GB1348943A - 5alpha-halo-6,6-difluoro-20-ketopregnanes - Google Patents
5alpha-halo-6,6-difluoro-20-ketopregnanesInfo
- Publication number
- GB1348943A GB1348943A GB1082371*[A GB1348943DA GB1348943A GB 1348943 A GB1348943 A GB 1348943A GB 1348943D A GB1348943D A GB 1348943DA GB 1348943 A GB1348943 A GB 1348943A
- Authority
- GB
- United Kingdom
- Prior art keywords
- diacetoxy
- compounds
- prepared
- alkanoyloxy
- dione
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
- A61K31/57—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane or progesterone
- A61K31/573—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane or progesterone substituted in position 21, e.g. cortisone, dexamethasone, prednisone or aldosterone
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J5/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J7/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J75/00—Processes for the preparation of steroids in general
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Epidemiology (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Steroid Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Epoxy Compounds (AREA)
Abstract
1348943 5,6,6 - Trihalosteroids E I DU PONT DE NEMOURS & CO 22 April 1971 [22 April 1970 11 Jan 1971] 22884/73 Divided out of 1348941 Heading C2U The invention comprises compounds of formula wherein X is F or Cl; Y is H or Br; Z is oxo, #-hydroxy or #-(C 1-4 alkanoyloxy); R<SP>2</SP> is H or C 1-4 alkanoyl; and R<SP>3</SP> is H or Me; with the proviso that when Z is oxo, then Y is Br. Compounds I (Z = OH or alkanoyloxy; Y = H) are prepared by fluorination of the corresponding 6-ones, and may be converted to other compounds I by 21-bromination and 3-oxidation. Also any 3-ester group may be hydrolysed to hydroxy. Compounds I may be further converted as described in Specifications 1,348,942 and 1,348,941. 3#,17α - Diacetoxy - 5α - fluoro - 16α - methylpregnane - 6,20 - dione (III) is prepared from 3#,17α - dihydroxy - 16α - methylpregn - 5 - en- 20-one (II) by the sequence: II # II 3- acetate # II diacetate # 3#,17α-diacetoxy- 5α - fluoro - 6 - nitrimino - 16α - methylpregnan- 20-one # III. 3#,17α - Diacetoxy - 5α - chloropregnane - 6,20- dione is prepared from 17α-hydroxypregnenolone diacetate via 3#,17α - diacetoxy - 5α- chloro - 6# - hydroxypregnan - 20 - one. Pharmaceutical compositions for oral, parenteral and topical administration, comprise a carrier and a compound of Formula I (the activity of which is not disclosed).
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US3100270A | 1970-04-22 | 1970-04-22 | |
| US10566571A | 1971-01-11 | 1971-01-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1348943A true GB1348943A (en) | 1974-03-27 |
Family
ID=26706704
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1082371*[A Expired GB1348943A (en) | 1970-04-22 | 1971-04-22 | 5alpha-halo-6,6-difluoro-20-ketopregnanes |
| GB1082371*[A Expired GB1348941A (en) | 1970-04-22 | 1971-04-22 | 6,6-difluoro-pregnenes-3,17-diones |
| GB1082371*[A Expired GB1348942A (en) | 1970-04-22 | 1971-04-22 | 6,6-difluoro-3,20--diketo-17-hydroxy-pregnenes |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1082371*[A Expired GB1348941A (en) | 1970-04-22 | 1971-04-22 | 6,6-difluoro-pregnenes-3,17-diones |
| GB1082371*[A Expired GB1348942A (en) | 1970-04-22 | 1971-04-22 | 6,6-difluoro-3,20--diketo-17-hydroxy-pregnenes |
Country Status (12)
| Country | Link |
|---|---|
| AR (1) | AR193811A1 (en) |
| BE (1) | BE765554A (en) |
| CA (1) | CA942294A (en) |
| DE (1) | DE2118752A1 (en) |
| DK (1) | DK129791B (en) |
| ES (1) | ES390111A1 (en) |
| FI (1) | FI47093C (en) |
| FR (1) | FR2092069B1 (en) |
| GB (3) | GB1348943A (en) |
| IL (1) | IL36428A (en) |
| NL (1) | NL7105386A (en) |
| SE (1) | SE368824B (en) |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1468605A (en) * | 1959-05-11 | 1967-02-10 | Upjohn Co | Manufacturing process of 6alpha-fluoro-16-methyl-17alpha, 21-dihydroxy-4-pregnene-3, 20-dione and its 21 esters |
| US3546215A (en) * | 1967-10-18 | 1970-12-08 | Syntex Corp | 6-gem-difluoro steroids |
-
1971
- 1971-03-17 IL IL36428A patent/IL36428A/en unknown
- 1971-03-18 SE SE03515/71A patent/SE368824B/xx unknown
- 1971-03-26 AR AR234707A patent/AR193811A1/en active
- 1971-04-05 CA CA109,655A patent/CA942294A/en not_active Expired
- 1971-04-07 FR FR7112310A patent/FR2092069B1/fr not_active Expired
- 1971-04-09 BE BE765554A patent/BE765554A/en unknown
- 1971-04-13 ES ES390111A patent/ES390111A1/en not_active Expired
- 1971-04-14 FI FI711028A patent/FI47093C/en active
- 1971-04-17 DE DE19712118752 patent/DE2118752A1/en active Pending
- 1971-04-21 NL NL7105386A patent/NL7105386A/xx unknown
- 1971-04-21 DK DK191271AA patent/DK129791B/en unknown
- 1971-04-22 GB GB1082371*[A patent/GB1348943A/en not_active Expired
- 1971-04-22 GB GB1082371*[A patent/GB1348941A/en not_active Expired
- 1971-04-22 GB GB1082371*[A patent/GB1348942A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| SE368824B (en) | 1974-07-22 |
| IL36428A (en) | 1975-05-22 |
| FR2092069B1 (en) | 1974-08-23 |
| CA942294A (en) | 1974-02-19 |
| NL7105386A (en) | 1971-10-26 |
| FI47093B (en) | 1973-05-31 |
| GB1348941A (en) | 1974-03-27 |
| FR2092069A1 (en) | 1972-01-21 |
| DE2118752A1 (en) | 1971-11-04 |
| GB1348942A (en) | 1974-03-27 |
| IL36428A0 (en) | 1971-05-26 |
| DK129791C (en) | 1975-04-28 |
| ES390111A1 (en) | 1974-06-16 |
| BE765554A (en) | 1971-10-11 |
| DK129791B (en) | 1974-11-18 |
| FI47093C (en) | 1973-09-10 |
| AR193811A1 (en) | 1973-05-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |