GB1226356A - - Google Patents
Info
- Publication number
- GB1226356A GB1226356A GB1226356DA GB1226356A GB 1226356 A GB1226356 A GB 1226356A GB 1226356D A GB1226356D A GB 1226356DA GB 1226356 A GB1226356 A GB 1226356A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- ether
- diol
- pregnatriene
- progesterone
- 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
- DBPWSSGDRRHUNT-UHFFFAOYSA-N 17alpha-hydroxy progesterone Natural products C1CC2=CC(=O)CCC2(C)C2C1C1CCC(C(=O)C)(O)C1(C)CC2 DBPWSSGDRRHUNT-UHFFFAOYSA-N 0.000 abstract 3
- 229950000801 hydroxyprogesterone caproate Drugs 0.000 abstract 3
- JERGUCIJOXJXHF-QUPIPBJSSA-N 1-[(8r,9s,10r,13s,14s,17r)-3,17-dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]ethanone Chemical compound C1C=C2CC(O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@@](C(=O)C)(O)[C@@]1(C)CC2 JERGUCIJOXJXHF-QUPIPBJSSA-N 0.000 abstract 2
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 abstract 2
- -1 20,20 - Ethylenedioxy Chemical group 0.000 abstract 1
- 235000018185 Betula X alpestris Nutrition 0.000 abstract 1
- 235000018212 Betula X uliginosa Nutrition 0.000 abstract 1
- 230000000887 hydrating effect Effects 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 150000002730 mercury Chemical class 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- 238000010561 standard procedure Methods 0.000 abstract 1
Classifications
-
- 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
-
- 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
- A61K31/57—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane or progesterone
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
- C07J41/0033—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005
- C07J41/0077—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 substituted in position 11-beta by a carbon atom, further substituted by a group comprising at least one further carbon atom
- C07J41/0083—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 substituted in position 11-beta by a carbon atom, further substituted by a group comprising at least one further carbon atom substituted in position 11-beta by an optionally substituted phenyl group not further condensed with other rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J7/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material 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
1,226,356. 18 - Methyl - 19 - nor - 17α- hydroxy - progesterone and its derivatives. SCHERING A.G. 2 April, 1968 [5 May, 1967], No. 15769/68. Heading C2U. [Also in Division C7] The novel 18 - methyl - 19 - nor - 17α - hydroxy - progesterone, the corresponding 4,6 - diene and their 3 - enol - 17α - diesters and 17α- monoesters are prepared by reducing by the Birch method or electrolytically an 18 - methyl- 19 - nor - #<SP>1,3,5(10)</SP> - pregnatriene - 3,17α- diol - 20 - one 3 - alkyl ether 20 - ketal and hydrolysing the product (the corresponding #<SP>2,5(10)</SP> - diene) to give 18 - methyl - 19 - nor- 17α - hydroxy - progesterone and, if desired, converting this to the other products by standard procedures. 20,20 - Ethylenedioxy - 18 - methyl - 19 - nor- #<SP>1,3,5(10)</SP> - pregnatriene - 3,17α - diol 3 - methyl ether is prepared by oxidizing 3 - methoxy - 18- methyl - #<SP>1</SP>'<SP>3</SP>'<SP>5(10)</SP> - estratrien - 17# - ol to the 17- one, converting this to 17α - ethynyl - 18 - methyl- #<SP>1</SP>'<SP>3,5(10)</SP> - estratrien - 3,17# - diol 3 - methyl ether, dehydrating this to 17 - ethynyl - 18 - methyl- #<SP>1'3'5(10)'16</SP> - estratetraen - 3 - ol 3 - methyl ether, hydrating this in the presence of a mercury salt to give 18 - methyl - 19 - nor - #<SP>1,3,5(10),16</SP> - pregnatetraen - 3 - ol - 20 - one 3 - methyl ether, epoxidizing this to give 16α,17α - oxido - 18 - methyl- 19 - nor - #<SP>1</SP>'<SP>3</SP>'<SP>5(10)</SP> - pregnatrien - 3 - ol - 20 - one 3 - methyl ether, converting this via the 16, 17- bromohydrin into 18 - methyl - 19 - nor - #<SP>1,3,5(10)</SP>- pregnatriene - 3,17α - diol - 20 - one 3 - methyl ether and ketalizing this.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DESC040657 | 1967-05-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1226356A true GB1226356A (en) | 1971-03-24 |
Family
ID=7435799
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1226356D Expired GB1226356A (en) | 1967-05-05 | 1968-04-02 |
Country Status (13)
| Country | Link |
|---|---|
| AT (1) | AT279819B (en) |
| BE (1) | BE714593A (en) |
| CA (1) | CA923891A (en) |
| CH (2) | CH581150A5 (en) |
| CS (1) | CS150217B2 (en) |
| DK (1) | DK119976B (en) |
| ES (1) | ES351661A1 (en) |
| FI (1) | FI45175C (en) |
| FR (2) | FR1581520A (en) |
| GB (1) | GB1226356A (en) |
| NL (1) | NL160276C (en) |
| NO (1) | NO127194B (en) |
| SE (1) | SE335856B (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4311646A (en) * | 1979-10-12 | 1982-01-19 | Mitsubishi Chemical Industries Limited | Process for the preparation of 4,6-dien-3-one steroids |
| WO1997023498A1 (en) * | 1995-12-22 | 1997-07-03 | Richter Gedeon Vegyészeti Gyár Rt. | 18-methyl 16-methylene 19-nor pregnane derivatives as progestins, pharmaceutical compositions containing them and process for the preparation thereof |
| WO2004101594A1 (en) * | 2003-05-14 | 2004-11-25 | Richter Gedeon Vegyészeti Gyár Rt. | New mono-and bismethylene-steroid derivatives and process for their synthesis |
-
1968
- 1968-02-29 CH CH296668A patent/CH581150A5/xx not_active IP Right Cessation
- 1968-03-06 FI FI680607A patent/FI45175C/en active
- 1968-03-12 CS CS1920A patent/CS150217B2/cs unknown
- 1968-03-12 AT AT244868A patent/AT279819B/en not_active IP Right Cessation
- 1968-03-15 ES ES351661A patent/ES351661A1/en not_active Expired
- 1968-03-19 DK DK116668AA patent/DK119976B/en unknown
- 1968-03-26 SE SE04008/68A patent/SE335856B/xx unknown
- 1968-04-02 GB GB1226356D patent/GB1226356A/en not_active Expired
- 1968-05-03 CA CA019125A patent/CA923891A/en not_active Expired
- 1968-05-03 FR FR1581520D patent/FR1581520A/fr not_active Expired
- 1968-05-03 NO NO01721/68A patent/NO127194B/no unknown
- 1968-05-03 NL NL6806348.A patent/NL160276C/en not_active IP Right Cessation
- 1968-05-03 BE BE714593D patent/BE714593A/xx not_active IP Right Cessation
- 1968-08-01 FR FR161486A patent/FR8084M/fr not_active Expired
-
1974
- 1974-10-07 CH CH296668A patent/CH563408A5/xx not_active IP Right Cessation
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4311646A (en) * | 1979-10-12 | 1982-01-19 | Mitsubishi Chemical Industries Limited | Process for the preparation of 4,6-dien-3-one steroids |
| WO1997023498A1 (en) * | 1995-12-22 | 1997-07-03 | Richter Gedeon Vegyészeti Gyár Rt. | 18-methyl 16-methylene 19-nor pregnane derivatives as progestins, pharmaceutical compositions containing them and process for the preparation thereof |
| WO2004101594A1 (en) * | 2003-05-14 | 2004-11-25 | Richter Gedeon Vegyészeti Gyár Rt. | New mono-and bismethylene-steroid derivatives and process for their synthesis |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1581520A (en) | 1969-09-19 |
| CA923891A (en) | 1973-04-03 |
| CS150217B2 (en) | 1973-09-04 |
| CH581150A5 (en) | 1976-10-29 |
| NL160276B (en) | 1979-05-15 |
| FI45175B (en) | 1971-12-31 |
| NO127194B (en) | 1973-05-21 |
| NL6806348A (en) | 1968-11-06 |
| ES351661A1 (en) | 1969-06-01 |
| DE1643020A1 (en) | 1971-04-15 |
| CH563408A5 (en) | 1975-06-30 |
| SE335856B (en) | 1971-06-14 |
| FI45175C (en) | 1972-04-10 |
| BE714593A (en) | 1968-11-04 |
| NL160276C (en) | 1979-10-15 |
| DK119976B (en) | 1971-03-22 |
| AT279819B (en) | 1970-03-25 |
| FR8084M (en) | 1970-07-20 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB1226356A (en) | ||
| GB1363472A (en) | 17-chlorosteroids | |
| GB1368006A (en) | 4alpha,7alpha-carbonyl-5-cyano-17-hzydroxy-3-oxo-5beta,17alpha- pregnane-21-carboxylic acid ypsilon-lactone | |
| ES414163A1 (en) | New derivative of triamcinolone | |
| GB1215164A (en) | 21-sulphonated pregnadienes | |
| GB1289852A (en) | ||
| GB1287760A (en) | PROCESS FOR THE MANUFACTURE OF 17alpha-ACYLOXY-20-KETO-STEROIDS | |
| GB1352865A (en) | Process for ethynylating 17-keto-steroids | |
| GB1152180A (en) | delta<8(14)>-Steroids | |
| GB1153829A (en) | Process for the preparation of 17&alpha:Acyloxy-21-Hydroxy Compounds of the Pregnane Series | |
| ES376875A1 (en) | Process for the preparation of 5-bromo-6-fluoro-steroids | |
| GB1213118A (en) | PROCESS FOR PREPARING 9alpha-FLUORO-16-METHYLENE-PREDNISOLONE OR PREDNISONE, AND 21-ESTERS THEREOF | |
| GB1174360A (en) | 6,16-Dimethyl-21-Fluoro-Steriods of the Pregnane Series. | |
| GB1303008A (en) | ||
| GB1145646A (en) | Novel pregnane derivatives | |
| GB1291036A (en) | 7-methyl-7-hydroxy-steroids | |
| GB1087753A (en) | 5ª-androstane-1ª,17ª-diol-3-one and a process for its manufacture | |
| GB1129992A (en) | Steroidal 17-ketals | |
| GB1149737A (en) | Steroids related to estrone | |
| GB1237483A (en) | MICROBIAL REDUCTION OF Delta<5> STEROIDS | |
| GB1247037A (en) | PROCESS FOR THE MANUFACTURE OF 3beta-HYDROXY-Delta<5(10)>-STEROIDS | |
| GB1283076A (en) | Microbial 11-hydroxylation of steroids | |
| GB1147656A (en) | New 6ª-methyl-oestrene compounds | |
| GB1235534A (en) | A-nor-estra-3(5),9-dien-2-ones, and processes for their preparation | |
| GB1171128A (en) | Process for the Preparation of 4alpha-Hydroxy-5beta-Steroids |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |