IE790236L - Androstadiene derivative - Google Patents
Androstadiene derivativeInfo
- Publication number
- IE790236L IE790236L IE790236A IE23679A IE790236L IE 790236 L IE790236 L IE 790236L IE 790236 A IE790236 A IE 790236A IE 23679 A IE23679 A IE 23679A IE 790236 L IE790236 L IE 790236L
- Authority
- IE
- Ireland
- Prior art keywords
- beta
- chloromethyl
- derivative
- androstadiene
- chloride
- Prior art date
Links
- 150000001439 androstadienes Chemical class 0.000 title 1
- -1 iodomethyl Chemical group 0.000 abstract 2
- 230000009885 systemic effect Effects 0.000 abstract 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 abstract 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 abstract 1
- 206010061218 Inflammation Diseases 0.000 abstract 1
- 230000021736 acetylation Effects 0.000 abstract 1
- 238000006640 acetylation reaction Methods 0.000 abstract 1
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 230000032050 esterification Effects 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 abstract 1
- 230000004054 inflammatory process Effects 0.000 abstract 1
- 229910052740 iodine Inorganic materials 0.000 abstract 1
- 239000011630 iodine Substances 0.000 abstract 1
- 229910001510 metal chloride Inorganic materials 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J51/00—Normal steroids with unmodified cyclopenta(a)hydrophenanthrene skeleton not provided for in groups C07J1/00 - C07J43/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J3/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by one carbon atom
- C07J3/005—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by one carbon atom the carbon atom being part of a carboxylic function
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Rheumatology (AREA)
- Pharmacology & Pharmacy (AREA)
- Pain & Pain Management (AREA)
- Animal Behavior & Ethology (AREA)
- General Chemical & Material Sciences (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Steroid Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The novel compound according to Claim 1 has a high local anti-inflammatory action, but only relatively weak systemic actions; it can therefore be used for the local treatment of inflammations with a minimum risk of undesired systemic side effects. It is prepared by esterification of the corresponding 17 beta -carboxylic acid or a functional derivative thereof, in particular with a chloromethyl chloride, bromide or iodide, or by acetylation of the corresponding chloromethyl 17 alpha -hydroxy-17 beta -carboxylate, or by replacement of iodine or bromine by chlorine, e.g. by means of a metal chloride, in a corresponding iodomethyl or bromomethyl ester.
[FR2422688A1]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB513178 | 1978-02-08 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE790236L true IE790236L (en) | 1979-08-08 |
| IE47814B1 IE47814B1 (en) | 1984-06-27 |
Family
ID=9790294
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE236/79A IE47814B1 (en) | 1978-02-08 | 1979-02-07 | Chloromethyl 17alpha-acetoxy-9alpha fluoro-11beta-hydroxy-16beta-methyl-3-oxoandrosta-1,4-diene-17beta-carboxylate |
Country Status (20)
| Country | Link |
|---|---|
| JP (1) | JPS54145648A (en) |
| AT (1) | AT367771B (en) |
| AU (1) | AU520827B2 (en) |
| BE (1) | BE873996A (en) |
| CA (1) | CA1129407A (en) |
| CH (1) | CH639669A5 (en) |
| DE (1) | DE2904614A1 (en) |
| DK (1) | DK145578C (en) |
| ES (1) | ES477523A1 (en) |
| FI (1) | FI790403A7 (en) |
| FR (1) | FR2422688A1 (en) |
| IE (1) | IE47814B1 (en) |
| IL (1) | IL56613A (en) |
| IT (1) | IT1114534B (en) |
| NL (1) | NL7900967A (en) |
| NZ (1) | NZ189586A (en) |
| PT (1) | PT69192A (en) |
| SE (1) | SE435626B (en) |
| YU (1) | YU26779A (en) |
| ZA (1) | ZA79538B (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE449106B (en) * | 1980-07-10 | 1987-04-06 | Otsuka Pharma Co Ltd | STEROID WITH ANTI-INFLAMMATORY EFFECT AND COMPOSITION CONTAINING THIS |
| US5237070A (en) * | 1985-07-22 | 1993-08-17 | Riker Laboratories, Inc. | Substituted DI-t-butylphenols |
| JP4847112B2 (en) * | 2005-11-29 | 2011-12-28 | 株式会社マキタ | Gardening hair clipper |
| WO2012056201A2 (en) | 2010-10-27 | 2012-05-03 | Hovione Inter Limited | Electrophilic reagents for monohalomethylation,their preparation and their uses |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1384372A (en) * | 1971-01-20 | 1975-02-19 | Glaxo Lab Ltd | Dereivatives of 17alpha-hydroxyandrost-4-ene-17beta-carboxylic acids |
| GB1438940A (en) * | 1972-07-19 | 1976-06-09 | Glaxo Lab Ltd | 17beta-haloalkoxycarbonyl-17alpha-oxysteroids |
-
1979
- 1979-02-06 IT IT47909/79A patent/IT1114534B/en active
- 1979-02-07 AT AT0092379A patent/AT367771B/en not_active IP Right Cessation
- 1979-02-07 NL NL7900967A patent/NL7900967A/en not_active Application Discontinuation
- 1979-02-07 ZA ZA79538A patent/ZA79538B/en unknown
- 1979-02-07 IE IE236/79A patent/IE47814B1/en unknown
- 1979-02-07 CH CH121779A patent/CH639669A5/en not_active IP Right Cessation
- 1979-02-07 ES ES477523A patent/ES477523A1/en not_active Expired
- 1979-02-07 DK DK50179A patent/DK145578C/en active
- 1979-02-07 SE SE7901100A patent/SE435626B/en unknown
- 1979-02-07 FI FI790403A patent/FI790403A7/en unknown
- 1979-02-07 YU YU00267/79A patent/YU26779A/en unknown
- 1979-02-07 NZ NZ189586A patent/NZ189586A/en unknown
- 1979-02-07 FR FR7903085A patent/FR2422688A1/en active Granted
- 1979-02-07 BE BE0/193318A patent/BE873996A/en not_active IP Right Cessation
- 1979-02-07 JP JP1317379A patent/JPS54145648A/en active Pending
- 1979-02-07 CA CA321,032A patent/CA1129407A/en not_active Expired
- 1979-02-07 IL IL56613A patent/IL56613A/en unknown
- 1979-02-07 PT PT7969192A patent/PT69192A/en unknown
- 1979-02-07 DE DE19792904614 patent/DE2904614A1/en not_active Withdrawn
- 1979-02-08 AU AU44084/79A patent/AU520827B2/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| DK50179A (en) | 1979-08-09 |
| AT367771B (en) | 1982-07-26 |
| CA1129407A (en) | 1982-08-10 |
| JPS54145648A (en) | 1979-11-14 |
| IL56613A (en) | 1982-12-31 |
| IE47814B1 (en) | 1984-06-27 |
| DK145578B (en) | 1982-12-13 |
| IT1114534B (en) | 1986-01-27 |
| DK145578C (en) | 1983-05-09 |
| ATA92379A (en) | 1981-12-15 |
| AU4408479A (en) | 1979-08-16 |
| SE7901100L (en) | 1979-08-09 |
| FI790403A7 (en) | 1979-08-09 |
| IT7947909A0 (en) | 1979-02-06 |
| BE873996A (en) | 1979-08-07 |
| SE435626B (en) | 1984-10-08 |
| NL7900967A (en) | 1979-08-10 |
| ES477523A1 (en) | 1979-07-16 |
| YU26779A (en) | 1983-01-21 |
| DE2904614A1 (en) | 1979-08-09 |
| AU520827B2 (en) | 1982-03-04 |
| IL56613A0 (en) | 1979-05-31 |
| FR2422688A1 (en) | 1979-11-09 |
| ZA79538B (en) | 1980-02-27 |
| FR2422688B1 (en) | 1982-07-16 |
| CH639669A5 (en) | 1983-11-30 |
| NZ189586A (en) | 1981-01-23 |
| PT69192A (en) | 1979-03-01 |
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