SU867316A3 - Способ получени д-гомостероидов - Google Patents
Способ получени д-гомостероидов Download PDFInfo
- Publication number
- SU867316A3 SU867316A3 SU752145938A SU2145938A SU867316A3 SU 867316 A3 SU867316 A3 SU 867316A3 SU 752145938 A SU752145938 A SU 752145938A SU 2145938 A SU2145938 A SU 2145938A SU 867316 A3 SU867316 A3 SU 867316A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- hydroxy
- dione
- homopregn
- acetoxy
- dihydroxy
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 6
- 229910052801 chlorine Inorganic materials 0.000 claims abstract description 10
- 229910052731 fluorine Inorganic materials 0.000 claims abstract description 10
- 125000004423 acyloxy group Chemical group 0.000 claims abstract description 6
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 5
- 150000002367 halogens Chemical class 0.000 claims abstract description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 4
- 150000003627 tricarboxylic acid derivatives Chemical class 0.000 claims abstract 2
- JPJALAQPGMAKDF-UHFFFAOYSA-N selenium dioxide Chemical compound O=[Se]=O JPJALAQPGMAKDF-UHFFFAOYSA-N 0.000 claims description 10
- 239000000460 chlorine Substances 0.000 claims description 7
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 6
- 239000011737 fluorine Substances 0.000 claims description 6
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 5
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 claims description 5
- 125000001153 fluoro group Chemical group F* 0.000 claims description 3
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical group [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims description 2
- 238000002955 isolation Methods 0.000 claims description 2
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 claims description 2
- 241001124076 Aphididae Species 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 abstract description 8
- -1 1 - pyrrolidinio Chemical class 0.000 abstract description 4
- 125000001309 chloro group Chemical group Cl* 0.000 abstract description 3
- 238000006243 chemical reaction Methods 0.000 abstract description 2
- 238000002360 preparation method Methods 0.000 abstract description 2
- 229910052794 bromium Inorganic materials 0.000 abstract 4
- 239000004593 Epoxy Substances 0.000 abstract 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 2
- RJKFOVLPORLFTN-LEKSSAKUSA-N Progesterone Chemical compound C1CC2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H](C(=O)C)[C@@]1(C)CC2 RJKFOVLPORLFTN-LEKSSAKUSA-N 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 238000005658 halogenation reaction Methods 0.000 abstract 2
- 230000000813 microbial effect Effects 0.000 abstract 2
- 230000001590 oxidative effect Effects 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 abstract 1
- 101000653791 Bos taurus Protein S100-A12 Proteins 0.000 abstract 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 abstract 1
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 abstract 1
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 abstract 1
- 230000018044 dehydration Effects 0.000 abstract 1
- 238000006297 dehydration reaction Methods 0.000 abstract 1
- 238000006356 dehydrogenation reaction Methods 0.000 abstract 1
- 238000006704 dehydrohalogenation reaction Methods 0.000 abstract 1
- 150000002081 enamines Chemical class 0.000 abstract 1
- 150000002084 enol ethers Chemical class 0.000 abstract 1
- 230000002255 enzymatic effect Effects 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000001475 halogen functional group Chemical group 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 238000005805 hydroxylation reaction Methods 0.000 abstract 1
- CUILPNURFADTPE-UHFFFAOYSA-N hypobromous acid Chemical compound BrO CUILPNURFADTPE-UHFFFAOYSA-N 0.000 abstract 1
- QWPPOHNGKGFGJK-UHFFFAOYSA-N hypochlorous acid Chemical compound ClO QWPPOHNGKGFGJK-UHFFFAOYSA-N 0.000 abstract 1
- 238000006317 isomerization reaction Methods 0.000 abstract 1
- 238000007069 methylation reaction Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- RJKFOVLPORLFTN-UHFFFAOYSA-N progesterone acetate Natural products C1CC2=CC(=O)CCC2(C)C2C1C1CCC(C(=O)C)C1(C)CC2 RJKFOVLPORLFTN-UHFFFAOYSA-N 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-M succinate(1-) Chemical compound OC(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-M 0.000 abstract 1
- 239000001117 sulphuric acid Substances 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
- 238000011200 topical administration Methods 0.000 abstract 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 11
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 6
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 5
- 150000000795 D-homosteroids Chemical class 0.000 description 5
- 229960000583 acetic acid Drugs 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 238000002211 ultraviolet spectrum Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 239000012300 argon atmosphere Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 230000000144 pharmacologic effect Effects 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 239000000741 silica gel Substances 0.000 description 2
- 229910002027 silica gel Inorganic materials 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 2
- BUGBHKTXTAQXES-UHFFFAOYSA-N Selenium Chemical compound [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- UYJXRRSPUVSSMN-UHFFFAOYSA-P ammonium sulfide Chemical compound [NH4+].[NH4+].[S-2] UYJXRRSPUVSSMN-UHFFFAOYSA-P 0.000 description 1
- 238000005660 chlorination reaction Methods 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 230000003054 hormonal effect Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229910052711 selenium Inorganic materials 0.000 description 1
- 239000011669 selenium Substances 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 150000003431 steroids Chemical class 0.000 description 1
- 210000004243 sweat Anatomy 0.000 description 1
- 150000003628 tricarboxylic acids Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J63/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton has been modified by expansion of only one ring by one or two atoms
- C07J63/008—Expansion of ring D by one atom, e.g. D homo steroids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
Landscapes
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Rheumatology (AREA)
- General Chemical & Material Sciences (AREA)
- Pain & Pain Management (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Steroid Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DK170673AA DK135722B (da) | 1972-03-29 | 1973-03-28 | Analogifremgangsmåde til fremstilling af 11beta,17aalfa,21-trihydroxy-D-homopregn-4-en-3,20-dioner. |
| CH1376473A CH596237A5 (en) | 1973-09-26 | 1973-09-26 | 9-Alpha-11-beta-dihalo-D-homo-pregn-4-en-3,20-diones |
| DK531173AA DK142289B (da) | 1973-03-28 | 1973-09-28 | Analogifremgangsmåde til fremstilling af D-homopregn-4-en-3,20-dioner. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU867316A3 true SU867316A3 (ru) | 1981-09-23 |
Family
ID=27177053
Family Applications (6)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU752145938A SU867316A3 (ru) | 1973-03-28 | 1975-06-20 | Способ получени д-гомостероидов |
| SU752145940A SU635875A3 (ru) | 1973-03-28 | 1975-06-20 | Способ получени -гомостероидов |
| SU752145939A SU612638A3 (ru) | 1973-03-28 | 1975-06-20 | Способ получени -гомостероидов |
| SU7502145936A SU564814A3 (ru) | 1973-03-28 | 1975-06-20 | Способ получени -гомостероидов |
| SU752145928A SU683630A3 (ru) | 1973-03-28 | 1975-06-20 | Способ получени -гомостероидов |
| SU752145930A SU634676A3 (ru) | 1973-03-28 | 1975-06-20 | Способ получени -гомостероидов |
Family Applications After (5)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU752145940A SU635875A3 (ru) | 1973-03-28 | 1975-06-20 | Способ получени -гомостероидов |
| SU752145939A SU612638A3 (ru) | 1973-03-28 | 1975-06-20 | Способ получени -гомостероидов |
| SU7502145936A SU564814A3 (ru) | 1973-03-28 | 1975-06-20 | Способ получени -гомостероидов |
| SU752145928A SU683630A3 (ru) | 1973-03-28 | 1975-06-20 | Способ получени -гомостероидов |
| SU752145930A SU634676A3 (ru) | 1973-03-28 | 1975-06-20 | Способ получени -гомостероидов |
Country Status (26)
| Country | Link |
|---|---|
| US (1) | US3939193A (enExample) |
| JP (3) | JPS595600B2 (enExample) |
| AR (1) | AR211000A1 (enExample) |
| AT (1) | AT335087B (enExample) |
| BE (1) | BE820304A (enExample) |
| CA (1) | CA1031323A (enExample) |
| CS (4) | CS179950B2 (enExample) |
| DD (1) | DD115354A5 (enExample) |
| DE (1) | DE2445817C2 (enExample) |
| DK (1) | DK142289B (enExample) |
| EG (1) | EG11212A (enExample) |
| ES (9) | ES430370A1 (enExample) |
| FI (1) | FI54604C (enExample) |
| FR (1) | FR2244474B1 (enExample) |
| GB (1) | GB1445945A (enExample) |
| HU (1) | HU172657B (enExample) |
| IE (1) | IE40178B1 (enExample) |
| IL (1) | IL45516A (enExample) |
| LU (1) | LU70979A1 (enExample) |
| NO (1) | NO140672C (enExample) |
| PH (1) | PH11410A (enExample) |
| PL (5) | PL95270B1 (enExample) |
| SE (1) | SE418402B (enExample) |
| SU (6) | SU867316A3 (enExample) |
| YU (3) | YU36745B (enExample) |
| ZA (1) | ZA745316B (enExample) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4036874A (en) * | 1972-03-29 | 1977-07-19 | Hoffmann-La Roche Inc. | D-homopregnanes |
| US4026923A (en) * | 1973-03-28 | 1977-05-31 | Hoffmann-La Roche Inc. | D-Homosteroids |
| DE2349022A1 (de) * | 1973-09-26 | 1975-04-10 | Schering Ag | Neue d-homo-steroide |
| DE2349023A1 (de) * | 1973-09-26 | 1975-04-10 | Schering Ag | Neue d-homo-steroide |
| SE427276B (sv) * | 1975-04-03 | 1983-03-21 | Hoffmann La Roche | Forfarande for framstellning av d-homosteroider |
| US4139716A (en) * | 1975-04-09 | 1979-02-13 | Hoffmann-La Roche Inc. | 19-Nor-D-homopregnanes |
| DE2526372C2 (de) * | 1975-06-11 | 1983-12-08 | Schering AG, 1000 Berlin und 4709 Bergkamen | Verfahren zur Herstellung von Δ↑9↑↑(↑↑1↑↑1↑↑)↑-5α-D-Homo-20-ketosteroiden |
| NL7611162A (nl) * | 1975-10-22 | 1977-04-26 | Hoffmann La Roche | Nieuwe d-homosteroiden. |
| AT356301B (de) * | 1976-09-03 | 1980-04-25 | Hoffmann La Roche | Verfahren zur herstellung von neuen d-homo- steroiden |
| NL7802905A (nl) * | 1977-04-21 | 1978-10-24 | Hoffmann La Roche | Werkwijze voor het bereiden van d-homosteroiden. |
| US4202841A (en) * | 1977-08-25 | 1980-05-13 | Hoffmann-La Roche Inc. | D-Homopregnanes |
| DE3038855A1 (de) * | 1980-10-10 | 1982-05-27 | Schering Ag, 1000 Berlin Und 4619 Bergkamen | Neue d-homo-kortikoide, ihre herstellung und verwendung |
| JPS59181878U (ja) * | 1983-05-24 | 1984-12-04 | 東芝機械株式会社 | 半導体結晶引上機用シ−ドホルダ連結金具 |
| DE3409554A1 (de) * | 1984-03-13 | 1985-09-19 | Schering AG, 1000 Berlin und 4709 Bergkamen | Neue 6(alpha)-methyl-d-homo-kortikoide |
| JPS61115907U (enExample) * | 1984-12-30 | 1986-07-22 | ||
| CN106831920B (zh) * | 2016-12-03 | 2019-03-05 | 丽江映华生物药业有限公司 | 一种合成6-亚甲基-17α-羟基-19-去甲孕甾-4-烯-3,20-二酮的方法 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2860158A (en) * | 1954-10-18 | 1958-11-11 | Sterling Drug Inc | Compounds of the perhydrochrysene series and preparation thereof |
| US3686223A (en) * | 1968-12-26 | 1972-08-22 | Sterling Drug Inc | D-homoestratrienes |
| US3833621A (en) * | 1972-03-20 | 1974-09-03 | Richardson Merrell Inc | 3-keto-7(alpha,beta)-loweralkyl-delta5 steroids and process for preparing same |
| CH571018A5 (enExample) * | 1972-03-29 | 1975-12-31 | Hoffmann La Roche |
-
1973
- 1973-09-28 SE SE7313269A patent/SE418402B/xx unknown
- 1973-09-28 NO NO3800/73A patent/NO140672C/no unknown
- 1973-09-28 DK DK531173AA patent/DK142289B/da unknown
-
1974
- 1974-08-19 ZA ZA00745316A patent/ZA745316B/xx unknown
- 1974-08-22 IL IL45516A patent/IL45516A/xx unknown
- 1974-08-29 US US05/501,558 patent/US3939193A/en not_active Expired - Lifetime
- 1974-09-09 YU YU2430/74A patent/YU36745B/xx unknown
- 1974-09-20 CA CA209,719A patent/CA1031323A/en not_active Expired
- 1974-09-23 IE IE1963/74A patent/IE40178B1/xx unknown
- 1974-09-23 PH PH16322A patent/PH11410A/en unknown
- 1974-09-23 FI FI2767/74A patent/FI54604C/fi active
- 1974-09-24 FR FR7432164A patent/FR2244474B1/fr not_active Expired
- 1974-09-24 JP JP49108925A patent/JPS595600B2/ja not_active Expired
- 1974-09-24 EG EG423/74A patent/EG11212A/xx active
