SU1246896A3 - Способ получени производного эстра-4,9-диена - Google Patents
Способ получени производного эстра-4,9-диена Download PDFInfo
- Publication number
- SU1246896A3 SU1246896A3 SU813356857A SU3356857A SU1246896A3 SU 1246896 A3 SU1246896 A3 SU 1246896A3 SU 813356857 A SU813356857 A SU 813356857A SU 3356857 A SU3356857 A SU 3356857A SU 1246896 A3 SU1246896 A3 SU 1246896A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- product
- estra
- dien
- extra
- day
- Prior art date
Links
- 238000000034 method Methods 0.000 title description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical group CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 8
- 239000011347 resin Substances 0.000 claims description 4
- 229920005989 resin Polymers 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 3
- 239000003960 organic solvent Substances 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- LAOZHKKMOJSCKC-SQNIBIBYSA-N (8s,13s,14s)-13-methyl-1,2,3,6,7,8,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthrene Chemical compound C1CC2=CCCCC2=C2[C@@H]1[C@@H]1CCC[C@@]1(C)CC2 LAOZHKKMOJSCKC-SQNIBIBYSA-N 0.000 claims description 2
- NXPHGHWWQRMDIA-UHFFFAOYSA-M magnesium;carbanide;bromide Chemical compound [CH3-].[Mg+2].[Br-] NXPHGHWWQRMDIA-UHFFFAOYSA-M 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 claims 1
- 239000000047 product Substances 0.000 description 33
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- MUMGGOZAMZWBJJ-DYKIIFRCSA-N Testostosterone Chemical compound O=C1CC[C@]2(C)[C@H]3CC[C@](C)([C@H](CC4)O)[C@@H]4[C@@H]3CCC2=C1 MUMGGOZAMZWBJJ-DYKIIFRCSA-N 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 241001465754 Metazoa Species 0.000 description 3
- 230000001548 androgenic effect Effects 0.000 description 3
- 229960003604 testosterone Drugs 0.000 description 3
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 229920002307 Dextran Polymers 0.000 description 2
- YZCKVEUIGOORGS-NJFSPNSNSA-N Tritium Chemical compound [3H] YZCKVEUIGOORGS-NJFSPNSNSA-N 0.000 description 2
- 230000001195 anabolic effect Effects 0.000 description 2
- 235000021053 average weight gain Nutrition 0.000 description 2
- 210000000172 cytosol Anatomy 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 150000002157 estra-4,9-dienes Chemical class 0.000 description 2
- 230000000144 pharmacologic effect Effects 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 229910052722 tritium Inorganic materials 0.000 description 2
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
- CONKBQPVFMXDOV-QHCPKHFHSA-N 6-[(5S)-5-[[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]methyl]-2-oxo-1,3-oxazolidin-3-yl]-3H-1,3-benzoxazol-2-one Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)C[C@H]1CN(C(O1)=O)C1=CC2=C(NC(O2)=O)C=C1 CONKBQPVFMXDOV-QHCPKHFHSA-N 0.000 description 1
- 239000007818 Grignard reagent Substances 0.000 description 1
- 241000700159 Rattus Species 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- MOXNAWLLESGARA-SQNIBIBYSA-N [(8S,13R,14S)-1,2,3,6,7,8,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-13-yl]methanol Chemical compound OC[C@@]12CCC[C@H]1[C@@H]1CCC3=CCCCC3=C1CC2 MOXNAWLLESGARA-SQNIBIBYSA-N 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 239000003098 androgen Substances 0.000 description 1
- 102000001307 androgen receptors Human genes 0.000 description 1
- 108010080146 androgen receptors Proteins 0.000 description 1
- 239000007853 buffer solution Substances 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 150000004795 grignard reagents Chemical class 0.000 description 1
- 108091008039 hormone receptors Proteins 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 244000144972 livestock Species 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 210000002307 prostate Anatomy 0.000 description 1
- 230000002285 radioactive effect Effects 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- -1 steroid compound Chemical class 0.000 description 1
- 238000007920 subcutaneous administration Methods 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0019—Injectable compositions; Intramuscular, intravenous, arterial, subcutaneous administration; Compositions to be administered through the skin in an invasive manner
- A61K9/0024—Solid, semi-solid or solidifying implants, which are implanted or injected in body tissue
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/10—Organic substances
- A23K20/184—Hormones
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/10—Organic substances
- A23K20/168—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
- C07J1/0051—Estrane derivatives
- C07J1/0081—Substituted in position 17 alfa and 17 beta
- C07J1/0085—Substituted in position 17 alfa and 17 beta the substituent in position 17 alfa being a saturated hydrocarbon group
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Animal Husbandry (AREA)
- Zoology (AREA)
- Food Science & Technology (AREA)
- General Health & Medical Sciences (AREA)
- Endocrinology (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Dermatology (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (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 |
|---|---|---|---|
| FR8025868A FR2495621A1 (fr) | 1980-12-05 | 1980-12-05 | Nouveaux derives de l'estra 4,9-diene, leur procede de preparation et leur application comme medicaments |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU1246896A3 true SU1246896A3 (ru) | 1986-07-23 |
Family
ID=9248724
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU813356857A SU1246896A3 (ru) | 1980-12-05 | 1981-11-30 | Способ получени производного эстра-4,9-диена |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US4431640A (enExample) |
| EP (1) | EP0053978B1 (enExample) |
| AU (1) | AU546397B2 (enExample) |
| CA (1) | CA1177062A (enExample) |
| DE (1) | DE3161333D1 (enExample) |
| DK (1) | DK160431C (enExample) |
| FR (1) | FR2495621A1 (enExample) |
| HU (1) | HU182633B (enExample) |
| IE (1) | IE52004B1 (enExample) |
| SU (1) | SU1246896A3 (enExample) |
| ZA (1) | ZA818024B (enExample) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2522328B1 (fr) * | 1982-03-01 | 1986-02-14 | Roussel Uclaf | Nouveaux produits derives de la structure 3-ceto 4,9 19-nor steroides, leur procede de preparation et leur application comme medicaments |
| CN1053450C (zh) * | 1992-11-19 | 2000-06-14 | 北京第三制药厂 | 17位取代11β－取代芳香基－4,9－雌甾二烯类化合物的全合成法 |
| EP2623132B1 (en) | 2007-07-18 | 2016-03-30 | The Board of Trustees of the University of Illionis | Temporal release of growth factors from 3d micro rod scaffolds for tissue regeneration |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3086027A (en) * | 1960-01-22 | 1963-04-16 | Lilly Co Eli | 19-nor-4, 9(10)-steroids and process |
| US3624110A (en) * | 1964-08-03 | 1971-11-30 | Herchel Smith | 13-ethylgona-4,9-dienes |
| US3325520A (en) * | 1965-12-08 | 1967-06-13 | Searle & Co | (optionally 17-hydrocarbon-substituted) 11, 13beta-dialkylgon-4-en-3-ones and esters corresponding |
| FR2377418A1 (fr) * | 1977-01-13 | 1978-08-11 | Roussel Uclaf | Nouveaux derives steroides 4,9-dieniques 11b-substitues, leur procede de preparation et leur application comme medicaments |
-
1980
- 1980-12-05 FR FR8025868A patent/FR2495621A1/fr active Granted
-
1981
- 1981-11-19 ZA ZA818024A patent/ZA818024B/xx unknown
- 1981-11-30 US US06/325,993 patent/US4431640A/en not_active Expired - Lifetime
- 1981-11-30 SU SU813356857A patent/SU1246896A3/ru active
- 1981-12-03 EP EP81401919A patent/EP0053978B1/fr not_active Expired
- 1981-12-03 IE IE2843/81A patent/IE52004B1/en not_active IP Right Cessation
- 1981-12-03 DE DE8181401919T patent/DE3161333D1/de not_active Expired
- 1981-12-04 DK DK537081A patent/DK160431C/da not_active IP Right Cessation
- 1981-12-04 HU HU813653A patent/HU182633B/hu not_active IP Right Cessation
- 1981-12-04 AU AU78283/81A patent/AU546397B2/en not_active Ceased
- 1981-12-04 CA CA000391525A patent/CA1177062A/fr not_active Expired
Non-Patent Citations (1)
| Title |
|---|
| 1. Патент FR № 2377418, кл. С 07 J 1/00, опублик.1978. * |
Also Published As
| Publication number | Publication date |
|---|---|
| CA1177062A (fr) | 1984-10-30 |
| DE3161333D1 (en) | 1983-12-08 |
| IE812843L (en) | 1982-06-05 |
| AU7828381A (en) | 1982-06-10 |
| US4431640A (en) | 1984-02-14 |
| FR2495621B1 (enExample) | 1983-09-16 |
| DK537081A (da) | 1982-06-06 |
| EP0053978B1 (fr) | 1983-11-02 |
| EP0053978A1 (fr) | 1982-06-16 |
| FR2495621A1 (fr) | 1982-06-11 |
| ZA818024B (en) | 1982-10-27 |
| DK160431C (da) | 1991-09-16 |
| DK160431B (da) | 1991-03-11 |
| HU182633B (en) | 1984-02-28 |
| IE52004B1 (en) | 1987-05-13 |
| AU546397B2 (en) | 1985-08-29 |
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