C3알킬설포닐, 시아노, F,Cl,Br,I, 니트로, CF3, R1CF2Z-, 1,1-디플루오로-2,2-디클로로에톡시, R2CO 또는 R3R4N이고, X와 Y가 함께 취하여질 경우에는 XY가 -OCH2O, -OCF2O- 또는를 나타내는 고리를 형성할 수 있으며; Z은 S(O)n또는 O이고;R1은 H,F,CHF2,CHFCl 또는 CF3이고; R2는 C1-C3알킬, C1-C3알콕시 또는 R3R4N이며; R3은 H 또는 C1-C3알킬이고 ; R4는 H, C1-C3알킬 또는 R5CO이고 ; R5는 H 또는 C1-C3알킬이며, n은 0,1 또는 2인데; 단, R이 수소인 경우에는 R6이 C2-C5알킬 또는 C5-C6시클로알킬이고, R6이 수소인 경우에는 R이 C5-C6시클로알킬이며 또한 R이 3차 부틸이고 Y가 고리의 따라위치에 있는 클로로인 경우에는 X가 수소 이외의 다른 치환체이다.
  13. 제12항에 있어서, R이 3차-부틸이고 R6이 수소인 화합물.
  14. 제13항에 있어서, R이 수소이고, R6이 3차-부틸인 화합물.
  15. 제12항에 있어서, 상기 화합물이 2,6-디클로로벤조산, 2-3차-부틸히드라지드;2,6-디플루오로벤조산, 2-3차-부틸히드라지드, o-클로로벤조산, 2-3차-부틸히드라지드; o-플루오로벤조산, 2-3차-부틸히드라지드; o-톨루일산, 2-3차-부틸히드라지드 ; o-요오드벤조산, 2-3차-부틸히드라지드;1-나프로에산, 2-3차-부틸히드라지드;2,4-디클로로벤조산, 2-3차-부틸히드라지드;o-아니스산, 2-3차-부틸히드라지드;p-플루오로벤조산, 1-3차-부틸히드라지드; 벤조산, 1-3차-부틸히드라지드인 화합물.
  16. 살충 유효량 만큼의 하기 일반식 (I)의 화합물과, 계면활성제와, 불활성 고체 또는 액체 희석제로 이루어짐을 특징으로 하는 살충 조성물:
    상기 식에서, R과 R6은 각기 독립적으로 수소, C2-C5알킬 또는 C5-C6시클로알킬이고; X와 Y는 각기 독립적으로 H, C1-C3알킬, C1-C3알톡시, C1-C3알킬피오, C1-C3알킬설피닐, C1-C3알킬설포닐, 시아노, F,Cl,Br,I, 니트로, CF3, R1CF2Z-, 1,1-디플루오로-2,2-디클로로에톡시, R2CO 또는 R3R4N이고, X와 Y가 함께 취하여질 경우에는 XY가 -OCH2O, -OCF2O- 또는를 나타내는 고리를 형성할 수 있으며; Z은 S(O)n또는 O이고;R1은 H,F,CHF2,CHFCl 또는 CF3이고; R2는 C1-C3알킬, C1-C3알콕시 또는 R3R4N이며; R3은 H 또는 C1-C3알킬이고 ; R4는 H, C1-C3알킬 또는 R5CO이고 ; R5는 H 또는 C1-C3알킬이며, n은 0,1 또는 2인데; 단, R이 수소인 경우에는 R6이 C2-C5알킬 또는 C5-C6시클로알킬이다.
  17. 제16항에 있어서, R이 3차-부틸인 조성물.
