GB872483A - Improvements in or relating to steroids and the manufacture thereof - Google Patents
Improvements in or relating to steroids and the manufacture thereofInfo
- Publication number
- GB872483A GB872483A GB37856/58A GB3785658A GB872483A GB 872483 A GB872483 A GB 872483A GB 37856/58 A GB37856/58 A GB 37856/58A GB 3785658 A GB3785658 A GB 3785658A GB 872483 A GB872483 A GB 872483A
- Authority
- GB
- United Kingdom
- Prior art keywords
- difluoro
- pregnene
- compound
- desoxycortisone
- 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
-
- 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
- C07J75/00—Processes for the preparation of steroids in general
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Steroid Compounds (AREA)
Abstract
The invention comprises compounds having the formulae <FORM:0872483/IV (b)/1> wherein R is a hydrocarbon radical containing 1-10 carbon atoms and R1 is a keto or hydroxy group, 6,21-difluoro-21-desoxyhydrocortisone and 6,21-difluoro-21-desoxycortisone and a process which comprises treating 6-fluoro-11b ,17a ,21-trihydroxy-4-pregnene- 3,20-dione with an alkyl or aryl sulphonyl halide to obtain the corresponding 21-ester, a 21-alkyl or aryl sulphonate thereof, which on treatment with a fluorinating agent gives the corresponding 6,21-difluoro-11b ,17a -dihydroxy -4-pregnene-3,20-dione. If desired the 11b -hydroxy compound can be oxidised to obtain 6,21-difluoro-17a -hydroxy - 4 - pregnene - 3,11, 20-trione or the 11-keto analogue may be employed as starting compound and the oxidation step omitted. Alternatively, the 6-fluoro-11b ,17a ,21 - trihydroxy-4-pregnene-3,20-dione 21-alkyl or aryl sulphonate can be reacted with an iodinating agent to produce the corresponding 21-iodo steroid which can be fluorinated to yield the 21-fluoro steroid. The above process is applicable to both the 6a and 6b -epimers, the 6b -compound being convertible to the 6a -compound by treatment with acid, e.g. HCl. Examples describe the preparation of 6,21-difluoro-21-desoxy-hydrocortisone, and 6,21-difluoro-desoxycortisone. Specification 850,833 is referred to.ALSO:Pharmaceutical compositions comprise 6,21-difluoro - 21 - desoxyhydrocortisone and 6,21-difluoro-21-desoxycortisone and a pharmaceutical diluent. They are administered orally as pills, tablets, capsules, solutions, syrups or elixirs, in liquid forms for injectable products and topically as ointments, creams, or lotions with or without coacting antibiotics and germicides. Specification 850,833 is referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US872483XA | 1957-11-29 | 1957-11-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB872483A true GB872483A (en) | 1961-07-12 |
Family
ID=22204010
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB37856/58A Expired GB872483A (en) | 1957-11-29 | 1958-11-25 | Improvements in or relating to steroids and the manufacture thereof |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB872483A (en) |
-
1958
- 1958-11-25 GB GB37856/58A patent/GB872483A/en not_active Expired
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