IE36944B1 - 17alpha-ethynylestriols and process for preparing same - Google Patents
17alpha-ethynylestriols and process for preparing sameInfo
- Publication number
- IE36944B1 IE36944B1 IE295/72A IE29572A IE36944B1 IE 36944 B1 IE36944 B1 IE 36944B1 IE 295/72 A IE295/72 A IE 295/72A IE 29572 A IE29572 A IE 29572A IE 36944 B1 IE36944 B1 IE 36944B1
- Authority
- IE
- Ireland
- Prior art keywords
- cycloalkyl
- compound
- mixture
- ether
- ethynylestriols
- Prior art date
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
- A61K31/567—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 position 17 alpha, e.g. mestranol, norethandrolone
-
- 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
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (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)
- Organic Chemistry (AREA)
- Steroid Compounds (AREA)
Abstract
1336703 17α-Ethynylestriols ELI LILLY & CO 23 March 1972 [24 March 1971 (2) 15 April 1971 23 April 1971] 13523/72 Heading C2U The invention comprises (a) the 3-cyclopentyl ether of 17α-ethynylestriol (I); and (b) a process for separating a compound of formula (wherein R<SP>11</SP> is H, C 1-3 alkyl or C 5-6 cycloalkyl) from a mixture thereof with its 17α-hydroxy- 17#-ethynyl isomer, by treating the mixture with acidic acetone to convert the latter component to its 16,17-acetonide which is then removed, e.g. by chromatography or crystallization. The starting mixture may be obtained by ethynylation of a 16α-alkanoyloxy-estrone or a 3-alkyl ether, 3-cycloalkyl ether or 3-alkanoate thereof. When R<SP>11</SP> is H in the separated compound II, it may be etherified in the 3-position by reaction with an alkali metal alkoxide or thallous ethoxide and reaction of the resulting salt with a C 5-6 cycloalkyl halide. Compound I is said to be estrogenic, and may be made up with carriers into pharmaceutical compositions for oral and parenteral administration. Reference has been directed by the Comptroller to Specification 1,110,759.
[GB1336703A]
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US12769071A | 1971-03-24 | 1971-03-24 | |
| US127771A US3697558A (en) | 1971-03-24 | Preparation of 17alpha-ethynylestriol | |
| US00134420A US3813419A (en) | 1971-03-24 | 1971-04-15 | Preparation of phenolic ethers |
| US13667171A | 1971-04-23 | 1971-04-23 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE36944L IE36944L (en) | 1972-09-25 |
| IE36944B1 true IE36944B1 (en) | 1977-03-30 |
Family
ID=27494695
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE295/72A IE36944B1 (en) | 1971-03-24 | 1972-03-08 | 17alpha-ethynylestriols and process for preparing same |
Country Status (14)
| Country | Link |
|---|---|
| AU (1) | AU461293B2 (en) |
| BE (1) | BE781099A (en) |
| CA (1) | CA973871A (en) |
| CS (1) | CS173592B2 (en) |
| DD (1) | DD95567A5 (en) |
| DE (1) | DE2213482A1 (en) |
| FR (1) | FR2130683B1 (en) |
| GB (1) | GB1336703A (en) |
| IE (1) | IE36944B1 (en) |
| IL (1) | IL38952A (en) |
| NL (1) | NL7204019A (en) |
| PL (1) | PL75312B2 (en) |
| SE (1) | SE378427B (en) |
| ZA (1) | ZA721523B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109721634B (en) * | 2019-01-24 | 2021-08-03 | 上海新华联制药有限公司 | Synthesis process of nilestriol |
| CN109705182B (en) * | 2019-01-24 | 2021-08-31 | 上海新华联制药有限公司 | Preparation method of nilestriol |
-
1972
- 1972-03-07 ZA ZA721523A patent/ZA721523B/en unknown
- 1972-03-08 IE IE295/72A patent/IE36944B1/en unknown
- 1972-03-09 AU AU39827/72A patent/AU461293B2/en not_active Expired
- 1972-03-10 IL IL38952A patent/IL38952A/en unknown
- 1972-03-15 CA CA137,140A patent/CA973871A/en not_active Expired
- 1972-03-20 DE DE19722213482 patent/DE2213482A1/en active Pending
- 1972-03-21 SE SE7203607A patent/SE378427B/xx unknown
- 1972-03-22 PL PL15422772A patent/PL75312B2/en unknown
- 1972-03-23 BE BE781099A patent/BE781099A/en unknown
- 1972-03-23 GB GB1352372A patent/GB1336703A/en not_active Expired
- 1972-03-24 DD DD161848A patent/DD95567A5/xx unknown
- 1972-03-24 NL NL7204019A patent/NL7204019A/xx unknown
- 1972-03-24 CS CS1983A patent/CS173592B2/cs unknown
- 1972-03-24 FR FR7210470A patent/FR2130683B1/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| SE378427B (en) | 1975-09-01 |
| FR2130683B1 (en) | 1976-04-16 |
| NL7204019A (en) | 1972-09-26 |
| CA973871A (en) | 1975-09-02 |
| IL38952A0 (en) | 1972-05-30 |
| GB1336703A (en) | 1973-11-07 |
| AU461293B2 (en) | 1975-05-22 |
| DD95567A5 (en) | 1973-02-12 |
| FR2130683A1 (en) | 1972-11-03 |
| IL38952A (en) | 1976-04-30 |
| AU3982772A (en) | 1973-09-13 |
| ZA721523B (en) | 1973-10-31 |
| PL75312B2 (en) | 1974-12-31 |
| BE781099A (en) | 1972-09-25 |
| CS173592B2 (en) | 1977-02-28 |
| IE36944L (en) | 1972-09-25 |
| DE2213482A1 (en) | 1972-09-28 |
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