CA1270830A - Derives de pyridazinone, leur preparation, et compositions insecticides, acaricides et fongicides - Google Patents

Derives de pyridazinone, leur preparation, et compositions insecticides, acaricides et fongicides

Info

Publication number: CA1270830A
Authority: CA; Canada
Prior art keywords: butyl; tert; pyridazinone; compound; chloro
Prior art date: 1983-06-23
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired - Lifetime

Application number

CA000580886A

Other languages

English (en)

Inventor

Masayoshi Hirose

Yoshinori Ochiai

Masakazu Taniguchi

Masatoshi Baba

Kiminori Hirata

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Nissan Chemical Corp

Original Assignee

Nissan Chemical Corp

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1983-06-23

Filing date

1988-10-21

Publication date

1990-06-26

1983-06-23 Priority claimed from JP58113409A external-priority patent/JPS604173A/ja

1983-07-29 Priority claimed from JP13887883A external-priority patent/JPH06761B2/ja

1984-06-22 Priority claimed from CA000457326A external-priority patent/CA1255676A/fr

1988-10-21 Application filed by Nissan Chemical Corp filed Critical Nissan Chemical Corp

1988-10-21 Priority to CA000580886A priority Critical patent/CA1270830A/fr

1990-06-26 Application granted granted Critical

1990-06-26 Publication of CA1270830A publication Critical patent/CA1270830A/fr

2007-06-26 Anticipated expiration legal-status Critical

Status Expired - Lifetime legal-status Critical Current

Links

239000000203 mixture Substances 0.000 title abstract description 43
230000000749 insecticidal effect Effects 0.000 title abstract description 20
230000000895 acaricidal effect Effects 0.000 title abstract description 17
230000000855 fungicidal effect Effects 0.000 title abstract description 11
AAILEWXSEQLMNI-UHFFFAOYSA-N 1h-pyridazin-6-one Chemical class OC1=CC=CN=N1 AAILEWXSEQLMNI-UHFFFAOYSA-N 0.000 title abstract description 9
238000002360 preparation method Methods 0.000 title abstract description 9
GLGQMFICPMIOHO-UHFFFAOYSA-N 2-tert-butyl-4-chloro-5-sulfanylpyridazin-3-one Chemical group CC(C)(C)N1N=CC(S)=C(Cl)C1=O GLGQMFICPMIOHO-UHFFFAOYSA-N 0.000 claims abstract description 7
239000004480 active ingredient Substances 0.000 abstract description 21
125000000217 alkyl group Chemical group 0.000 abstract description 17
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract description 16
229910052736 halogen Inorganic materials 0.000 abstract description 15
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238000000034 method Methods 0.000 abstract description 8
125000004438 haloalkoxy group Chemical group 0.000 abstract description 5
125000001188 haloalkyl group Chemical group 0.000 abstract description 5
125000004414 alkyl thio group Chemical group 0.000 abstract description 4
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125000004995 haloalkylthio group Chemical group 0.000 abstract description 4
125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract description 4
125000003545 alkoxy group Chemical group 0.000 abstract description 3
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract description 3
125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 abstract description 3
229910007161 Si(CH3)3 Inorganic materials 0.000 abstract description 2
125000003302 alkenyloxy group Chemical group 0.000 abstract description 2
125000005554 pyridyloxy group Chemical group 0.000 abstract description 2
125000005843 halogen group Chemical group 0.000 abstract 2
125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 abstract 1
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125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 abstract 1
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101100073357 Streptomyces halstedii sch2 gene Proteins 0.000 description 1
241000282898 Sus scrofa Species 0.000 description 1
241001454294 Tetranychus Species 0.000 description 1
241000344246 Tetranychus cinnabarinus Species 0.000 description 1
241001454293 Tetranychus urticae Species 0.000 description 1
239000006096 absorbing agent Substances 0.000 description 1
125000005336 allyloxy group Chemical group 0.000 description 1
230000001004 anti-acetylcholinic effect Effects 0.000 description 1
229940121375 antifungal agent Drugs 0.000 description 1
150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
125000004429 atom Chemical group 0.000 description 1
AVVWPBAENSWJCB-DGPNFKTASA-N beta-D-galactofuranose Chemical compound OC[C@@H](O)[C@@H]1O[C@@H](O)[C@H](O)[C@H]1O AVVWPBAENSWJCB-DGPNFKTASA-N 0.000 description 1
239000008280 blood Substances 0.000 description 1
210000004369 blood Anatomy 0.000 description 1
238000009835 boiling Methods 0.000 description 1
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
229910052794 bromium Chemical group 0.000 description 1
GZUXJHMPEANEGY-UHFFFAOYSA-N bromomethane Chemical compound BrC GZUXJHMPEANEGY-UHFFFAOYSA-N 0.000 description 1
