JPS63192797A - ６β，１４α−ジヒドロキシ−△↑４−アンドロステン−３，１７−ジオン誘導体 - Google Patents
６β，１４α−ジヒドロキシ−△↑４−アンドロステン−３，１７−ジオン誘導体Info
- Publication number
- JPS63192797A JPS63192797A JP62024599A JP2459987A JPS63192797A JP S63192797 A JPS63192797 A JP S63192797A JP 62024599 A JP62024599 A JP 62024599A JP 2459987 A JP2459987 A JP 2459987A JP S63192797 A JPS63192797 A JP S63192797A
- Authority
- JP
- Japan
- Prior art keywords
- androstene
- dihydroxy
- ether
- dione
- 14alpha
- 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.)
- Granted
Links
- OSVMTWJCGUFAOD-KZQROQTASA-N formestane Chemical compound O=C1CC[C@]2(C)[C@H]3CC[C@](C)(C(CC4)=O)[C@@H]4[C@@H]3CCC2=C1O OSVMTWJCGUFAOD-KZQROQTASA-N 0.000 claims abstract 2
- 239000000126 substance Substances 0.000 claims description 13
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract description 14
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 abstract description 9
- 102000014654 Aromatase Human genes 0.000 abstract description 7
- 108010078554 Aromatase Proteins 0.000 abstract description 7
- 230000002401 inhibitory effect Effects 0.000 abstract description 7
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract description 6
- 239000000203 mixture Substances 0.000 abstract description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 4
- 239000007864 aqueous solution Substances 0.000 abstract description 3
- 150000001875 compounds Chemical class 0.000 abstract description 3
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract description 3
- 239000000243 solution Substances 0.000 abstract description 3
- 239000002246 antineoplastic agent Substances 0.000 abstract description 2
- 239000002904 solvent Substances 0.000 abstract description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 abstract 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 abstract 2
- 239000000463 material Substances 0.000 abstract 1
- 239000003208 petroleum Substances 0.000 abstract 1
- 239000000843 powder Substances 0.000 abstract 1
- UDHAKZRCGHAPAZ-NFBMXZEVSA-N (6r,8r,9s,10r,13s,14r)-6,14-dihydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,15,16-decahydrocyclopenta[a]phenanthrene-3,17-dione Chemical class O=C1CC[C@]2(C)[C@H]3CC[C@](C)(C(CC4)=O)[C@]4(O)[C@@H]3C[C@@H](O)C2=C1 UDHAKZRCGHAPAZ-NFBMXZEVSA-N 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- PGZVFRAEAAXREB-UHFFFAOYSA-N 2,2-dimethylpropanoyl 2,2-dimethylpropanoate Chemical compound CC(C)(C)C(=O)OC(=O)C(C)(C)C PGZVFRAEAAXREB-UHFFFAOYSA-N 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 2
- AEMFNILZOJDQLW-QAGGRKNESA-N androst-4-ene-3,17-dione Chemical compound O=C1CC[C@]2(C)[C@H]3CC[C@](C)(C(CC4)=O)[C@@H]4[C@@H]3CCC2=C1 AEMFNILZOJDQLW-QAGGRKNESA-N 0.000 description 2
- 229960005471 androstenedione Drugs 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- LSACYLWPPQLVSM-UHFFFAOYSA-N isobutyric acid anhydride Chemical compound CC(C)C(=O)OC(=O)C(C)C LSACYLWPPQLVSM-UHFFFAOYSA-N 0.000 description 2
- 210000002826 placenta Anatomy 0.000 description 2
- WYVAMUWZEOHJOQ-UHFFFAOYSA-N propionic anhydride Chemical compound CCC(=O)OC(=O)CC WYVAMUWZEOHJOQ-UHFFFAOYSA-N 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 241001019659 Acremonium <Plectosphaerellaceae> Species 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- AEMFNILZOJDQLW-UHFFFAOYSA-N androstenedione Natural products O=C1CCC2(C)C3CCC(C)(C(CC4)=O)C4C3CCC2=C1 AEMFNILZOJDQLW-UHFFFAOYSA-N 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
- 238000003028 enzyme activity measurement method Methods 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000001819 mass spectrum Methods 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Inorganic materials O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 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 (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62024599A JPS63192797A (ja) | 1987-02-06 | 1987-02-06 | ６β，１４α−ジヒドロキシ−△↑４−アンドロステン−３，１７−ジオン誘導体 |
