GB1338547A - 17beta-tetrahydropyran-4-yloxy- steroids - Google Patents
17beta-tetrahydropyran-4-yloxy- steroidsInfo
- Publication number
- GB1338547A GB1338547A GB1577472A GB1577472A GB1338547A GB 1338547 A GB1338547 A GB 1338547A GB 1577472 A GB1577472 A GB 1577472A GB 1577472 A GB1577472 A GB 1577472A GB 1338547 A GB1338547 A GB 1338547A
- Authority
- GB
- United Kingdom
- Prior art keywords
- tetrahydropyran
- yloxy
- compound
- acetoxy
- prepared
- 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
- 150000001875 compounds Chemical class 0.000 abstract 4
- 230000003647 oxidation Effects 0.000 abstract 3
- 238000007254 oxidation reaction Methods 0.000 abstract 3
- 150000003431 steroids Chemical class 0.000 abstract 3
- FSMHNRHLQAABPS-UHFFFAOYSA-N 4-methoxy-3,6-dihydro-2h-pyran Chemical compound COC1=CCOCC1 FSMHNRHLQAABPS-UHFFFAOYSA-N 0.000 abstract 2
- 229910010082 LiAlH Inorganic materials 0.000 abstract 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 238000009903 catalytic hydrogenation reaction Methods 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 abstract 1
- 235000018185 Betula X alpestris Nutrition 0.000 abstract 1
- 235000018212 Betula X uliginosa Nutrition 0.000 abstract 1
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 abstract 1
- DNXHEGUUPJUMQT-CBZIJGRNSA-N Estrone Chemical compound OC1=CC=C2[C@H]3CC[C@](C)(C(CC4)=O)[C@@H]4[C@@H]3CCC2=C1 DNXHEGUUPJUMQT-CBZIJGRNSA-N 0.000 abstract 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 abstract 1
- RDAOVCFKPWBHAH-CGXNFDGLSA-N [(8S,9S,13S,14S)-13-ethyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl] acetate Chemical compound C(C)(=O)OC1=CC=2CC[C@H]3[C@@H]4CCC[C@@]4(CC)CC[C@@H]3C2C=C1 RDAOVCFKPWBHAH-CGXNFDGLSA-N 0.000 abstract 1
- KDPQTPZDVJHMET-XSYGEPLQSA-N [(8r,9s,13s,14s)-13-methyl-17-oxo-7,8,9,11,12,14,15,16-octahydro-6h-cyclopenta[a]phenanthren-3-yl] acetate Chemical compound C1C[C@]2(C)C(=O)CC[C@H]2[C@@H]2CCC3=CC(OC(=O)C)=CC=C3[C@H]21 KDPQTPZDVJHMET-XSYGEPLQSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000008065 acid anhydrides Chemical class 0.000 abstract 1
- 230000010933 acylation Effects 0.000 abstract 1
- 238000005917 acylation reaction Methods 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 230000001195 anabolic effect Effects 0.000 abstract 1
- 230000001548 androgenic effect Effects 0.000 abstract 1
- 230000003509 anti-fertility effect Effects 0.000 abstract 1
- 239000000969 carrier Substances 0.000 abstract 1
- 229960001760 dimethyl sulfoxide Drugs 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 230000001076 estrogenic effect Effects 0.000 abstract 1
- WBJINCZRORDGAQ-UHFFFAOYSA-N formic acid ethyl ester Natural products CCOC=O WBJINCZRORDGAQ-UHFFFAOYSA-N 0.000 abstract 1
- 238000005984 hydrogenation reaction Methods 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- BWHLPLXXIDYSNW-UHFFFAOYSA-N ketorolac tromethamine Chemical compound OCC(N)(CO)CO.OC(=O)C1CCN2C1=CC=C2C(=O)C1=CC=CC=C1 BWHLPLXXIDYSNW-UHFFFAOYSA-N 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- -1 tetrahydropyran-4-yloxy Chemical group 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
- A61K31/565—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
- C07J17/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, having an oxygen-containing hetero ring not condensed with the cyclopenta(a)hydrophenanthrene skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J43/00—Normal steroids having a nitrogen-containing hetero ring spiro-condensed or not condensed with the cyclopenta(a)hydrophenanthrene skeleton
- C07J43/003—Normal steroids having a nitrogen-containing hetero ring spiro-condensed or not condensed with the cyclopenta(a)hydrophenanthrene skeleton not condensed
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)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US13575771A | 1971-04-20 | 1971-04-20 | |
| US22333972A | 1972-02-03 | 1972-02-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1338547A true GB1338547A (en) | 1973-11-28 |
Family
ID=26833630
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1577472A Expired GB1338547A (en) | 1971-04-20 | 1972-04-05 | 17beta-tetrahydropyran-4-yloxy- steroids |
Country Status (3)
| Country | Link |
|---|---|
| ES (1) | ES401765A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2133854B1 (enrdf_load_stackoverflow) |
| GB (1) | GB1338547A (enrdf_load_stackoverflow) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000066612A1 (en) * | 1999-05-04 | 2000-11-09 | Strakan Limited | Androgen glycosides and androgenic activity thereof |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1272102A (en) * | 1968-05-22 | 1972-04-26 | Syntex Corp | Steroid ethers |
-
1972
- 1972-04-05 GB GB1577472A patent/GB1338547A/en not_active Expired
- 1972-04-14 ES ES401765A patent/ES401765A1/es not_active Expired
- 1972-04-18 FR FR7213596A patent/FR2133854B1/fr not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000066612A1 (en) * | 1999-05-04 | 2000-11-09 | Strakan Limited | Androgen glycosides and androgenic activity thereof |
| US6630453B1 (en) | 1999-05-04 | 2003-10-07 | Strakan Limited | Androgen derivatives and uses thereof |
| US6916791B2 (en) | 1999-05-04 | 2005-07-12 | Strakan Limited | Androgen derivatives and uses thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2133854A1 (enrdf_load_stackoverflow) | 1972-12-01 |
| FR2133854B1 (enrdf_load_stackoverflow) | 1975-06-20 |
| DE2218000B2 (de) | 1976-04-08 |
| DE2218000A1 (de) | 1972-10-26 |
| ES401765A1 (es) | 1975-11-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |