GB870390A - Steroid compounds and the preparation thereof - Google Patents
Steroid compounds and the preparation thereofInfo
- Publication number
- GB870390A GB870390A GB19686/59A GB1968659A GB870390A GB 870390 A GB870390 A GB 870390A GB 19686/59 A GB19686/59 A GB 19686/59A GB 1968659 A GB1968659 A GB 1968659A GB 870390 A GB870390 A GB 870390A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydrogen
- hydroxyl
- methyl
- fluorine
- methylene
- 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
- C07J9/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of more than two carbon atoms, e.g. cholane, cholestane, coprostane
-
- 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 a compound having the formula (including the D 1-, the D 6-, and D 16 analogues thereof): <FORM:0870390/IV (b)/1> wherein R1 is hydrogen or methyl, R2 is hydrogen, fluorine or methyl, R3 is hydrogen or hydroxyl, R4 is hydrogen, fluorine, methyl, methylene, hydroxyl or acylated hydroxyl, the acyl group containing only carbon, hydrogen and oxygen and being derived from a mono or a dicarboxylic acid containing up to ten carbon atoms, at least three of R1, R2, R3, R4 always being hydrogen, X is hydrogen, a -halogen, a -methoxy or a -ethoxy, Y is keto or b -hydroxyl, and one A is hydrogen and the other hydroxyl, and a process for preparing a compound having Formula I (including the D 1, D 6 and D 16 analogues thereof) which comprises reducing the corresponding bromo- or iodo-hydrin with zinc and acetic acid or Raney nickel in an inert organic solvent. The reaction may be effected at 0-15 DEG C. Illustrative products of the invention are 17b -(a -hydroxypropanoyl)- androstadiene- 11b ,17a -diol-3-one, 17b - (b -hydroxy-propanoyl)- D 14- androstadiene-11b , 17a -diol-3-one, the corresponding D 1, D 6 and D 16 compounds and the 9-halo-, 6-alkyl, 16-methylene and 16-methyl-derivatives thereof. Specification 870,388 is referred to.ALSO:Pharmaceutical compositions comprise, in admixture with a pharmaceutically acceptable carrier, a compound of the formula <FORM:0870390/VI/1> (or a D 1-, D 6- or D 1,6-analogue thereof), wherein R1 is hydrogen or methyl, R2 is hydrogen, fluorine or methyl, R3 is hydrogen or hydroxyl, R4 is hydrogen, fluorine, methyl, methylene, hydroxyl or acylated hydroxyl, the acyl group containing only carbon, hydrogen and oxygen and being derived from a mono or dicarboxylic acid containing up to 10 carbon atoms, at least three of R1, R2, R3 and R4 always being hydrogen, X is hydrogen, a -halogen, a -methoxy or a -ethoxy, Y is keto or b -hydroxyl, and one A is hydrogen and the other hydroxyl. The compositions may be in the form of tablets, aqueous suspensions, elixirs, ointments and salves and injectable compositions. Specification 870,388 is referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US870390XA | 1958-06-09 | 1958-06-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB870390A true GB870390A (en) | 1961-06-14 |
Family
ID=22202765
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB19686/59A Expired GB870390A (en) | 1958-06-09 | 1959-06-09 | Steroid compounds and the preparation thereof |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB870390A (en) |
-
1959
- 1959-06-09 GB GB19686/59A patent/GB870390A/en not_active Expired
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