GB1445707A - Imidazolyl-indane and imidazolyl-tetralin derivatives - Google Patents
Imidazolyl-indane and imidazolyl-tetralin derivativesInfo
- 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
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)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (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.
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)
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)
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)
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 |
-
1972
- 1972-09-09 DE DE19722244761 patent/DE2244761A1/en active Pending
-
1973
- 1973-08-20 GB GB3928873A patent/GB1445707A/en not_active Expired
- 1973-09-05 AT AT770673A patent/AT323737B/en not_active IP Right Cessation
- 1973-09-07 FR FR7332334A patent/FR2198752B1/fr not_active Expired
- 1973-09-07 HU HUSE000443 patent/HU165751B/hu unknown
- 1973-09-07 DD DD17335873A patent/DD107459A5/xx unknown
- 1973-09-07 BE BE135437A patent/BE804599A/en unknown
- 1973-09-07 NL NL7312417A patent/NL7312417A/xx unknown
- 1973-09-10 JP JP48102008A patent/JPS4962467A/ja active Pending
Cited By (9)
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 |
---|---|
HU165751B (en) | 1974-10-28 |
AT323737B (en) | 1975-07-25 |
ATA770674A (en) | 1975-01-15 |
DE2244761A1 (en) | 1974-03-14 |
FR2198752B1 (en) | 1976-09-03 |
BE804599A (en) | 1974-03-07 |
DD107459A5 (en) | 1974-08-05 |
JPS4962467A (en) | 1974-06-17 |
FR2198752A1 (en) | 1974-04-05 |
NL7312417A (en) | 1974-03-12 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PLNP | Patent lapsed through nonpayment of renewal fees |