GB1352079A - Process for preparing steroid ketals - Google Patents
Process for preparing steroid ketalsInfo
- Publication number
- GB1352079A GB1352079A GB47172A GB47172A GB1352079A GB 1352079 A GB1352079 A GB 1352079A GB 47172 A GB47172 A GB 47172A GB 47172 A GB47172 A GB 47172A GB 1352079 A GB1352079 A GB 1352079A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dione
- isopropylidenedioxy
- difluoro
- hydroxy
- diene
- 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
- 150000003431 steroids Chemical class 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- FMCAFXHLMUOIGG-IWFBPKFRSA-N (2s)-2-[[(2s)-2-[[(2s)-2-[[(2r)-2-formamido-3-sulfanylpropanoyl]amino]-3-methylbutanoyl]amino]-3-(4-hydroxy-2,5-dimethylphenyl)propanoyl]amino]-4-methylsulfanylbutanoic acid Chemical compound O=CN[C@@H](CS)C(=O)N[C@@H](C(C)C)C(=O)N[C@H](C(=O)N[C@@H](CCSC)C(O)=O)CC1=CC(C)=C(O)C=C1C FMCAFXHLMUOIGG-IWFBPKFRSA-N 0.000 abstract 1
- 125000006704 (C5-C6) cycloalkyl group Chemical group 0.000 abstract 1
- PMPVIKIVABFJJI-UHFFFAOYSA-N Cyclobutane Chemical compound C1CCC1 PMPVIKIVABFJJI-UHFFFAOYSA-N 0.000 abstract 1
- 239000004593 Epoxy Substances 0.000 abstract 1
- 229910018287 SbF 5 Inorganic materials 0.000 abstract 1
- 230000021736 acetylation Effects 0.000 abstract 1
- 238000006640 acetylation reaction Methods 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 abstract 1
- 230000002280 anti-androgenic effect Effects 0.000 abstract 1
- 230000001833 anti-estrogenic effect Effects 0.000 abstract 1
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- 239000000969 carrier Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- ZESRJSPZRDMNHY-UHFFFAOYSA-N de-oxy corticosterone Natural products O=C1CCC2(C)C3CCC(C)(C(CC4)C(=O)CO)C4C3CCC2=C1 ZESRJSPZRDMNHY-UHFFFAOYSA-N 0.000 abstract 1
- 239000000328 estrogen antagonist Substances 0.000 abstract 1
- 239000003862 glucocorticoid Substances 0.000 abstract 1
- 230000033444 hydroxylation Effects 0.000 abstract 1
- 238000005805 hydroxylation reaction Methods 0.000 abstract 1
- 230000000813 microbial effect Effects 0.000 abstract 1
- WCZAXBXVDLKQGV-UHFFFAOYSA-N n,n-dimethyl-2-(7-oxobenzo[c]fluoren-5-yl)oxyethanamine oxide Chemical compound C12=CC=CC=C2C(OCC[N+](C)([O-])C)=CC2=C1C1=CC=CC=C1C2=O WCZAXBXVDLKQGV-UHFFFAOYSA-N 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- 238000007911 parenteral administration Methods 0.000 abstract 1
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 abstract 1
- 125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- -1 progestational Substances 0.000 abstract 1
- 230000001072 progestational effect Effects 0.000 abstract 1
- LVTJOONKWUXEFR-FZRMHRINSA-N protoneodioscin Natural products O(C[C@@H](CC[C@]1(O)[C@H](C)[C@@H]2[C@]3(C)[C@H]([C@H]4[C@@H]([C@]5(C)C(=CC4)C[C@@H](O[C@@H]4[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@@H](O)[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@H](CO)O4)CC5)CC3)C[C@@H]2O1)C)[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](CO)O1 LVTJOONKWUXEFR-FZRMHRINSA-N 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 238000011200 topical administration Methods 0.000 abstract 1
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
- A61K31/58—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids containing heterocyclic rings, e.g. danazol, stanozolol, pancuronium or digitogenin
-
- 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
-
- 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)
- Epidemiology (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Steroid Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US00105666A US3822253A (en) | 1970-04-22 | 1971-01-11 | Process for the preparation of delta4-3,20-diketo-6,6-difluoro-11beta,16alpha,17alpha,21-tetrahydroxypregnene 16,17-ketals |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1352079A true GB1352079A (en) | 1974-05-15 |
Family
ID=22307115
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB47172A Expired GB1352079A (en) | 1971-01-11 | 1972-01-05 | Process for preparing steroid ketals |
Country Status (10)
| Country | Link |
|---|---|
| AT (1) | AT323341B (enExample) |
| AU (1) | AU3773772A (enExample) |
| BE (1) | BE777859A (enExample) |
| DE (1) | DE2200597A1 (enExample) |
| ES (1) | ES398732A1 (enExample) |
| FR (1) | FR2121713B1 (enExample) |
| GB (1) | GB1352079A (enExample) |
| IL (1) | IL38359A0 (enExample) |
| NL (1) | NL7200329A (enExample) |
| ZA (1) | ZA718557B (enExample) |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3320291A (en) * | 1962-10-23 | 1967-05-16 | Du Pont | 5-fluoro-6-nitrimino-and 6-keto steroids and their preparation |
| US3641006A (en) * | 1970-06-01 | 1972-02-08 | Du Pont | Process for the preparation of steroid alpha-fluoronitrimines |
-
1971
- 1971-12-14 IL IL38359A patent/IL38359A0/xx unknown
- 1971-12-22 ZA ZA718557A patent/ZA718557B/xx unknown
-
1972
- 1972-01-03 AT AT972A patent/AT323341B/de not_active IP Right Cessation
- 1972-01-05 GB GB47172A patent/GB1352079A/en not_active Expired
- 1972-01-07 DE DE19722200597 patent/DE2200597A1/de active Pending
- 1972-01-07 AU AU37737/72A patent/AU3773772A/en not_active Expired
- 1972-01-10 BE BE777859A patent/BE777859A/xx unknown
- 1972-01-10 FR FR7200653A patent/FR2121713B1/fr not_active Expired
- 1972-01-10 NL NL7200329A patent/NL7200329A/xx unknown
- 1972-01-10 ES ES398732A patent/ES398732A1/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| AU3773772A (en) | 1973-07-12 |
| FR2121713A1 (enExample) | 1972-08-25 |
| FR2121713B1 (enExample) | 1975-10-31 |
| IL38359A0 (en) | 1972-02-29 |
| BE777859A (fr) | 1972-07-10 |
| ES398732A1 (es) | 1975-06-01 |
| NL7200329A (enExample) | 1972-07-13 |
| DE2200597A1 (de) | 1972-07-27 |
| ZA718557B (en) | 1973-08-29 |
| AT323341B (de) | 1975-07-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |