GB1003304A - A process for the preparation of novel steroid compounds - Google Patents
A process for the preparation of novel steroid compoundsInfo
- Publication number
- GB1003304A GB1003304A GB1808862A GB1808862A GB1003304A GB 1003304 A GB1003304 A GB 1003304A GB 1808862 A GB1808862 A GB 1808862A GB 1808862 A GB1808862 A GB 1808862A GB 1003304 A GB1003304 A GB 1003304A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydroxy
- group
- introduce
- product
- ethynyl
- 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
- A61K31/565—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids not substituted in position 17 beta by a carbon atom, e.g. estrane, estradiol
- A61K31/568—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids not substituted in position 17 beta by a carbon atom, e.g. estrane, estradiol substituted in positions 10 and 13 by a chain having at least one carbon atom, e.g. androstanes, e.g. testosterone
- A61K31/569—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids not substituted in position 17 beta by a carbon atom, e.g. estrane, estradiol substituted in positions 10 and 13 by a chain having at least one carbon atom, e.g. androstanes, e.g. testosterone substituted in position 17 alpha, e.g. ethisterone
-
- 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
- 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)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Steroid Compounds (AREA)
Abstract
The invention comprises 17a -ethynyl-17b -hydroxy - 13b - n - propyl - gon - 4 - en - 3-one, 3-cyclic ketals thereof, pharmaceutical compositions thereof and a process in which a 17b - acyloxy or 17b - hydroxy - 13b - alkylgon-4-en-3-one is subjected to ketalisation to introduce a 3-cyclic ketal group of the general formula <FORM:1003304/C2/1> (in which R and R1, which may be the same or different, each represents a hydrogen atom or an alkyl group having from 1-8 carbon atoms and n is either 0 or 1), a 17b -acyloxy product is saponified at the 17-position, the 17b -hydroxy product is oxidized selectively to introduce a 17-Keto group, the 17-Keto product is reacted with an ethylynation agent to introduce a 17a -ethynyl - 17b - hydroxy group and the 3-cyclic Ketal group is subjected to deketalization. The Ketalization may be effected by a glycol or a dioxolan, oxidation by cyclohexanone in the presence of aluminium isopropylate, and alkynylation with alkali metal acetylides or a Grignard reagent. Said compositions having progestomitic activity are administered orally in tablets sublingual tablets, syrups or elixirs, by injection in sterile liquid medium or rectally as a suppository. Specifications 979,892 and 1,003,305 are referred to.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR861446A FR1376454A (en) | 1961-05-10 | 1961-05-10 | 19-nor testosterone derivative and method of preparation |
FR870347A FR1456M (en) | 1961-05-10 | 1961-08-08 | New drug in particular for the treatment of deficiencies of the corpus luteum. |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1003304A true GB1003304A (en) | 1965-09-02 |
Family
ID=26190476
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1808862A Expired GB1003304A (en) | 1961-05-10 | 1962-05-10 | A process for the preparation of novel steroid compounds |
Country Status (5)
Country | Link |
---|---|
BE (1) | BE617484A (en) |
CH (1) | CH411854A (en) |
DE (1) | DE1290139B (en) |
ES (1) | ES277176A1 (en) |
GB (1) | GB1003304A (en) |
-
1962
- 1962-04-27 CH CH510662A patent/CH411854A/en unknown
- 1962-05-02 DE DE1962R0032600 patent/DE1290139B/en active Pending
- 1962-05-09 ES ES277176A patent/ES277176A1/en not_active Expired
- 1962-05-10 GB GB1808862A patent/GB1003304A/en not_active Expired
- 1962-05-10 BE BE617484A patent/BE617484A/en unknown
Also Published As
Publication number | Publication date |
---|---|
BE617484A (en) | 1962-11-12 |
ES277176A1 (en) | 1962-08-01 |
CH411854A (en) | 1966-04-30 |
DE1290139B (en) | 1969-03-06 |
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