FR2438046A1 - Nouveaux derives antimicrobiens de triazole, procede de preparation et composition pour combattre les champignons en contenant - Google Patents

Nouveaux derives antimicrobiens de triazole, procede de preparation et composition pour combattre les champignons en contenant

Info

Publication number
FR2438046A1
FR2438046A1 FR7924858A FR7924858A FR2438046A1 FR 2438046 A1 FR2438046 A1 FR 2438046A1 FR 7924858 A FR7924858 A FR 7924858A FR 7924858 A FR7924858 A FR 7924858A FR 2438046 A1 FR2438046 A1 FR 2438046A1
Authority
FR
France
Prior art keywords
group
phenyl
lower alkyl
alkyl
halo
Prior art date
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.)
Granted
Application number
FR7924858A
Other languages
English (en)
Other versions
FR2438046B1 (fr
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.)
Janssen Pharmaceutica NV
Original Assignee
Janssen Pharmaceutica NV
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.)
Filing date
Publication date
Application filed by Janssen Pharmaceutica NV filed Critical Janssen Pharmaceutica NV
Publication of FR2438046A1 publication Critical patent/FR2438046A1/fr
Application granted granted Critical
Publication of FR2438046B1 publication Critical patent/FR2438046B1/fr
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647—Triazoles; Hydrogenated triazoles
    • A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
    • C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D317/16—Radicals substituted by halogen atoms or nitro radicals

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

L'invention concerne un composé chimique choisi dans le consistant en un dérivé de 1H-1,2,4-triazole. Selon l'invention, il a pour formule : dans laquelle R1, R2 et R3 sont chacun indépendamment choisis dans le groupe consistant en hydrogène, alcoyle inférieur, alkyloxy inférieur, halo, nitro, cyano et trifluorométhyle; n est 0 ou 1; X est un élément choisi dans le groupe consistant en 0 et S; et R4 est un élément choisi dans le groupe consistant en alcoyle, mono-, di- et trihaloalcoyle, alkyloxy inférieur-alcoyle inférieur, mono-, di- et trihaloalkyloxy inférieur-alcoyle inférieur, alkényle inférieur, 2-propynyle, 3-halo-2-propynyle, cycloalcoyle, aryle, aryl-alcoyle inférieur, et aryl-alkényle inférieur, cet aryle étant choisi dans le groupe consistant en phényle et phényle substitué, le phényle substitué ayant de 1 à 3 substituants, chacun étant indépendamment choisi dans le groupe consistant en alcoyle inférieur, alkyloxy inférieur, halo, nitro, cyano, trifluorométhyle, phényle, phényloxy et phenylthio, à condition qu'un seul des substituants puisse être choisi dans le groupe consistant en phényle, phényloxy et phénylthio, et le phényle et la partie phényle du phényloxy et le phénylthio sont éventuellement substitués par des substituants, jusqu'à 3, chacun étant indépendamment choisi dans le groupe consistant en alcoyle inférieur, alkyloxy inférieur, halo, nitro, cyano et trifluorométhyle, à condition que quand n est 0, R4 soit autre qu'un alcoyle. L'invention concerne également les sels d'addition d'acides acceptables en phytopharmacie, les complexes de sels métalliques et les formes stéréochimiquement isomères. L'invention s'applique notamment à la préparation de fongicides.
FR7924858A 1978-10-06 1979-10-05 Nouveaux derives antimicrobiens de triazole, procede de preparation et composition pour combattre les champignons en contenant Granted FR2438046A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US94932978A 1978-10-06 1978-10-06
US06/053,640 US4338327A (en) 1978-10-06 1979-06-29 Substituted 1-(2-aryl-1,3-dioxolan-2-ylmethyl)-1H-1,2,4-triazoles

Publications (2)

Publication Number Publication Date
FR2438046A1 true FR2438046A1 (fr) 1980-04-30
FR2438046B1 FR2438046B1 (fr) 1983-03-25

Family

ID=26732083

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7924858A Granted FR2438046A1 (fr) 1978-10-06 1979-10-05 Nouveaux derives antimicrobiens de triazole, procede de preparation et composition pour combattre les champignons en contenant

Country Status (26)