RYAGRZNBULDMBW-UHFFFAOYSA-L calcium;3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Ca+2].COC1=CC=CC(CC(CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O RYAGRZNBULDMBW-UHFFFAOYSA-L 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
235000012730 carminic acid Nutrition 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
229910052570 clay Inorganic materials 0.000 description 1
229940125782 compound 2 Drugs 0.000 description 1
239000012141 concentrate Substances 0.000 description 1
125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
WZPMZMCZAGFKOC-UHFFFAOYSA-N diisopropyl hydrogen phosphate Chemical compound CC(C)OP(O)(=O)OC(C)C WZPMZMCZAGFKOC-UHFFFAOYSA-N 0.000 description 1
238000007865 diluting Methods 0.000 description 1
125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
239000003814 drug Substances 0.000 description 1
229940079593 drug Drugs 0.000 description 1
239000003995 emulsifying agent Substances 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
238000000605 extraction Methods 0.000 description 1
YYJNOYZRYGDPNH-MFKUBSTISA-N fenpyroximate Chemical compound C=1C=C(C(=O)OC(C)(C)C)C=CC=1CO/N=C/C=1C(C)=NN(C)C=1OC1=CC=CC=C1 YYJNOYZRYGDPNH-MFKUBSTISA-N 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
238000001914 filtration Methods 0.000 description 1
150000008282 halocarbons Chemical class 0.000 description 1
125000005059 halophenyl group Chemical group 0.000 description 1
239000004009 herbicide Substances 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
150000007529 inorganic bases Chemical class 0.000 description 1
INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
238000013508 migration Methods 0.000 description 1
230000005012 migration Effects 0.000 description 1
238000005065 mining Methods 0.000 description 1
125000004370 n-butenyl group Chemical group [H]\C([H])=C(/[H])C([H])([H])C([H])([H])* 0.000 description 1
125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
210000005036 nerve Anatomy 0.000 description 1
150000007530 organic bases Chemical class 0.000 description 1
230000001776 parthenogenetic effect Effects 0.000 description 1
125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
239000011574 phosphorus Substances 0.000 description 1
229910052698 phosphorus Inorganic materials 0.000 description 1
230000008635 plant growth Effects 0.000 description 1
239000004033 plastic Substances 0.000 description 1
238000000746 purification Methods 0.000 description 1
DWFZBUWUXWZWKD-UHFFFAOYSA-N pyridaben Chemical compound C1=CC(C(C)(C)C)=CC=C1CSC1=C(Cl)C(=O)N(C(C)(C)C)N=C1 DWFZBUWUXWZWKD-UHFFFAOYSA-N 0.000 description 1
125000004076 pyridyl group Chemical group 0.000 description 1
239000002994 raw material Substances 0.000 description 1
238000010992 reflux Methods 0.000 description 1
230000001105 regulatory effect Effects 0.000 description 1
238000011160 research Methods 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
239000004576 sand Substances 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
239000000741 silica gel Substances 0.000 description 1
229910002027 silica gel Inorganic materials 0.000 description 1
238000010898 silica gel chromatography Methods 0.000 description 1
239000007921 spray Substances 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
239000000375 suspending agent Substances 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
125000001544 thienyl group Chemical group 0.000 description 1
238000004809 thin layer chromatography Methods 0.000 description 1
238000002054 transplantation Methods 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
239000000230 xanthan gum Substances 0.000 description 1
229920001285 xanthan gum Polymers 0.000 description 1
229940082509 xanthan gum Drugs 0.000 description 1
235000010493 xanthan gum Nutrition 0.000 description 1

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Agricultural Chemicals And Associated Chemicals (AREA)
Plural Heterocyclic Compounds (AREA)

CA000580886A 1983-06-23 1988-10-21 Derives de pyridazinone, leur preparation, et compositions insecticides, acaricides et fongicides Expired - Lifetime CA1270830A (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA000580886A CA1270830A (fr)	1983-06-23	1988-10-21	Derives de pyridazinone, leur preparation, et compositions insecticides, acaricides et fongicides

Applications Claiming Priority (6)

Application Number	Priority Date	Filing Date	Title
JP113409/1983		1983-06-23
JP58113409A JPS604173A (ja)	1983-06-23	1983-06-23	ピリダジノン誘導体，その製造法および殺虫・殺ダニ・殺菌剤
JP13887883A JPH06761B2 (ja)	1983-07-29	1983-07-29	ピリダジノン誘導体および殺虫・殺ダニ・殺線虫剤
JP138878/1983		1983-07-29
CA000457326A CA1255676A (fr)	1983-06-23	1984-06-22	Derives de pyridazinone, leur preparation, et compositions insecticides, acaricides et fongicides
CA000580886A CA1270830A (fr)	1983-06-23	1988-10-21	Derives de pyridazinone, leur preparation, et compositions insecticides, acaricides et fongicides

