CA1047399A - Compose fongicide pour l'agriculture - Google Patents

Compose fongicide pour l'agriculture

Info

Publication number: CA1047399A
Authority: CA; Canada
Prior art keywords: dichlorophenyl; urazole; methyl; fungicidal composition; carrier
Prior art date: 1974-12-06
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

Application number

CA241,408A

Other languages

English (en)

Other versions

CA241408S (en

Inventor

Taichiro Shigematsu

Tetsuya Shibahara

Makoto Nakazawa

Toshio Munakata

Masayuki Tomida

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.)

Mitsubishi Chemical Corp

Original Assignee

Mitsubishi Chemical Industries Ltd

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.)

1974-12-06

Filing date

1975-12-05

Publication date

1979-01-30

1974-12-06 Priority claimed from JP49140224A external-priority patent/JPS5167728A/ja

1974-12-13 Priority claimed from JP49143183A external-priority patent/JPS5170820A/ja

1975-12-05 Application filed by Mitsubishi Chemical Industries Ltd filed Critical Mitsubishi Chemical Industries Ltd

1979-01-30 Application granted granted Critical

1979-01-30 Publication of CA1047399A publication Critical patent/CA1047399A/fr

Status Expired legal-status Critical Current

Links

230000000855 fungicidal effect Effects 0.000 title claims abstract description 29
239000000203 mixture Substances 0.000 title claims abstract description 22
UDATXMIGEVPXTR-UHFFFAOYSA-N 1,2,4-triazolidine-3,5-dione Chemical class O=C1NNC(=O)N1 UDATXMIGEVPXTR-UHFFFAOYSA-N 0.000 claims abstract description 13
150000001875 compounds Chemical class 0.000 claims description 32
-1 thiocarbamoyl Chemical group 0.000 claims description 18
238000000034 method Methods 0.000 claims description 11
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 10
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 10
229910052760 oxygen Inorganic materials 0.000 claims description 10
239000001301 oxygen Substances 0.000 claims description 10
229910052717 sulfur Inorganic materials 0.000 claims description 10
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 8
125000000217 alkyl group Chemical group 0.000 claims description 8
239000011593 sulfur Substances 0.000 claims description 8
OOKCIQZMGPNKTQ-UHFFFAOYSA-N 4-(3,5-dichlorophenyl)-1,2-dimethyl-1,2,4-triazolidine-3,5-dione Chemical compound O=C1N(C)N(C)C(=O)N1C1=CC(Cl)=CC(Cl)=C1 OOKCIQZMGPNKTQ-UHFFFAOYSA-N 0.000 claims description 5
125000002252 acyl group Chemical group 0.000 claims description 5
125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 5
125000002947 alkylene group Chemical group 0.000 claims description 5
125000003342 alkenyl group Chemical group 0.000 claims description 4
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125000004432 carbon atom Chemical group C* 0.000 claims description 4
125000001424 substituent group Chemical group 0.000 claims description 4
FMAJFYOMTJLUQM-UHFFFAOYSA-N 4-(3,5-dichlorophenyl)-1-methyl-2-phenyl-1,2,4-triazolidine-3,5-dione Chemical compound O=C1N(C=2C=C(Cl)C=C(Cl)C=2)C(=O)N(C)N1C1=CC=CC=C1 FMAJFYOMTJLUQM-UHFFFAOYSA-N 0.000 claims description 3
125000004414 alkyl thio group Chemical group 0.000 claims description 3
125000003118 aryl group Chemical group 0.000 claims description 3
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
229910052736 halogen Inorganic materials 0.000 claims description 3
150000002367 halogens Chemical class 0.000 claims description 3
241000233866 Fungi Species 0.000 claims 6
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125000000304 alkynyl group Chemical group 0.000 claims 3
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 3
ZPDYXWCBXQWHAI-UHFFFAOYSA-N 5-sulfanylidene-1,2,4-triazolidin-3-one Chemical compound O=C1NNC(=S)N1 ZPDYXWCBXQWHAI-UHFFFAOYSA-N 0.000 claims 2
125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims 2
YSMYYQCSGATMJB-UHFFFAOYSA-N 4-(3,5-dichlorophenyl)-1-methyl-1,2,4-triazolidine-3,5-dione Chemical compound O=C1N(C)NC(=O)N1C1=CC(Cl)=CC(Cl)=C1 YSMYYQCSGATMJB-UHFFFAOYSA-N 0.000 claims 1
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LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 31
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OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
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HCQSIVSKXQMCIF-UHFFFAOYSA-N 4-(3,5-dichlorophenyl)-1,2,4-triazolidine-3,5-dione Chemical compound ClC1=CC(Cl)=CC(N2C(NNC2=O)=O)=C1 HCQSIVSKXQMCIF-UHFFFAOYSA-N 0.000 description 4
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229910052708 sodium Inorganic materials 0.000 description 4
239000011734 sodium Substances 0.000 description 4
XEFUJGURFLOFAN-UHFFFAOYSA-N 1,3-dichloro-5-isocyanatobenzene Chemical compound ClC1=CC(Cl)=CC(N=C=O)=C1 XEFUJGURFLOFAN-UHFFFAOYSA-N 0.000 description 3
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229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
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238000004458 analytical method Methods 0.000 description 3
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238000001816 cooling Methods 0.000 description 3
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CYQAYERJWZKYML-UHFFFAOYSA-N phosphorus pentasulfide Chemical compound S1P(S2)(=S)SP3(=S)SP1(=S)SP2(=S)S3 CYQAYERJWZKYML-UHFFFAOYSA-N 0.000 description 3
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QPUYECUOLPXSFR-UHFFFAOYSA-N 1-methylnaphthalene Chemical compound C1=CC=C2C(C)=CC=CC2=C1 QPUYECUOLPXSFR-UHFFFAOYSA-N 0.000 description 2
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229910052700 potassium Inorganic materials 0.000 description 1
239000011591 potassium Substances 0.000 description 1
XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
239000000376 reactant Substances 0.000 description 1
230000036647 reaction Effects 0.000 description 1
239000000600 sorbitol Substances 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
238000005507 spraying Methods 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
231100000419 toxicity Toxicity 0.000 description 1
230000001988 toxicity Effects 0.000 description 1
238000011282 treatment Methods 0.000 description 1
ILWRPSCZWQJDMK-UHFFFAOYSA-N triethylazanium;chloride Chemical compound Cl.CCN(CC)CC ILWRPSCZWQJDMK-UHFFFAOYSA-N 0.000 description 1
239000010455 vermiculite Substances 0.000 description 1
229910052902 vermiculite Inorganic materials 0.000 description 1
235000019354 vermiculite Nutrition 0.000 description 1
235000015099 wheat brans Nutrition 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/04—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having less than three double bonds between ring members or between ring members and non-ring members
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
- C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D249/12—Oxygen or sulfur atoms

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Plural Heterocyclic Compounds (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

CA241,408A 1974-12-06 1975-12-05 Compose fongicide pour l'agriculture Expired CA1047399A (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
JP49140224A JPS5167728A (en)	1974-12-06	1974-12-06	Noengeiyosatsukinzai
JP49143183A JPS5170820A (en)	1974-12-13	1974-12-13	Noengeiyosatsukinzai

Publications (1)

Publication Number	Publication Date
CA1047399A true CA1047399A (fr)	1979-01-30

Family

ID=26472819

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA241,408A Expired CA1047399A (fr)	1974-12-06	1975-12-05	Compose fongicide pour l'agriculture

Country Status (9)

Country	Link
AU (1)	AU503321B2 (fr)
BR (1)	BR7508049A (fr)
CA (1)	CA1047399A (fr)
DE (1)	DE2554866A1 (fr)
ES (6)	ES443296A1 (fr)
FR (1)	FR2293147A1 (fr)
GB (1)	GB1497189A (fr)
IT (1)	IT1051334B (fr)
NL (1)	NL7514191A (fr)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4276420A (en) *	1978-05-24	1981-06-30	Chevron Research Company	Herbicidal and plant-growth-regulating 1,2,4-trisubstituted-1,2,4-triazolidin-3-one-5-thione
US4326878A (en) *	1979-02-09	1982-04-27	Chevron Research	Herbicidal and plant-growth-regulating 1,2,4-trisubstituted-1,2,4-triazolidin-3,5-dithiones
IT1113389B (it) *	1979-05-11	1986-01-20	Montedison Spa	Pirazolo-triazolo-trioni antibotritici
DE3027551A1 (de) *	1980-07-21	1982-02-18	Bayer Ag, 5090 Leverkusen	Neue hydroxialkyl-1,2,4-triazolidin-3,5-dione und ein verfahren zu ihrer herstellung
US4866058A (en) *	1988-07-27	1989-09-12	Izydore Robert A	Method for control of hyperlipidemia
US5034528A (en) *	1988-07-27	1991-07-23	North Carolina Central University	Compositions for the control of hyperlipidemia
BR112015031291A2 (pt)	2013-06-20	2017-07-25	Bayer Cropscience Ag	derivados de sulfureto de arila e derivados de arilalquil sulfóxido como acaricidas e inseticidas
ES2712211T3 (es)	2013-06-20	2019-05-09	Bayer Cropscience Ag	Derivados de arilsulfuro y arilsulfóxido acaricidas e insecticidas
ES2728531T3 (es)	2013-07-08	2019-10-25	Bayer Cropscience Ag	Derivados de arilsulfuro y arilsulfóxido de seis miembros enlazados con C-N como agentes para combatir parásitos
AR102942A1 (es)	2014-12-11	2017-04-05	Bayer Cropscience Ag	Derivados de arilsulfuro y arilsulfóxido de cinco miembros c-n-conectados, como plaguicidas

1975
- 1975-12-02 AU AU87160/75A patent/AU503321B2/en not_active Expired
- 1975-12-04 BR BR7508049A patent/BR7508049A/pt unknown
- 1975-12-04 IT IT6998475A patent/IT1051334B/it active
- 1975-12-05 CA CA241,408A patent/CA1047399A/fr not_active Expired
- 1975-12-05 NL NL7514191A patent/NL7514191A/xx not_active Application Discontinuation
- 1975-12-05 DE DE19752554866 patent/DE2554866A1/de not_active Withdrawn
- 1975-12-05 FR FR7537365A patent/FR2293147A1/fr active Granted
- 1975-12-06 ES ES443296A patent/ES443296A1/es not_active Expired
- 1975-12-08 GB GB5027775A patent/GB1497189A/en not_active Expired
1977
- 1977-05-11 ES ES458721A patent/ES458721A1/es not_active Expired
- 1977-05-11 ES ES458720A patent/ES458720A1/es not_active Expired
- 1977-05-11 ES ES458719A patent/ES458719A1/es not_active Expired
- 1977-09-12 ES ES462305A patent/ES462305A1/es not_active Expired
- 1977-09-12 ES ES462304A patent/ES462304A1/es not_active Expired

Also Published As

Publication number	Publication date
ES462304A1 (es)	1978-05-16
ES458720A1 (es)	1978-08-01
BR7508049A (pt)	1976-08-24
DE2554866A1 (de)	1976-06-16
ES458719A1 (es)	1978-07-16
ES443296A1 (es)	1977-09-01
ES462305A1 (es)	1978-05-16
AU8716075A (en)	1977-06-09
FR2293147B1 (fr)	1978-05-12
GB1497189A (en)	1978-01-05
AU503321B2 (en)	1979-08-30
IT1051334B (it)	1981-04-21
FR2293147A1 (fr)	1976-07-02
NL7514191A (nl)	1976-06-09
ES458721A1 (es)	1978-11-16

Publication	Publication Date	Title
EP0104532B1 (fr)	1986-12-03	Dérivés d'un acide o-halobenzoique, leur procédé de préparation, compositions herbicides et leur utilisation
KR950012564B1 (ko)	1995-10-19	N-인단일 카르복시아미드 유도체 및 이 유도체를 활성성분으로 함유하는 농업/원예용 살진균제
DE69637161T2 (de)	2007-10-25	Schädlingsbekämpfungsmittel für Landwirtschaft und Gartenbau und Verfahren zur Bekämpfung von Schädlingen
CA1047399A (fr)	1979-01-30	Compose fongicide pour l'agriculture
EP0328001B1 (fr)	1993-08-11	Composés de benzoxazinone et composition herbicide les contenant
IL44710A (en)	1977-12-30	1-phenyl-2-azolyl-formamidines their preparation and their use as herbicides
US3828094A (en)	1974-08-06	Substituted ureidophenylguanidines
US3965107A (en)	1976-06-22	Isothiazolopyridinones
CA1108618A (fr)	1981-09-08	1, 2, 3-thiadiazol-3-in-5-ylidene urees, procede de preparation et utilisation pour regler la croissance des plantes
EP0030676A1 (fr)	1981-06-24	Dérivés d'acide phénoxybenzoique, procédé pour leur préparation et leur utilisation comme herbicides et comme agents de régulation de la croissance des plantes
US3843669A (en)	1974-10-22	Certain carbamoyloxyimino-azolidines
US4221817A (en)	1980-09-09	Method for the control of phytopathogenic fungi using phenylalkoxyphenylurea compounds
KR910008181B1 (ko)	1991-10-10	살균성 아닐린 유도체의 제조방법
IL33362A (en)	1972-07-26	Omega-cyanoalkylcarbamylbenzimidazoles,their production and pesticidal and antibacterial compositions containing them
DE69823191T2 (de)	2004-08-19	1,2,3-thiadiazol-derivate, mittel zur kontrolle von pflanzenkrankheiten und methode zu seiner anwendung
DD248357A5 (de)	1987-08-05	Verfahren zur herstellung von 9,10-phenonthrendion-derivaten
EP0384889A2 (fr)	1990-08-29	Agent pour protéger les plantes des maladies
US3974286A (en)	1976-08-10	S-Triazolo [5,1-b]benzothiazoles as fungicidal agents
US4049820A (en)	1977-09-20	Substituted urazole and thiourazole compounds as agricultural fungicidal agents
US3450818A (en)	1969-06-17	Simultaneously effective antifungal and insecticidal or acaricidal pesticides
JPS6025427B2 (ja)	1985-06-18	アシル化イミダゾリル−ｏ，ｎ−アセタ−ル、その製造法および殺菌用組成物
US4560694A (en)	1985-12-24	Fungicidal alkylene(cycloalkylene)-bis-heterocyclyl-biguanides
US3972928A (en)	1976-08-03	Regulating plant growth with quaternary phosphonium aliphatic carboxamide salts
DE68928885T2 (de)	1999-05-20	1-Dimethylcarbamoyl-1H-1,2,4-triazole-substituiert in Stellungen 3 und 5
EP0123931A2 (fr)	1984-11-07	Dérivés du furane ayant une activité fongicide