GB1445707A - Imidazolyl-indane and imidazolyl-tetralin derivatives - Google Patents

Imidazolyl-indane and imidazolyl-tetralin derivatives

Info

Publication number
GB1445707A
GB1445707A GB3928873A GB3928873A GB1445707A GB 1445707 A GB1445707 A GB 1445707A GB 3928873 A GB3928873 A GB 3928873A GB 3928873 A GB3928873 A GB 3928873A GB 1445707 A GB1445707 A GB 1445707A
Authority
GB
United Kingdom
Prior art keywords
formula
compounds
reacting
imidazolyl
solvent
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.)
Expired
Application number
GB3928873A
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.)
Bayer Pharma AG
Original Assignee
Schering AG
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 Schering AG filed Critical Schering AG
Publication of GB1445707A publication Critical patent/GB1445707A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D499/00—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
    • 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
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

1445707 Imidazolyl-indane and -tetralin derivatives SCHERING AG 20 Aug 1973 [9 Sept 1972] 39288/73 Heading C2C The invention comprises the cis- and transisomers and mixtures thereof of compounds of the formula wherein R 1 and R 2 are hydrogen or halogen atoms, R 3 , R 4 , R 5 , R 6 and R 7 are hydrogen, halogen, NO 2 , (C 1-4 ) alkyl or alkoxy or phenyl groups or two adjacent symbols selected from R 3 , R 4 , R 5 , R 6 and R 7 together with the benzene ring form a naphthalene ring system and n is 1 2, and also physiologically tolerable salts thereof with acids. They may be obtained by reacting a compound of the formula with a compound of the formula wherein X is halogen or a reactive ester group, in the presence of an alkali metal base, and if required, the resulting compound is converted into a physiologically tolerable salt thereof with an acid. Examples are given for the production of these compounds. The compounds of Formula I have good pharmaceutical activity against dermatophytes and may be applied orally or externally. The compounds of Formula II may be obtained by either (a) reacting a 1-indanone or 1- tetralone appropriately substituted in the benzene ring in a solvent with Br 2 to give a bromo-ketone which is then reacted with imidazole in a solvent and reduced with a reducing agent, e.g. NaBH 4 , or (b) reducing the bromoketone obtained by method (a) with a reducing agent, e.g. NaBH 4 , to the bromohydrin and reacting this bromohydrin with imidazole in a solvent.
GB3928873A 1972-09-09 1973-08-20 Imidazolyl-indane and imidazolyl-tetralin derivatives Expired GB1445707A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19722244761 DE2244761A1 (en) 1972-09-09 1972-09-09 INDAN AND TETRALINE DERIVATIVES

Publications (1)

Publication Number Publication Date
GB1445707A true GB1445707A (en) 1976-08-11

Family

ID=5856137

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3928873A Expired GB1445707A (en) 1972-09-09 1973-08-20 Imidazolyl-indane and imidazolyl-tetralin derivatives

Country Status (9)

Country Link
JP (1) JPS4962467A (en)
AT (1) AT323737B (en)
BE (1) BE804599A (en)
DD (1) DD107459A5 (en)
DE (1) DE2244761A1 (en)
FR (1) FR2198752B1 (en)
GB (1) GB1445707A (en)
HU (1) HU165751B (en)
NL (1) NL7312417A (en)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0054233A1 (en) * 1980-12-12 1982-06-23 Schering Corporation Novel benzo(b)thiophenes, benzo(b)furans, thiochromans and chromans, processes for their preparation and antimicrobial compositions containing them
US4431816A (en) * 1980-12-12 1984-02-14 Schering Corporation 2,3-Dihydro-2-(imidazolylmethyl)benzo(b)thiophenes
US4468404A (en) * 1980-12-12 1984-08-28 Schering Corporation 3-Aralkyloxy-2,3-dihydro-2-(triazolymethyl)benzo(b)thiophenes
US4492707A (en) * 1981-07-23 1985-01-08 Farmitalia Carlo Erba S.P.A. N-Imidazolyl derivatives of 1,2,3,4-tetrahydro-naphthalene and indan
US5091539A (en) * 1984-02-03 1992-02-25 Shionogi & Co., Ltd. Azolyl cycloalkanol derivatives and agricultural fungicides
US5204364A (en) * 1988-10-06 1993-04-20 Farmitalia Carlo Erba, S.R.L. N-imidazolyl- and n-imidazolylmethyl-derivatives of substituted bicyclic compounds
US6956129B2 (en) 2001-02-16 2005-10-18 Bayer Aktiengesellschaft Polyhalogen-substituted cinnamic acids and cinnamic acid derivatives and a process for the preparation of polyhalogen-substituted cinnamic acids and cinnamic acid derivatives