Country Link
US (1) US4338327A (fr)
AR (1) AR224878A1 (fr)
AT (1) AT381617B (fr)
AU (1) AU529866B2 (fr)
BR (1) BR7906455A (fr)
CA (1) CA1137089A (fr)
CH (1) CH648843A5 (fr)
CS (1) CS228121B2 (fr)
DD (1) DD150142A5 (fr)
DE (1) DE2940133A1 (fr)
DK (1) DK417379A (fr)
ES (1) ES484797A1 (fr)
FR (1) FR2438046A1 (fr)
GB (1) GB2032921B (fr)
HU (1) HU186347B (fr)
IE (1) IE48685B1 (fr)
IL (1) IL58407A (fr)
IT (1) IT1164831B (fr)
MX (1) MX5867E (fr)
NL (1) NL7907372A (fr)
NZ (1) NZ191719A (fr)
PT (1) PT70280A (fr)
SE (1) SE434641B (fr)
TR (1) TR20859A (fr)
YU (1) YU42196B (fr)
ZW (1) ZW20279A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0050298A2 (fr) * 1980-10-16 1982-04-28 Hoechst Aktiengesellschaft 1-(1,3-dioxolan-2-ylméthyl)-azoles, procédé pour leur préparation et leur application
EP0221295A2 (fr) * 1985-11-04 1987-05-13 Montedison S.p.A. Dérivés azoliques à activité antifongique

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3171736D1 (en) * 1980-12-10 1985-09-12 Ciba Geigy Ag Microbicidal triazolyl methyl dioxolanes and their preparation
DE3404819A1 (de) * 1984-02-10 1985-08-14 Ludwig Heumann & Co GmbH, 8500 Nürnberg Neue 1,3-dioxolanylderivate, verfahren zu ihrer herstellung, ihre verwendung und diese verbindungen enthaltendes arzneimittel
DE3510203A1 (de) * 1985-03-21 1986-09-25 Bayer Ag, 5090 Leverkusen Neue iodpropargylether, ein verfahren zu ihrer herstellung und ihre verwendung
IT1204773B (it) * 1986-01-23 1989-03-10 Montedison Spa Azolilderivati fungicidi
IT1196528B (it) * 1986-07-21 1988-11-16 Donegani Guido Ist Azolilderivati ad attivita' antifungina
DE4132668C2 (de) * 1991-10-01 1993-09-30 Kammann Maschf Werner Vorrichtung und Verfahren zum Dekorieren eines kegelförmigen Körpers
US5952502A (en) * 1996-11-12 1999-09-14 Sepracor Inc. 2R,4S,R, S- and 2S,4R,R,S-hydroxyitraconazole
CN1102592C (zh) 1996-11-12 2003-03-05 塞普拉科公司 2r,4s,s,s－和2s,4r,s,s－羟基伊曲康唑
US6147077A (en) * 1999-04-29 2000-11-14 Sepracor Inc. 2R,4S-hydroxyitraconazole isomers
CN101302213B (zh) * 2008-06-30 2012-07-25 寿光富康制药有限公司 顺式-2-(2，4-二氯苯基)-2-([1，2，4]-***-1-甲基)-[1，3]二氧戊环-4-甲基甲磺酸酯的制备方法
CN103275073B (zh) * 2013-06-20 2015-09-30 湖南大学 2-(1,2,4-***-1-甲基)-2-(苯并呋喃-5-基)-1,3-二氧戊环及其应用
US10906857B2 (en) * 2017-06-16 2021-02-02 Rhodia Operations Process for the catalytic decarboxylative cross-ketonization of aryl and aliphatic carboxylic acid
WO2020166710A1 (fr) * 2019-02-15 2020-08-20 国立大学法人東北大学 Dérivé de 1, 3-dioxolane
CN111848600B (zh) * 2020-07-30 2021-12-07 沈阳药科大学 2,4,4-三取代二氢噁唑衍生物及其用途

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE863382A (nl) * 1977-01-31 1978-07-27 Janssen Pharmaceutica Nv Nieuwe 1h-imidazool- en 1h-1,2,4-triazool derivaten en werkwijzen voor hun bereiding en toepassing
BE863437A (nl) * 1977-01-31 1978-07-31 Janssen Pharmaceutica Nv Nieuwe heterocyclische derivaten van 1-(1,3-dioxolan-2-ylmethyl)-1h-imidazolen en 1h-1,2,4-triazolen, alsmede werkwijze voor het bereiden en toepassen daarvan