  18. 살이있는 식물을 연장된 활성 생장 기간에 걸쳐, 상기 식물을 해치는 곤충으로부터 보호하는 방법에 있어서, 상기 식물의 잎 또는 이 식물들이 자라고 있는 모양이나 그 외의 다른 매체에다 하기 일반식 (I)의 화합물을 살충 유효량만큼 적용시킴을 특징으로 하는 방법:
    상기 식에서, R과 R6은 각기 독립적으로 수소, C2-C6알킬 또는 C5-C6시클로알킬이고; X와 Y는 각기 독립적으로 H, C1-C3알킬, C1-C3알콕시, C1-C3알킬리오, C1-C3알킬설피닐, C1-C3알킬설포닐, 시아노, F,Cl,Br,I, 니트로, CF3, R1CF2Z-, 1,1-디플루오로-2,2-디클로로에톡시, R2CO 또는 R3R4N이고, X와 Y가 함께 취하여질 경우에는 XY가 -OCH2O, -OCF2O- 또는를 나타내는 고리를 형성할 수 있으며; Z은 S(O)n또는 O이고;R1은 H,F,CHF2,CHFCl 또는 CF3이고; R2는 C1-C3알킬, C1-C3알콕시 또는 R3R4N이며; R3은 H 또는 C1-C3알킬이고 ; R4는 H, C1-C3알킬 또는 R5CO이고 ; R5는 H 또는 C1-C3알킬이며, n은 0,1 또는 2인데; 단, R이 수소인 경우에는 R6이 C2-C5알킬 또는 C5-C6시클로알킬이고, R6이 수소인 경우에는 C2-C5알킬 또는 C5-C6시클로알킬이다.
  19. 제18항에 있어서, 식물의 잎 또는 이 식물들이 자라고 있는 토양이나 그 외이 다른 매체에다 상기 화합물을 약 0.1kg/ha 내지 약 10.0kg/ha의 양만큼 적용시키는 방법.
  20. 제18항에 있어서, 상기 화합물을 상기 식물의 잎 또는 이 식물들이 자라고 있는 토양이나 그 외의 다른 매체에다 상기 화합물 약 10ppm 내지 10,000ppm이 함유된 희석 스프레이 형태로 적용시키는 방법.
  21. 곤충의 공격으로부터 식물을 전신 보호함에 있어서, 식물들이 자라고 있는 토양이나 그 외의 다른 매체에다 하기 일반식 (I)의 화합물을 전신 유효 살충량만큼 적용 시킴을 특징으로 하는 방법.
    상기 식에서, R과 R6은 각기 독립적으로 수소, C2-C6알킬 또는 C5-C6시클로알킬이고; X와 Y는 각기 독립적으로 H, C1-C3알킬, C1-C3알콕시, C1-C3알킬리오, C1-C3알킬설피닐, C1-C3알킬설포닐, 시아노, F,Cl,Br,I, 니트로, CF3, R1CF2Z-, 1,1-디플루오로-2,2-디클로로에톡시, R2CO 또는 R3R4N이고, X와 Y가 함께 취하여질 경우에는 XY가 -OCH2O, -OCF2O- 또는를 나타내는 고리를 형성할 수 있으며, Z은 S(O)n또는 O이고;R1은 H,F,CHF2,CHFCl 또는 CF3이고; R2는 C1-C3알킬, C1-C3알콕시 또는 R3R4N이며; R3은 H 또는 C1-C3알킬이고 ; R4는 H, C1-C3알킬 또는 R5CO이고 ; R5는 H 또는 C1-C3알킬이며, n은 0,1 또는 2인데; 단, R이 수소인 경우에는 R6이 C2-C5알킬 또는 C5-C6시클로알킬이고, R6이 수소인 경우에는 R이 C2-C5알킬 또는 C5-C6시클로알킬이다.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019860010519A 1985-12-09 1986-12-08 살충성 디아실히드라진 화합물과 치환 및 비치환 벤조산 1-알킬, 2-알킬 및 2-시클로알킬히드라지드 KR910002532B1 (ko)

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Families Citing this family (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DK483586A (da) * 1985-10-21 1987-04-22 Rohm & Haas Insecticide n'-substituerede-n,n'-diacylhydraziner
CA1338289C (en) * 1986-01-22 1996-04-30 Raymond August Murphy Insecticidal n'-substituted-n-alkylcarbonyl- n'-acylhydrazines
US5225443A (en) * 1986-05-01 1993-07-06 Rohm And Haas Company Insecticidal N'-substituted-N'-substituted N,N'-diacylhydrazines
NZ229555A (en) * 1988-06-16 1992-03-26 Rohm & Haas Pharmaceutical compositions for combating helminths in animals
NZ228936A (en) * 1989-05-01 1992-04-28 Rohm & Haas Method for treating insect infestation in rice plants comprising applying diacylhydrazine derivatives
NZ240155A (en) * 1990-10-29 1992-10-28 Ishihara Sangyo Kaisha Heterocyclyl acyl and (hexahydro) indanyl acyl substituted hydrazine derivatives, preparation thereof and pesticidal compositions
IL100643A (en) * 1991-01-25 1996-10-31 Nippon Kayaku Kk History of hydrazine and pesticides containing these histories as an active ingredient
US5358966A (en) * 1993-06-08 1994-10-25 Rohm And Haas Company Turfgrass insecticides
DE69400789T2 (de) * 1993-07-20 1997-02-20 Nippon Kayaku Kk Verfahren zur Herstellung von in 2-Stellung substituierten 1-Acylhydrazinen
US5523325A (en) * 1993-09-09 1996-06-04 Jacobson; Richard M. Amidrazones and their use as pesticides
US5506251A (en) * 1994-11-16 1996-04-09 Rohm And Haas Company Synergisic insecticidal compositions
DE10043610A1 (de) 2000-09-05 2002-03-14 Bayer Ag Wirkstoffkombinationen mit insektiziden und akariziden Eigenschaften
US7683096B2 (en) * 2001-09-18 2010-03-23 Ishihara Sangyo Kaisha, Ltd. Acid amide derivatives, process for producing these, and pest control agent containing these
US7304161B2 (en) 2003-02-10 2007-12-04 Intrexon Corporation Diaclhydrazine ligands for modulating the expression of exogenous genes in mammalian systems via an ecdysone receptor complex
US7456315B2 (en) 2003-02-28 2008-11-25 Intrexon Corporation Bioavailable diacylhydrazine ligands for modulating the expression of exogenous genes via an ecdysone receptor complex
DE102007045957A1 (de) 2007-09-26 2009-04-09 Bayer Cropscience Ag Wirkstoffkombinationen mit insektiziden und akarziden Eigenschaften
EP2127522A1 (de) 2008-05-29 2009-12-02 Bayer CropScience AG Wirkstoffkombinationen mit insektiziden und akariziden Eigenschaften
WO2010108506A1 (de) 2009-03-25 2010-09-30 Bayer Cropscience Ag Wirkstoffkombinationen mit insektiziden und akariziden eigenschaften
EP2382865A1 (de) 2010-04-28 2011-11-02 Bayer CropScience AG Synergistische Wirkstoffkombinationen
CN102835393A (zh) * 2012-09-14 2012-12-26 浙江工业大学 一种含2,4-二氯苯氧乙酰基双酰肼类化合物作为植物生长调节剂的应用
CN102835394A (zh) * 2012-09-14 2012-12-26 浙江工业大学 一种含2,4-二氯苯氧乙酰基双酰肼类化合物作为除草剂的应用
US9127024B2 (en) 2013-03-15 2015-09-08 Intrexon Corporation Boron-containing diacylhydrazines
SG11201701944WA (en) 2014-09-17 2017-04-27 Intrexon Corp Boron-containing diacylhydrazine compounds

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2758054A (en) * 1953-03-17 1956-08-07 Us Rubber Co Substituted 1-benzoyl-2-phenyl hydrazine fungicidal compositions and method of applying to plants
FR8005M (ko) * 1967-05-24 1970-07-27
JPS5010855Y2 (ko) * 1971-04-30 1975-04-04
US4008273A (en) * 1971-06-01 1977-02-15 Pennwalt Corporation Tertiary alkyl semicarbazides and their method of preparation
JPS4947528A (ko) * 1972-09-11 1974-05-08
EP0035619B1 (fr) * 1980-03-10 1984-07-25 BERRI-BALZAC Société dite: Dérivés d'amino-3 (1H,3H) quinazolinedione-2,4
US4418076A (en) * 1982-05-03 1983-11-29 E. R. Squibb & Sons, Inc. 7-Oxabicycloheptane hydrazone prostaglandin analogs useful in treating thrombolytic diseases
US4661455A (en) * 1986-01-16 1987-04-28 Dorr-Oliver Incorporated Membrane cell culturing device

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