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ATE24900T1 (en) * 1982-04-22 1987-01-15 Ici Plc ANTIFUNGIC AZOLYL-PHENYL SUBSTITUTED ALICYCLIC ALCOHOLS.
TW318184B (en) * 1991-11-30 1997-10-21 Hoechst Ag
EP2368876A1 (en) * 2010-03-01 2011-09-28 Sanofi Derivatives of aminoindanes, their preparation and their application in therapeutics

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3636002A (en) * 1969-12-15 1972-01-18 Janssen Pharmaceutica Nv 1-(2-halobenzyloxy-1-indanyl)-imidazoles

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0054233A1 (en) * 1980-12-12 1982-06-23 Schering Corporation Novel benzo(b)thiophenes, benzo(b)furans, thiochromans and chromans, processes for their preparation and antimicrobial compositions containing them
US4352808A (en) * 1980-12-12 1982-10-05 Schering Corporation 3-Aralkyloxy-2,3-dihydro-2-(imidazolylmethyl)benzo(b)thiophenes and related derivatives, their use as antimicrobials and pharmaceutical formulations useful therefore
US4431816A (en) * 1980-12-12 1984-02-14 Schering Corporation 2,3-Dihydro-2-(imidazolylmethyl)benzo(b)thiophenes
US4468404A (en) * 1980-12-12 1984-08-28 Schering Corporation 3-Aralkyloxy-2,3-dihydro-2-(triazolymethyl)benzo(b)thiophenes
US4492707A (en) * 1981-07-23 1985-01-08 Farmitalia Carlo Erba S.P.A. N-Imidazolyl derivatives of 1,2,3,4-tetrahydro-naphthalene and indan
US5091539A (en) * 1984-02-03 1992-02-25 Shionogi & Co., Ltd. Azolyl cycloalkanol derivatives and agricultural fungicides
US5204364A (en) * 1988-10-06 1993-04-20 Farmitalia Carlo Erba, S.R.L. N-imidazolyl- and n-imidazolylmethyl-derivatives of substituted bicyclic compounds
US6956129B2 (en) 2001-02-16 2005-10-18 Bayer Aktiengesellschaft Polyhalogen-substituted cinnamic acids and cinnamic acid derivatives and a process for the preparation of polyhalogen-substituted cinnamic acids and cinnamic acid derivatives
US7381832B2 (en) 2001-02-16 2008-06-03 Lanxess Deutschland Gmbh Polyhalogen-substituted cinnamic acids and cinnamic acid derivatives and a process for the preparation of polyhalogen-substituted cinnamic acids and cinnamic acid derivatives

Also Published As

Publication number Publication date
NL7312417A (en) 1974-03-12
DE2244761A1 (en) 1974-03-14
HU165751B (en) 1974-10-28
FR2198752A1 (en) 1974-04-05
JPS4962467A (en) 1974-06-17
ATA770674A (en) 1975-01-15
FR2198752B1 (en) 1976-09-03
DD107459A5 (en) 1974-08-05
BE804599A (en) 1974-03-07
AT323737B (en) 1975-07-25

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Legal Events

Date Code Title Description
PS Patent sealed
PLNP Patent lapsed through nonpayment of renewal fees