Related Parent Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000457326A Division CA1255676A (fr)	1983-06-23	1984-06-22	Derives de pyridazinone, leur preparation, et compositions insecticides, acaricides et fongicides

Publications (1)

Publication Number	Publication Date
CA1270830A true CA1270830A (fr)	1990-06-26

Family

ID=27167450

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000580886A Expired - Lifetime CA1270830A (fr)	1983-06-23	1988-10-21	Derives de pyridazinone, leur preparation, et compositions insecticides, acaricides et fongicides

Country Status (1)

Country	Link
CA (1)	CA1270830A (fr)

1988
- 1988-10-21 CA CA000580886A patent/CA1270830A/fr not_active Expired - Lifetime

Legal Events

Date	Code	Title	Description
2007-06-26	MKEX	Expiry

Publication	Publication Date	Title
CA1255676A (fr)	1989-06-13	Derives de pyridazinone, leur preparation, et compositions insecticides, acaricides et fongicides
US5116404A (en)	1992-05-26	Uracil derivatives and pesticides containing the same as active ingredient
EP0199281B1 (fr)	1991-07-10	Dérivés de pyridazinone, leur préparation et compositions insecticides, acaricides, nématicides, fongicides
CA1264161A (fr)	1990-01-02	Derives de pyridazinone, leur preparation, et compositions insecticides, acaricides, nematicides et fongicides
WO2008134969A1 (fr)	2008-11-13	Composés benzamides et leurs applications
EP0232825B1 (fr)	1992-05-13	Dérivés de pyridazinone, leur préparation et compositions insecticides, acaricides, nématicides, fongicides
CA2013687A1 (fr)	1990-10-05	Pyridazones pourvues d'une activite insecticide et acaricide
JP2001342179A (ja)	2001-12-11	３−（１−フルオロエチル）−１−メチルピラゾール−４−カルボン酸アミド誘導体及び農園芸用の有害生物防除剤
JP2001342180A (ja)	2001-12-11	５−（１−フルオロエチル）−１−メチルピラゾール−４−カルボン酸アミド誘導体及び農園芸用の有害生物防除剤
CA1270830A (fr)	1990-06-26	Derives de pyridazinone, leur preparation, et compositions insecticides, acaricides et fongicides
JPH07116161B2 (ja)	1995-12-13	ピリダジノン誘導体
JPH06172321A (ja)	1994-06-21	置換アミノピリミジン誘導体、その製造法及びそれを有効成分とする有害生物駆除剤
US5525580A (en)	1996-06-11	Substituted benzoyl cyclic enone, process for preparation, and herbicide
US5494888A (en)	1996-02-27	6-chloro-2-(4,6-dimethoxypyrimidin-2-yl)oxybenzoic acid imino ester derivatives, processes for their production and a method for their application as herbicides
JPS63159372A (ja)	1988-07-02	ピリダジノン化合物および殺虫、殺ダニ、殺線虫剤
EP0283271A2 (fr)	1988-09-21	Dérivés de pyridazinone, procédé pour leur production et insecticides, acaricides et fongicides contenant ces dérivés comme principe actif
JP4491913B2 (ja)	2010-06-30	４−（１−フルオロエチル）ピリミジン−５−カルボン酸アミド誘導体及び農園芸用の有害生物防除剤
CA1237721A (fr)	1988-06-07	Derives de pyridazinone, leur preparation, et agents fongicides, insecticides, acaricides et nematocides pour l'horticulture et l'agriculture qui les renferment
JP2001335570A (ja)	2001-12-04	４−（１−フルオロエチル）−１，２，３−チアジアゾール−５−カルボン酸アミド誘導体及び農園芸用の有害生物防除剤
SI8411083A8 (sl)	1995-10-31	Postopek za pripravo derivatov 3(2h)-piridazinona
CA2002127A1 (fr)	1990-05-03	Benzoisothiazoles; preparation et utilisation comme pesticides
KR100291283B1 (ko)	2001-09-17	치환된벤조일고리형엔온,제조방법및제초제
AU672058B2 (en)	1996-09-19	Substituted benzoyl cyclic enone, process for preparation, and herbicide
KR820000849B1 (ko)	1982-05-17	1,4-벤조티아진 유도체의 제조방법
JPH0625155B2 (ja)	1994-04-06	ピリダジノン誘導体、その製造方法ならびに該誘導体を有効成分とする殺虫剤、殺ダニ剤および殺菌剤