JPH0567157B2 - - Google Patents
Info
- Publication number
- JPH0567157B2 JPH0567157B2 JP62147017A JP14701787A JPH0567157B2 JP H0567157 B2 JPH0567157 B2 JP H0567157B2 JP 62147017 A JP62147017 A JP 62147017A JP 14701787 A JP14701787 A JP 14701787A JP H0567157 B2 JPH0567157 B2 JP H0567157B2
- Authority
- JP
- Japan
- Prior art keywords
- hydroxy
- trione
- pregnene
- progesterone
- prognene
- 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 - Lifetime
Links
- 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 claims description 28
- 239000000186 progesterone Substances 0.000 claims description 12
- 229960003387 progesterone Drugs 0.000 claims description 12
- 241000228417 Sarocladium strictum Species 0.000 claims description 5
- 230000001580 bacterial effect Effects 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 8
- 239000000126 substance Substances 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 7
- 238000004519 manufacturing process Methods 0.000 description 7
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- RJKFOVLPORLFTN-UHFFFAOYSA-N progesterone acetate Natural products C1CC2=CC(=O)CCC2(C)C2C1C1CCC(C(=O)C)C1(C)CC2 RJKFOVLPORLFTN-UHFFFAOYSA-N 0.000 description 4
- 238000012258 culturing Methods 0.000 description 3
- CEJLBZWIKQJOAT-UHFFFAOYSA-N dichloroisocyanuric acid Chemical compound ClN1C(=O)NC(=O)N(Cl)C1=O CEJLBZWIKQJOAT-UHFFFAOYSA-N 0.000 description 3
- 230000004069 differentiation Effects 0.000 description 3
- 230000001939 inductive effect Effects 0.000 description 3
- 150000003145 progesterone derivatives Chemical class 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- VOYADQIFGGIKAT-UHFFFAOYSA-N 1,3-dibutyl-4-hydroxy-2,6-dioxopyrimidine-5-carboximidamide Chemical compound CCCCn1c(O)c(C(N)=N)c(=O)n(CCCC)c1=O VOYADQIFGGIKAT-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 235000010469 Glycine max Nutrition 0.000 description 2
- 238000005481 NMR spectroscopy Methods 0.000 description 2
- 239000001888 Peptone Substances 0.000 description 2
- 108010080698 Peptones Proteins 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 230000004071 biological effect Effects 0.000 description 2
- 235000013312 flour Nutrition 0.000 description 2
- 229940125697 hormonal agent Drugs 0.000 description 2
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 2
- 235000019341 magnesium sulphate Nutrition 0.000 description 2
- 238000001819 mass spectrum Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229910000402 monopotassium phosphate Inorganic materials 0.000 description 2
- 235000019796 monopotassium phosphate Nutrition 0.000 description 2
- 235000019319 peptone Nutrition 0.000 description 2
- PJNZPQUBCPKICU-UHFFFAOYSA-N phosphoric acid;potassium Chemical compound [K].OP(O)(O)=O PJNZPQUBCPKICU-UHFFFAOYSA-N 0.000 description 2
- 239000008213 purified water Substances 0.000 description 2
- 239000000741 silica gel Substances 0.000 description 2
- 229910002027 silica gel Inorganic materials 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000006228 supernatant Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- UREBDLICKHMUKA-DVTGEIKXSA-N betamethasone Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(F)[C@@H]1[C@@H]1C[C@H](C)[C@@](C(=O)CO)(O)[C@@]1(C)C[C@@H]2O UREBDLICKHMUKA-DVTGEIKXSA-N 0.000 description 1
- 229960002537 betamethasone Drugs 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- JGMOKGBVKVMRFX-HQZYFCCVSA-N dydrogesterone Chemical compound C1=CC2=CC(=O)CC[C@@]2(C)[C@H]2[C@@H]1[C@@H]1CC[C@H](C(=O)C)[C@@]1(C)CC2 JGMOKGBVKVMRFX-HQZYFCCVSA-N 0.000 description 1
- 229960004913 dydrogesterone Drugs 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000000855 fermentation Methods 0.000 description 1
- 230000004151 fermentation Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229940088597 hormone Drugs 0.000 description 1
- 239000005556 hormone Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 239000013028 medium composition Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 230000016087 ovulation Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
Landscapes
- Steroid Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Priority Applications (11)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62147017A JPS63313798A (ja) | 1987-06-15 | 1987-06-15 | 新規な７β―ヒドロキシ―４―プレグネン―３，１５，２０―トリオン及びその製造法 |
| DE3850260T DE3850260T2 (de) | 1987-02-06 | 1988-02-05 | Herstellung von 7-beta-Hydroxy-4-pregnen-3,20-dion-Derivaten. |
| DE8888901463T DE3866047D1 (de) | 1987-02-06 | 1988-02-05 | Neue 7-g(b)-hydroxy-4-pregnen-3,20-dion-derivate und verfahren zur herstellung. |
| EP90201279A EP0391503B1 (en) | 1987-02-06 | 1988-02-05 | Preparation of 7 beta-hydroxy-4-pregnene-3,20-dione derivatives |
| US07/294,567 US5028722A (en) | 1987-02-06 | 1988-02-05 | Novel 7 β-hydroxy-4-pregnene-3,20-dione derivatives and method for preparing same |
| AT88901463T ATE69236T1 (de) | 1987-02-06 | 1988-02-05 | Neue 7-g(b)-hydroxy-4-pregnen-3,20-dion-derivate und verfahren zur herstellung. |
| AT90201279T ATE107363T1 (de) | 1987-02-06 | 1988-02-05 | Herstellung von 7-beta-hydroxy-4-pregnen-3,20- dion-derivaten. |
| EP88901463A EP0301102B1 (en) | 1987-02-06 | 1988-02-05 | NOVEL 7$g(b)-HYDROXY-4-PREGNENE-3,20-DIONE DERIVATIVES AND PROCESS FOR THEIR PREPARATION |
| PCT/JP1988/000115 WO1988005782A1 (en) | 1987-02-06 | 1988-02-05 | NOVEL 7beta-HYDROXY-4-PREGNENE-3,20-DIONE DERIVATIVES AND PROCESS FOR THEIR PREPARATION |
| US07/397,376 US5098630A (en) | 1985-03-08 | 1989-08-21 | Method of molding a solid state image pickup device |
| US07/436,582 US5164302A (en) | 1987-02-06 | 1989-11-15 | Method for preparing 7β-hydroxy-4-pregnene-3,20-dione derivatives |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62147017A JPS63313798A (ja) | 1987-06-15 | 1987-06-15 | 新規な７β―ヒドロキシ―４―プレグネン―３，１５，２０―トリオン及びその製造法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS63313798A JPS63313798A (ja) | 1988-12-21 |
| JPH0567157B2 true JPH0567157B2 (enrdf_load_stackoverflow) | 1993-09-24 |
Family
ID=15420660
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP62147017A Granted JPS63313798A (ja) | 1985-03-08 | 1987-06-15 | 新規な７β―ヒドロキシ―４―プレグネン―３，１５，２０―トリオン及びその製造法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS63313798A (enrdf_load_stackoverflow) |
-
1987
- 1987-06-15 JP JP62147017A patent/JPS63313798A/ja active Granted
Non-Patent Citations (1)
| Title |
|---|
| JOURNAL OF CHEMICAL ECOLOGY=1987 * |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS63313798A (ja) | 1988-12-21 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CA1129794A (en) | Antihypercholesteraemic agent, monacolin k, and its preparation | |
| CA1203796A (en) | 3.beta.,7.beta.,15.alpha.-TRIHYDROXY-5-ANDROSTEN-17-ONE, ITS 3, 15-DIPIVALATE, AND THEIR PREPARATION | |
| JPH0329397B2 (enrdf_load_stackoverflow) | ||
| JPH0567157B2 (enrdf_load_stackoverflow) | ||
| CN114276406B (zh) | 去羟米松中间体的制备方法 | |
| CA1173027A (en) | PROCESS FOR THE PREPARATION OF 17.alpha.-HYDROXY-AND 17A.alpha.-HYDROXY-D-HOMOETIOCARBOXYLIC ACIDS | |
| US2950226A (en) | Method of producing 11alpha-hydroxysteroids with the genus fusarium | |
| US2883400A (en) | 1-dehydro-11-keto progesterone | |
| US2863806A (en) | 17alpha hydroxylation of steroids by trichoderma viride | |
| Spassov et al. | Crystallographic monitoring of microbiological steroid transformations | |
| US2888384A (en) | Process for the production of 10-hydroxy-19-nortestosterone by rhizopus | |
| CN108707553A (zh) | 能够高效转化4ad特异性合成睾内酯酮和add的菌株及其应用 | |
| JPH01206999A (ja) | プレグネノーオキサゾリンの製造法 | |
| US5164302A (en) | Method for preparing 7β-hydroxy-4-pregnene-3,20-dione derivatives | |
| US2697716A (en) | 17alpha-methyl-17bata-hydroxyandrostane-3,6-dione and process | |
| US5028722A (en) | Novel 7 β-hydroxy-4-pregnene-3,20-dione derivatives and method for preparing same | |
| JPS63192798A (ja) | ６β，１１α，１７α−トリヒドロキシ−４−プレグネン−３，２０−ジオンの製造方法 | |
| US2647135A (en) | 11-alpha-hydroxy-3, 20-diketopregnanes | |
| US2660585A (en) | 17-alpha-hydroxy-4-pregnene-3, 6, 20-trione and process | |
| JP2622700B2 (ja) | １５β‐ヒドロキシ‐１９‐ノル‐テストステロン | |
| JP2622712B2 (ja) | ７α，１４α−ジヒドロキシ−アンドロスト−１，４−ジエン−３，１７−ジオン | |
| JP2689144B2 (ja) | ７〆，１１〆−ジヒドロキシーアンドロストー１，４−ジエン−３，１７−ジオン | |
| US2819201A (en) | Microbial oxygenation of steroids in the 21 position | |
| US2952693A (en) | 1-dehydro-11-keto-progesterone and 17-acyloxy derivatives thereof | |
| CN120058641A (zh) | 一种具有抗炎活性的胡椒碱类似物制备方法及其应用 |