| PCT/JP1988/000114 WO1988005781A1 (fr) | 1987-02-06 | 1988-02-05 | Nouveaux derives d'androst-4-ene-3,17-dione et procede de preparation |
| EP88901462A EP0300062B1 (en) | 1987-02-06 | 1988-02-05 | Novel androst-4-ene-3,17-dione derivatives and process for their preparation |
| AT88901462T ATE78825T1 (de) | 1987-02-06 | 1988-02-05 | Neue androst-4-en-3,17-dion-derivate und verfahren zur herstellung. |
| DE8888901462T DE3873200T2 (de) | 1987-02-06 | 1988-02-05 | Neue androst-4-en-3,17-dion-derivate und verfahren zur herstellung. |
| US07/279,596 US4975368A (en) | 1987-02-06 | 1988-09-26 | Novel androst-4-ene-3,17-dione derivatives and method for preparing same |
| US07/555,691 US5079377A (en) | 1987-02-06 | 1990-07-23 | Novel androst-4-ene-3,17-dione derivatives and method for preparing same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62024599A JPS63192797A (ja) | 1987-02-06 | 1987-02-06 | ６β，１４α−ジヒドロキシ−△↑４−アンドロステン−３，１７−ジオン誘導体 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS63192797A true JPS63192797A (ja) | 1988-08-10 |
| JPH0132237B2 JPH0132237B2 (enExample) | 1989-06-29 |
Family
ID=12142615
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP62024599A Granted JPS63192797A (ja) | 1987-02-06 | 1987-02-06 | ６β，１４α−ジヒドロキシ−△↑４−アンドロステン−３，１７−ジオン誘導体 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS63192797A (enExample) |
-
1987
- 1987-02-06 JP JP62024599A patent/JPS63192797A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0132237B2 (enExample) | 1989-06-29 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US4260603A (en) | Sterol glycoside with activity as prostaglandin synthetase inhibitor | |
| CN103450304A (zh) | 用于获得11-脱氧皮醇的17α-单酯和/或其9,11-脱氢衍生物的酶法 | |
| HK60297A (en) | Androstane 17-carboxylic-acid esters, their preparation and medicaments containing them | |
| Brownie et al. | The in vitro enzymic hydroxylation of steroid hormones. 2. Enzymic 11β-hydroxylation of progesterone by ox-adrenocortical mitochondria | |
| WO1996000236A1 (en) | Triterpene derivative and medicinal composition | |
| JPH02174719A (ja) | ステロリンおよび／またはスピロケタリンを含有する経皮投与用医薬組成物 | |
| GB2039217A (en) | Anti-inflammatory medicaments comprising glycosides of sterols or spiroketal steroids or esters thereof | |
| US7732493B2 (en) | 2-substituted D-homo-estra-1,3,5(10)-trienes as inhibitors of 17β-hydroxy steroid dehydrogenase type 1 | |
| JPS6246554B2 (enExample) | ||
| FR2495160A1 (fr) | Derive de bisglucosylmoranoline et compositions pharmaceutiques pour le traitement du diabete sucre qui le renferment | |
| JPH08503473A (ja) | ５−アルファ−レダクターゼを阻害する１７−アルファーアシルステロイド | |
| JPH02174793A (ja) | ３β，１７β―ヒドロキシ―置換ステロイド及び関連するステロイド化合物類 | |
| FR2510558A1 (fr) | Derives nouveaux d'acide chenodesoxycholique | |
| JPS63192797A (ja) | ６β，１４α−ジヒドロキシ−△↑４−アンドロステン−３，１７−ジオン誘導体 | |
| JPS6157594A (ja) | ガラクトスフインゴ脂質及びその製造法 | |
| JPS63192794A (ja) | １４α−ヒドロキシ−４−アンドロステン−３，６，１７−トリオン | |
| JPH01131193A (ja) | １４α−ヒドロキシ−アンドロスト−４−エン−３，６，１７−トリオンのエステル誘導体 | |
| Chiu et al. | Syntheses and biological activities of 7. beta.-methyl steroids | |
| EP0375559B1 (fr) | Nouveaux produits stéroides comportant un radical alkylthio en position 4, leur procédé de préparation, leur application comme médicaments et les compositions pharmaceutiques les renfermant | |
| US3449321A (en) | Estrogen water-soluble 16alpha-yl-glucopyranosiduronic compounds and preparation thereof | |
| 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 | |
| JP2640239B2 (ja) | プロトスタ−１３（１７）エン−３，１６−ジオン化合物 | |
| 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 | |
| LU86921A1 (fr) | Derives methyleniques d'androst-4-ene-3,17-diones et procede pour leur preparation | |
| KR830002842B1 (ko) | 글리코사이드 유도체의 제조방법 |