DE2602770A1 - 1,3-dioxolan-2-ylmethylimidazole, verfahren zu ihrer herstellung und ihre verwendung als biozide - Google Patents

1,3-dioxolan-2-ylmethylimidazole, verfahren zu ihrer herstellung und ihre verwendung als biozide

Info

Publication number
DE2602770A1
DE2602770A1 DE19762602770 DE2602770A DE2602770A1 DE 2602770 A1 DE2602770 A1 DE 2602770A1 DE 19762602770 DE19762602770 DE 19762602770 DE 2602770 A DE2602770 A DE 2602770A DE 2602770 A1 DE2602770 A1 DE 2602770A1
Authority
DE
Germany
Prior art keywords
parts
dichlorophenyl
dioxolan
imidazole
ylmethyl
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
DE19762602770
Other languages
German (de)
English (en)
Inventor
Jan Heeres
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
Priority claimed from US05/544,157 external-priority patent/US3936470A/en
Application filed by Janssen Pharmaceutica NV filed Critical Janssen Pharmaceutica NV
Publication of DE2602770A1 publication Critical patent/DE2602770A1/de
Priority claimed from US05/732,828 external-priority patent/US4101664A/en
Granted legal-status Critical Current

Links

Classifications

    • 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
    • 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
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/09—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis
    • C07C29/10—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of ethers, including cyclic ethers, e.g. oxiranes
    • C07C29/103—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of ethers, including cyclic ethers, e.g. oxiranes of cyclic ethers
    • C07C29/106—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of ethers, including cyclic ethers, e.g. oxiranes of cyclic ethers of oxiranes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/36—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01—Preparation of ethers
    • C07C41/18—Preparation of ethers by reactions not forming ether-oxygen bonds
    • C07C41/30—Preparation of ethers by reactions not forming ether-oxygen bonds by increasing the number of carbon atoms, e.g. by oligomerisation
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/04—Compounds containing oxirane rings containing only hydrogen and carbon atoms in addition to the ring oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/08—Compounds containing oxirane rings with hydrocarbon radicals, substituted by halogen atoms, nitro radicals or nitroso radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
    • C07D303/18—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by etherified hydroxyl radicals
    • C07D303/20—Ethers with hydroxy compounds containing no oxirane rings
    • C07D303/22—Ethers with hydroxy compounds containing no oxirane rings with monohydroxy compounds
    • 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
    • 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
    • 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
    • C07D317/18—Radicals substituted by singly bound oxygen or sulfur atoms
    • C07D317/22—Radicals substituted by singly bound oxygen or sulfur atoms etherified
    • 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
    • C07D317/18—Radicals substituted by singly bound oxygen or sulfur atoms
    • C07D317/24—Radicals substituted by singly bound oxygen or sulfur atoms esterified
    • 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
    • C07D317/30—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Health & Medical Sciences (AREA)
  • Environmental Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Dentistry (AREA)
  • Plant Pathology (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Pest Control & Pesticides (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
DE19762602770 1975-01-27 1976-01-26 1,3-dioxolan-2-ylmethylimidazole, verfahren zu ihrer herstellung und ihre verwendung als biozide Granted DE2602770A1 (de)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US05/544,157 US3936470A (en) 1975-01-27 1975-01-27 1,3-Dioxolan-2-ylmethylimidazoles
US61986375A 1975-10-06 1975-10-06
US71099476A 1976-08-02 1976-08-02
US05/732,828 US4101664A (en) 1975-10-06 1976-10-15 1-(2-Ar-4-aryloxymethyl-1,3-dioxolan-2-ylmethyl)-imidazoles
US05/732,826 US4101666A (en) 1975-10-06 1976-10-15 1-(2-Ar-4-R-1,3-dioxolan-2-ylmethyl)imidazoles

Publications (1)

Publication Number Publication Date
DE2602770A1 true DE2602770A1 (de) 1976-07-29

Family

ID=27541875

Family Applications (1)

Application Number Title Priority Date Filing Date
DE19762602770 Granted DE2602770A1 (de) 1975-01-27 1976-01-26 1,3-dioxolan-2-ylmethylimidazole, verfahren zu ihrer herstellung und ihre verwendung als biozide

Country Status (8)

Country Link
JP (1) JPS6135196B2 (enrdf_load_stackoverflow)
AU (1) AU503981B2 (enrdf_load_stackoverflow)
CA (1) CA1065873A (enrdf_load_stackoverflow)
CH (1) CH626361A5 (enrdf_load_stackoverflow)
DE (1) DE2602770A1 (enrdf_load_stackoverflow)
FR (1) FR2298328A1 (enrdf_load_stackoverflow)
GB (1) GB1528639A (enrdf_load_stackoverflow)
NL (1) NL181906C (enrdf_load_stackoverflow)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2804096A1 (de) * 1977-01-31 1978-08-03 Janssen Pharmaceutica Nv 1-(1,3-dioxolan-2-ylmethyl)-1h-imidazole und -1h-1,2,4-triazole und deren salze, verfahren zu ihrer herstellung und ihre verwendung bei der bekaempfung pathogener pilze und bakterien
DE2803870A1 (de) * 1977-01-31 1978-08-03 Janssen Pharmaceutica Nv Heterocyclische derivate von 1-(1,3- dioxolan-2-ylmethyl)-1h- imidazolen und -1h-1,2,4-triazolen, verfahren zu ihrer herstellung und ihre verwendung bei der bekaempfung von fungi und bakterien
DE3039087A1 (de) 1980-10-16 1982-05-19 Hoechst Ag, 6000 Frankfurt 1-(1,3-dioxolan-2-ylmethyl)-azole, ihre salze, verfahren zu ihrer herstellung und ihre verwendung
US4640918A (en) * 1984-08-31 1987-02-03 Hoffmann-La Roche Inc. Substituted 2-phenyl-1,3-dioxolanes
EP0300413A3 (en) * 1987-07-20 1989-03-15 Ciba-Geigy Ag Microbiocidal agents

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH637392A5 (en) * 1978-07-24 1983-07-29 Janssen Pharmaceutica Nv 2-Phenyl-2-azolylmethyl-cyclohexa(d)-1,3-dioxolane derivatives, processes for their preparation, compositions containing these active substances as microbicides, and their use
CH634842A5 (en) * 1978-07-25 1983-02-28 Janssen Pharmaceutica Nv 2-Phenyl-2-(1(H)-imidazolylmethyl)-1,3-dioxane derivatives, processes for their preparation, microbicides containing these active substances, and their use
US4277486A (en) * 1979-03-09 1981-07-07 Syntex (U.S.A.) Inc. 1-[(Substituted-naphthyl)ethyl]-imidazole derivatives
US4321272A (en) * 1980-08-25 1982-03-23 Syntex (U.S.A.) Inc. Derivatives of substituted N-alkylimidazoles
DE3166517D1 (de) * 1980-11-24 1984-11-08 Janssen Pharmaceutica Nv Novel (2-aryl-4-phenylthioalkyl-1,3-dioxolan-2-yl-methyl)azole derivatives
DE3144318A1 (de) * 1981-11-07 1983-05-19 Bayer Ag, 5090 Leverkusen 2-imidazolylmethyl-2-phenyl-1, 3-dioxolane, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide
JPS58134089A (ja) * 1982-02-02 1983-08-10 Yoshiki Hamada １、３―ジオキソランベンザート誘導体，その製造法及び抗菌剤
WO2020166710A1 (ja) * 2019-02-15 2020-08-20 国立大学法人東北大学 １，３－ジオキソラン誘導体

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1911646A1 (de) * 1969-03-07 1970-09-24 Bayer Ag In alpha-Stellung durch fuenfgliedrige Heterocyclen substituierte N-Benzylimidazole mit antimykotischer Wirkung
US3575999A (en) * 1968-08-19 1971-04-20 Janssen Pharmaceutica Nv Ketal derivatives of imidazole
US3658813A (en) * 1970-01-13 1972-04-25 Janssen Pharmaceutica Nv 1-(beta-aryl-beta-(r-oxy)-ethyl)-imidazoles
US3717655A (en) * 1968-08-19 1973-02-20 Janssen Pharmaceutica Nv 1-(beta-aryl)ethyl-imidazole derivatives
DE2037610B2 (enrdf_load_stackoverflow) * 1970-07-29 1978-11-16 Bayer Ag
DE2041771B2 (de) * 1970-08-22 1978-11-23 Bayer Ag, 5090 Leverkusen derivate

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3575999A (en) * 1968-08-19 1971-04-20 Janssen Pharmaceutica Nv Ketal derivatives of imidazole
US3717655A (en) * 1968-08-19 1973-02-20 Janssen Pharmaceutica Nv 1-(beta-aryl)ethyl-imidazole derivatives
US3793453A (en) * 1968-08-19 1974-02-19 Janssen Pharmaceutica Nv Fungicidal and bactericidal composition and method containing 1-(beta-aryl) ethyl-imidazole ketals
DE1911646A1 (de) * 1969-03-07 1970-09-24 Bayer Ag In alpha-Stellung durch fuenfgliedrige Heterocyclen substituierte N-Benzylimidazole mit antimykotischer Wirkung
US3658813A (en) * 1970-01-13 1972-04-25 Janssen Pharmaceutica Nv 1-(beta-aryl-beta-(r-oxy)-ethyl)-imidazoles
DE2037610B2 (enrdf_load_stackoverflow) * 1970-07-29 1978-11-16 Bayer Ag
DE2041771B2 (de) * 1970-08-22 1978-11-23 Bayer Ag, 5090 Leverkusen derivate

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
Antibiotika-Fibel, 4. Auflage 1975, S. 682-690, Georg Thieme Verlag, Stutt- gart *
Journal Med Chem 12 (1969) S. 784-791 *

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2804096A1 (de) * 1977-01-31 1978-08-03 Janssen Pharmaceutica Nv 1-(1,3-dioxolan-2-ylmethyl)-1h-imidazole und -1h-1,2,4-triazole und deren salze, verfahren zu ihrer herstellung und ihre verwendung bei der bekaempfung pathogener pilze und bakterien
DE2803870A1 (de) * 1977-01-31 1978-08-03 Janssen Pharmaceutica Nv Heterocyclische derivate von 1-(1,3- dioxolan-2-ylmethyl)-1h- imidazolen und -1h-1,2,4-triazolen, verfahren zu ihrer herstellung und ihre verwendung bei der bekaempfung von fungi und bakterien
DE3039087A1 (de) 1980-10-16 1982-05-19 Hoechst Ag, 6000 Frankfurt 1-(1,3-dioxolan-2-ylmethyl)-azole, ihre salze, verfahren zu ihrer herstellung und ihre verwendung
US4640918A (en) * 1984-08-31 1987-02-03 Hoffmann-La Roche Inc. Substituted 2-phenyl-1,3-dioxolanes
US4720546A (en) * 1984-08-31 1988-01-19 Hoffman-La Roche Inc. Intermediates for the preparation of substituted 2-phenyl-1,3-dioxolanes
EP0300413A3 (en) * 1987-07-20 1989-03-15 Ciba-Geigy Ag Microbiocidal agents

Also Published As

Publication number Publication date
FR2298328A1 (fr) 1976-08-20
CH626361A5 (en) 1981-11-13
JPS51100073A (enrdf_load_stackoverflow) 1976-09-03
CA1065873A (en) 1979-11-06
GB1528639A (en) 1978-10-18
NL181906C (nl) 1987-12-01
NL7514381A (nl) 1976-07-29
AU1049676A (en) 1977-07-28
FR2298328B1 (enrdf_load_stackoverflow) 1978-08-18
NL181906B (nl) 1987-07-01
AU503981B2 (en) 1979-09-27
JPS6135196B2 (enrdf_load_stackoverflow) 1986-08-12

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Free format text: TAUCHNER, P., DIPL.-CHEM. DR.RER.NAT. HEUNEMANN, D., DIPL.-PHYS. DR.RER.NAT. RAUH, P., DIPL.-CHEM. DR.RER.NAT., PAT.-ANWAELTE, 8000 MUENCHEN