GB1196643A - Processes for Preparing 8-Hydroxy-Gonatrienes and 8-Hydroxy-Gonatetraenes - Google Patents
Processes for Preparing 8-Hydroxy-Gonatrienes and 8-Hydroxy-GonatetraenesInfo
- Publication number
- GB1196643A GB1196643A GB6551/70A GB655170A GB1196643A GB 1196643 A GB1196643 A GB 1196643A GB 6551/70 A GB6551/70 A GB 6551/70A GB 655170 A GB655170 A GB 655170A GB 1196643 A GB1196643 A GB 1196643A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydroxy
- alkyl
- compounds
- alkylgona
- group
- 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
- C07J53/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton has been modified by condensation with a carbocyclic rings or by formation of an additional ring by means of a direct link between two ring carbon atoms, including carboxyclic rings fused to the cyclopenta(a)hydrophenanthrene skeleton are included in this class
- C07J53/002—Carbocyclic rings fused
- C07J53/004—3 membered carbocyclic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J1/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J21/00—Normal steroids containing carbon, hydrogen, halogen or oxygen having an oxygen-containing hetero ring spiro-condensed with the cyclopenta(a)hydrophenanthrene skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
- C07J71/0005—Oxygen-containing hetero ring
- C07J71/001—Oxiranes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Steroid Compounds (AREA)
Abstract
1,196,643. 8-Hydroxy steroids. AMERICAN HOME PRODUCTS CORP. 20 June, 1967 [21 June, 1966; 19 Aug., 1966], No. 6551/70. Divided out of 1,196,642. Heading C2U. The invention comprises (A) compounds of Formulae III and IV. wherein R is H or alkyl, R<SP>1</SP> is alkyl, Y is H or a group which is ortho-para directing in electrophilic aromatic substitution and X is carbonyl, ketalized carbonyl (including hemithioketalized and thioketalized carbonyl),ethylide hydroxymethylene, esterified hydroxymethylene, or a group CR<SP>2</SP>R<SP>3</SP> where R<SP>2</SP> is an optionally substituted alkyl, alkenyl or alkynyl group and R<SP>3</SP> is hydroxy or carboxylic acryloxy; and (B) the preparation of a 3-Y-8-hydroxy-13-alkylgona-1,3,5(10),9 (11)-tetraene(X) (where Y is as defined above) under mild acid conditions from a 3-Y-8,9-epoxy-13-alkylgona-1,3,5(10)- triene(XI) ; and (c) the preparation of a 3-Y-8- hydroxy-13-alkyl-gona-1,3,5(10)-triene by catalytic hydrogenation of X or by metal hydride reduction of XI. Epoxy compounds XI are prepared by epoxidization of 3-Y-13-alkylgona- 1,3,5(10),8-tetraenes and the latter are prepared by hydrogenation of the corresponding gona- 1,3,5(10),8,14-pentaenes. Any of the aforementioned classes of products, intermediates and starting compounds may be subjected to conventional interconversions. Compounds of Formulae III and IV wherein R,R<SP>1</SP> and X are as defined above and Y is hydroxy, carboxylic acyloxy or "alkoxy" are stated to possess lipid-depressing and estrogenic activities and may be made up with carriers into pharmaceutical compositions for oral, parenteral and rectal administration. "Alkoxy" is defined as a cyclic or acyclic, substituted or unsubstituted aliphatic ether group.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US55917566A | 1966-06-21 | 1966-06-21 | |
| GB3620766 | 1966-08-12 | ||
| IN106705A IN106705B (en) | 1966-08-19 | 1966-08-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1196643A true GB1196643A (en) | 1970-07-01 |
Family
ID=27259343
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB28309/67A Expired GB1196642A (en) | 1966-06-21 | 1967-06-20 | Processes for the Preparation of Equilin and Related Compounds |
| GB6551/70A Expired GB1196643A (en) | 1966-06-21 | 1967-06-20 | Processes for Preparing 8-Hydroxy-Gonatrienes and 8-Hydroxy-Gonatetraenes |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB28309/67A Expired GB1196642A (en) | 1966-06-21 | 1967-06-20 | Processes for the Preparation of Equilin and Related Compounds |
Country Status (1)
| Country | Link |
|---|---|
| GB (2) | GB1196642A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1995013076A1 (en) * | 1993-11-10 | 1995-05-18 | Jenapharm Gmbh | Use of steroids with a phenolic a-ring structure for prophylaxis and therapy of radical-mediated cell damage |
-
1967
- 1967-06-20 GB GB28309/67A patent/GB1196642A/en not_active Expired
- 1967-06-20 GB GB6551/70A patent/GB1196643A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1995013076A1 (en) * | 1993-11-10 | 1995-05-18 | Jenapharm Gmbh | Use of steroids with a phenolic a-ring structure for prophylaxis and therapy of radical-mediated cell damage |
Also Published As
| Publication number | Publication date |
|---|---|
| GB1196642A (en) | 1970-07-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PE20 | Patent expired after termination of 20 years |