- 1974-09-24 LU LU70979A patent/LU70979A1/xx unknown
- 1974-09-24 DD DD181284A patent/DD115354A5/xx unknown
- 1974-09-25 CS CS7600005076A patent/CS179950B2/cs unknown
- 1974-09-25 HU HU74HO00001726A patent/HU172657B/hu unknown
- 1974-09-25 PL PL1974182348A patent/PL95270B1/pl unknown
- 1974-09-25 BE BE148858A patent/BE820304A/xx not_active IP Right Cessation
- 1974-09-25 PL PL1974182344A patent/PL95271B1/pl unknown
- 1974-09-25 CS CS7400006584A patent/CS179927B2/cs unknown
- 1974-09-25 CS CS7600005074A patent/CS179948B2/cs unknown
- 1974-09-25 PL PL1974182346A patent/PL95272B1/pl unknown
- 1974-09-25 DE DE2445817A patent/DE2445817C2/de not_active Expired
- 1974-09-25 AT AT771974A patent/AT335087B/de active
- 1974-09-25 CS CS7600005075A patent/CS179949B2/cs unknown
- 1974-09-25 GB GB4170774A patent/GB1445945A/en not_active Expired
- 1974-09-25 ES ES430370A patent/ES430370A1/es not_active Expired
- 1974-09-25 PL PL1974172345D patent/PL95273B1/pl unknown
- 1974-09-25 PL PL1974174320A patent/PL95291B1/pl unknown
-
1975
- 1975-06-20 SU SU752145938A patent/SU867316A3/ru active
- 1975-06-20 SU SU752145940A patent/SU635875A3/ru active
- 1975-06-20 SU SU752145939A patent/SU612638A3/ru active
- 1975-06-20 SU SU7502145936A patent/SU564814A3/ru active
- 1975-06-20 SU SU752145928A patent/SU683630A3/ru active
- 1975-06-20 SU SU752145930A patent/SU634676A3/ru active
- 1975-08-04 AR AR259890A patent/AR211000A1/es active
-
1977
- 1977-01-17 ES ES455104A patent/ES455104A1/es not_active Expired
- 1977-01-17 ES ES455101A patent/ES455101A1/es not_active Expired
- 1977-01-17 ES ES455105A patent/ES455105A1/es not_active Expired
- 1977-01-17 ES ES455100A patent/ES455100A1/es not_active Expired
- 1977-01-17 ES ES455106A patent/ES455106A1/es not_active Expired
- 1977-01-17 ES ES455103A patent/ES455103A1/es not_active Expired
- 1977-01-17 ES ES455102A patent/ES455102A1/es not_active Expired
- 1977-01-17 ES ES455107A patent/ES455107A1/es not_active Expired
-
1980
- 1980-11-21 YU YU2967/80A patent/YU36980B/xx unknown
- 1980-11-21 YU YU2966/80A patent/YU36979B/xx unknown
-
1982
- 1982-08-27 JP JP57147864A patent/JPS596880B2/ja not_active Expired
- 1982-08-27 JP JP57147865A patent/JPS5928560B2/ja not_active Expired
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| SU867316A3 (ru) | Способ получени д-гомостероидов | |
| US3087938A (en) | 17alpha-chloro and 17alpha-bromo-progesterones | |
| NO791141L (no) | 17beta-tiokarboksylsyreestere av 4-halogen-3-oksyandrost-4-enes, og fremgangsmaate til deres fremstilling | |
| US3755302A (en) | Process for the production of 17-monesters of 17{60 , 21-dihydroxy-steroids and products thereof | |
| US2865935A (en) | 2-methyl steroids and process | |
| US2768189A (en) | Method of producing alpha-brominated keto steroid compounds | |
| CH615934A5 (enExample) | ||
| JP4095018B2 (ja) | フルメタゾンおよびその１７−カルボキシルアンドロステン類似体の調製 | |
| US3930970A (en) | Photolysis of alcohol nitrites | |
| JP2004534795A5 (enExample) | ||
| US3423433A (en) | Method of producing 3-keto-4,6-bisdehydro-6-halogeno-9beta,10alpha-steroids | |
| US2694079A (en) | Dehydrohalogenation process | |
| US4530795A (en) | Process for preparation of 16 α-methyl corticoids from Δ16 -steroids | |
| US3147290A (en) | 6alpha-methyl-17alpha, 21-dihydroxy-4-pregnene-3, 20-dione and 21-acetate | |
| Burn et al. | 809. Modified steroid hormones. Part IV. 6-Methylpregnane derivatives | |
| US3980681A (en) | Process for the preparation of 11-β-nitro-oxysteroids | |
| US2946812A (en) | Synthesis of steroids | |
| US2985650A (en) | 6alpha-ammonio-derivatives of 11-keto cortical hormones | |
| US3148184A (en) | 6, 7-dihalogenated corticoids | |
| US3767685A (en) | Novel 11beta-halo-steroids of the oestrane series | |
| US3278528A (en) | 5alpha-halo-4beta, 19-oxido steroids and process for production thereof | |
| US3131200A (en) | C-ring halogenated progesterones | |
| US3646012A (en) | Enamine salt protection of steroidal alpha beta-unsaturated ketones | |
| US3009932A (en) | 6-fluoro-9alpha, 11beta- 21-trihalo-progesterones | |
| US3041359A (en) | 2, 2-dialkyl androgenic type hormones |