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4101666A (en) * 1975-10-06 1978-07-18 Janssen Pharmaceutica N.V. 1-(2-Ar-4-R-1,3-dioxolan-2-ylmethyl)imidazoles
US4267179A (en) * 1978-06-23 1981-05-12 Janssen Pharmaceutica, N.V. Heterocyclic derivatives of (4-phenylpiperazin-1-yl-aryloxymethyl-1,3-dioxolan-2-yl)methyl-1H-imidazoles and 1H-1,2,4-triazoles

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE863382A (nl) * 1977-01-31 1978-07-27 Janssen Pharmaceutica Nv Nieuwe 1h-imidazool- en 1h-1,2,4-triazool derivaten en werkwijzen voor hun bereiding en toepassing
BE863437A (nl) * 1977-01-31 1978-07-31 Janssen Pharmaceutica Nv Nieuwe heterocyclische derivaten van 1-(1,3-dioxolan-2-ylmethyl)-1h-imidazolen en 1h-1,2,4-triazolen, alsmede werkwijze voor het bereiden en toepassen daarvan
FR2378780A1 (fr) * 1977-01-31 1978-08-25 Janssen Pharmaceutica Nv Nouveaux derives heterocycliques de 1-(1,3-dioxolan-2-ylmethyl)-1h-imidazoles et 1h-1,2,4-triazoles utiles pour lutter contre des champignons et bacteries
FR2378778A1 (fr) * 1977-01-31 1978-08-25 Janssen Pharmaceutica Nv Nouveaux 1-(1,3-dioxolan-2-ylmethyl)-1h-imidazoles et 1h-1,2,4-triazoles utiles contre les champignons et les bacteries

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0050298A2 (fr) * 1980-10-16 1982-04-28 Hoechst Aktiengesellschaft 1-(1,3-dioxolan-2-ylméthyl)-azoles, procédé pour leur préparation et leur application
EP0050298A3 (fr) * 1980-10-16 1982-08-18 Hoechst Aktiengesellschaft 1-(1,3-dioxolan-2-ylméthyl)-azoles, procédé pour leur préparation et leur application
EP0221295A2 (fr) * 1985-11-04 1987-05-13 Montedison S.p.A. Dérivés azoliques à activité antifongique
EP0221295A3 (en) * 1985-11-04 1987-08-19 Montedison S.P.A. Azolyl-derivatives endowed with antifugal activity

Also Published As

Publication number Publication date
AR224878A1 (es) 1982-01-29
ZW20279A1 (en) 1981-05-20
NZ191719A (en) 1982-03-30
CS228121B2 (en) 1984-05-14
HU186347B (en) 1985-07-29
IE791891L (en) 1980-04-06
CH648843A5 (de) 1985-04-15
FR2438046B1 (fr) 1983-03-25
AU5148979A (en) 1981-04-09
PT70280A (en) 1979-11-01
AU529866B2 (en) 1983-06-23
DK417379A (da) 1980-04-07
SE434641B (sv) 1984-08-06
DD150142A5 (de) 1981-08-19
SE7908279L (sv) 1980-04-07
NL7907372A (nl) 1980-04-09
YU42196B (en) 1988-06-30
ATA652379A (de) 1986-04-15
DE2940133A1 (de) 1980-04-17
US4338327A (en) 1982-07-06
GB2032921B (en) 1983-01-19
GB2032921A (en) 1980-05-14
IE48685B1 (en) 1985-04-17
IL58407A (en) 1984-08-31
ES484797A1 (es) 1980-09-01
AT381617B (de) 1986-11-10
YU240079A (en) 1983-02-28
IL58407A0 (en) 1980-01-31
IT1164831B (it) 1987-04-15
CA1137089A (fr) 1982-12-07
TR20859A (tr) 1982-11-05
BR7906455A (pt) 1980-06-17
MX5867E (es) 1984-08-15
IT7950480A0 (it) 1979-10-05

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