SE7509651L - STEROIDS - Google Patents
STEROIDSInfo
- Publication number
- SE7509651L SE7509651L SE7509651A SE7509651A SE7509651L SE 7509651 L SE7509651 L SE 7509651L SE 7509651 A SE7509651 A SE 7509651A SE 7509651 A SE7509651 A SE 7509651A SE 7509651 L SE7509651 L SE 7509651L
- Authority
- SE
- Sweden
- Prior art keywords
- compounds
- formula
- steroids
- radical
- alpha
- Prior art date
Links
Classifications
-
- 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)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Steroid Compounds (AREA)
Abstract
Steroids with antiinflammatory activity and the formula I in which R' is methyl, ethyl, n-propyl or isopropyl; R'' is methyl, chloromethyl, fluoromethyl, bromomethyl, iodomethyl, 2-fluoroethyl, 2-chloroethyl, 2-bromoethyl or 2-iodoethyl; X is hydrogen or fluorine; and @ is a single or double bond are prepared by esterifying or transesterifying, respectively, with an agent supplying the radical R'' or the radical R', respectively, a corresponding 17 alpha -acyloxy-17ss-carboxylic acid or a functional derivative thereof or a 17 alpha -hydroxy-17ss-carboxylate. Resulting DELTA <1>-steroids of the formula I can subsequently be reduced to the corresponding saturated compounds or resulting 1,2-saturated compounds can be dehydrogenated to the corresponding DELTA <1> compounds. In addition, halogen substituents present in the group R'' can be replaced by other halogens; thus, for example, compounds of the formula I in which R'' is an alkyl group substituted by chlorine, bromine or iodine can be converted by this exchange reaction to the corresponding fluoroalkyl compounds. The compounds of the formula I are distinguished by very good antiinflammatory activity and can be converted into pharmaceuticals for topical or internal administration. <IMAGE>
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB38090/74A GB1514476A (en) | 1974-08-30 | 1974-08-30 | Alkyl and haloalkyl androst-4-ene and androsta-1,4-diene-17beta-carboxylates |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| SE7509651L true SE7509651L (en) | 1976-03-01 |
| SE405976B SE405976B (en) | 1979-01-15 |
Family
ID=10401112
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SE7509651A SE405976B (en) | 1974-08-30 | 1975-08-29 | PROCEDURE FOR THE PRODUCTION OF ANTI-INFLAMMATORY STEROIDS BELONGING TO THE ANDROSTAN SERIES |
Country Status (11)
| Country | Link |
|---|---|
| JP (1) | JPS5148649A (en) |
| BE (1) | BE832889A (en) |
| CH (1) | CH612686A5 (en) |
| DE (1) | DE2538595A1 (en) |
| DK (1) | DK136074B (en) |
| FR (1) | FR2282899A1 (en) |
| GB (1) | GB1514476A (en) |
| IE (1) | IE41663B1 (en) |
| NL (1) | NL7510226A (en) |
| SE (1) | SE405976B (en) |
| ZA (1) | ZA755553B (en) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH628355A5 (en) * | 1976-02-24 | 1982-02-26 | Ciba Geigy Ag | METHOD FOR PRODUCING NEW ANDROSTADIEN-17BETA-CARBONIC ACIDS AND THEIR ESTERS AND SALTS. |
| CH614960A5 (en) * | 1976-04-15 | 1979-12-28 | Ciba Geigy Ag | |
| DE2809491A1 (en) * | 1977-03-09 | 1978-09-14 | Ciba Geigy Ag | ANTICOCCIDIELLE AND OVO-LARVICIDE MEDIUM |
| IE51394B1 (en) * | 1980-02-15 | 1986-12-24 | Glaxo Group Ltd | Androstane carbothioates |
| SE449106B (en) * | 1980-07-10 | 1987-04-06 | Otsuka Pharma Co Ltd | STEROID WITH ANTI-INFLAMMATORY EFFECT AND COMPOSITION CONTAINING THIS |
| US4607028A (en) * | 1983-08-18 | 1986-08-19 | Ciba-Geigy Corporation | Novel carboxylic acid esters |
| AU2003202044A1 (en) * | 2002-01-15 | 2003-09-09 | Glaxo Group Limited | 17.alpha-cycloalkyl/cycloylkenyl esters of alkyl-or haloalkyl-androst-4-en-3-on-11.beta.,17.alpha.-diol 17.beta.-carboxylates as anti-inflammatory agents |
| AU2003201693A1 (en) * | 2002-01-21 | 2003-09-02 | Glaxo Group Limited | Non-aromatic 17.alpha.-esters of androstane-17.beta.-carboxylate esters as anti-inflammatory agents |
| ITMI20020676A1 (en) * | 2002-03-29 | 2003-09-29 | Farmabios S R L Ora Farmabios | PREPARATION PROCESS OF 6 (ALPHA) -FLURO STEROIDS |
| GB0316290D0 (en) | 2003-07-11 | 2003-08-13 | Glaxo Group Ltd | Novel compounds |
| EP1841780B1 (en) | 2005-01-10 | 2011-07-27 | Glaxo Group Limited | Androstane 17-alpha-carbonate derivatives for use in the treatment of allergic and inflammatory conditions |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3636010A (en) * | 1968-12-23 | 1972-01-18 | Ciba Geigy Corp | Esters of steroid-17-carboxylic acids |
| 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 |
-
1974
- 1974-08-30 GB GB38090/74A patent/GB1514476A/en not_active Expired
-
1975
- 1975-08-29 CH CH1120375A patent/CH612686A5/en not_active IP Right Cessation
- 1975-08-29 JP JP50104825A patent/JPS5148649A/ja active Pending
- 1975-08-29 SE SE7509651A patent/SE405976B/en not_active IP Right Cessation
- 1975-08-29 DK DK389175AA patent/DK136074B/en not_active IP Right Cessation
- 1975-08-29 BE BE159583A patent/BE832889A/en not_active IP Right Cessation
- 1975-08-29 FR FR7526651A patent/FR2282899A1/en active Granted
- 1975-08-29 ZA ZA00755553A patent/ZA755553B/en unknown
- 1975-08-29 DE DE19752538595 patent/DE2538595A1/en not_active Ceased
- 1975-08-29 NL NL7510226A patent/NL7510226A/en not_active Application Discontinuation
- 1975-08-29 IE IE1904/75A patent/IE41663B1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FR2282899A1 (en) | 1976-03-26 |
| JPS5148649A (en) | 1976-04-26 |
| IE41663L (en) | 1976-02-29 |
| DK136074B (en) | 1977-08-08 |
| IE41663B1 (en) | 1980-02-27 |
| ZA755553B (en) | 1976-09-29 |
| SE405976B (en) | 1979-01-15 |
| CH612686A5 (en) | 1979-08-15 |
| DE2538595A1 (en) | 1976-03-11 |
| AU8440475A (en) | 1977-03-03 |
| BE832889A (en) | 1976-03-01 |
| NL7510226A (en) | 1976-03-02 |
| DK389175A (en) | 1976-03-01 |
| FR2282899B1 (en) | 1978-11-10 |
| DK136074C (en) | 1978-01-16 |
| GB1514476A (en) | 1978-06-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| NUG | Patent has lapsed |
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