CAS: 438-22-2; (5R,8S,9S,10S,13S,14S)-10,13-Dimethylhexadecahydro-1H-Cyclopenta[a]Phenanthrene

该化合物是类固醇碳氢化合物, 是类固醇家族的基本结构. 它的特征是四颗碳环, 这是类固醇化合物的标志. Androstane是一种无色的晶体固态, 在室内温度下是无色的, 而在水中不溶, 有机溶剂中是溶解的. 它的分子配方是C19H32, 表明它含有19个碳原子和32个氢原子. Androstane是一种饱和化合物, 意味着它的结构没有双环, 有助于其稳定性. 它是各种具有生物重要性的类固醇, 包括睾酮和其他和rogens的先兆. 在生物系统中, 和rostane衍生物在控制许多生理过程, 包括发育, 代谢和生殖功能方面发挥着关键作用. 由于其结构意义, Anstetane经常在类固生物合成和药理学方面研究.

结构式图片

相似化合物

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CAS号846-46-8 5a-雄甾烷二酮 | CAS号53-43-0 去氢表雄酮 | CAS号963-74-6 Androstan-17-on... | CAS号1912-63-6 3,5-androstadie... | CAS号27741-16-8 (3α,5α)-3-hydro... | CAS号6618-43-5 Δ16-androstene | CAS号64-19-7 冰醋酸 | CAS号7647-01-0 盐酸 | CAS号1429-06-7 5B-Androstane-3...

合成工艺路线路线简述

    📜(5Alpha)-雄甾烷-17-酮置于sodium Ethanolate体系中,化学反应生成 5-Alpha-雄烷
    参考文献:Burrows Et Al.,Biochemical Journal,1937,Vol. 31,P. 950,957
    标题:Burrows Et Al.,Biochemical Journal,1937,Vol. 31,P. 950,957

    专利信息


    专利号:US-4219489-A
    优先权日:1978-09-05
    标题:Synthesis of steroids
    发明人:BUNES LEONARD A; JOHNSON WILLIAM S
    权利人:STANFORD LELAND JUNIOR UNIV TR
    摘要:Method and compounds are provided for use in the synthesis of steroids wherein a polyolefin is provided having an initiating group having a chalcogen atom in juxtaposition to a double bond, so as to be capable of bond formation to close to form a ring and having a terminating group involving pi unsaturation (a double or triple bond) conjugated to an aromatic ring. Upon acid catalysis, sigma bonds are formed through the interaction of a carbocation formed at the carbon atom bonded to the chalcogen atom and the double bond intermediate the initiating group and the terminating group, which close to form rings of a steroid nucleus, the carbocation interacting with the pi unsaturation conjugated with the aromatic group and being captured by a nucleophile present in the acidic reaction medium. The resulting steroid product may then be modified in known ways to produce known steroids.

    专利号:US-7935837-B2
    优先权日:2008-04-30
    标 题:Process for synthesis of androstane 17-β carbothioic acid and relative compounds thereof
    发明人:HSU NAI-HSUAN; PANG CHU-YI; WU CHIEN-JEN; HUANG CHI-JEN; HSU CHIA-JUNG; LEE PEIMIN
    权利人:CORUM INC
    摘要:A process for synthesis of androstane 17-β carbothioic acid is provided. The process includes mixing an androstane 17-β carboxylic acid and a coupling reagent, and adding an alkanethioic acid to form an androstane 17-β carbothioic acid, wherein the androstane 17-β carbothioic acid has the formula (I): n n n n n n n n n n n n wherein R 1 represents hydrogen or haloalkyl groups, R 2 represents C 1-8 linear alkyl groups, C 1-8 branched alkyl groups, C 1-6 unsaturated acyclic groups or aromatic groups, R 3 represents hydrogen or hydroxyl, R 4 represents hydrogen, bromine, chlorine or fluorine and R 5 represents hydrogen, bromine, chlorine or fluorine. The process is a one-pot reaction.

    专利号:US-8367394-B2
    优先权日:2007-07-04
    标题:Process for the synthesis of 9α-hydroxy-steroids
    发明人:OLASZ KATALIN; TEGDES ANIKO; GANCSOS VALERIA; HANTOS GABOR; KOENCZOEL KALMAN; BALOGH GABOR; ERDELYI SANDOR
    权利人:RICHTER GEDEON NYRT; OLASZ KATALIN; TEGDES ANIKO; GANCSOS VALERIA; HANTOS GABOR; KOENCZOEL KALMAN; BALOGH GABOR; ERDELYI SANDOR
    摘要:The present invention relates to a novel selective synthesis of 9α-hydroxy-steroid derivatives of the general formula (I) (I)—wherein the meaning of -A-A′- is —CH 2 —CH 2 — or —CHâ•?CH— group—by the bioconversion of compounds of the general formula (II) (II) wherein the meaning of -A-A′- is —CH 2 —CH 2 — or —CHâ•?CH— group—by using Nocardia farcinica bacterium strain, deposition number of which is NCAIM (P)—B 001342, as hydroxylating microorganism in the bioconversion.

    专利号:WO-2013001322-A1
    优先权日:2011-06-30
    标 题:PROCESS FOR THE SYNTHESIS OF (5α,17β)-N-[(2,5-BIS(TRIFLUOROMETHYL)-PHENYL]-3-OXO-4-AZA-5-ANDROST-1-ENE-17-CARBOXAMIDE
    发明人:SOEROES BELA; TUBA ZOLTAN; GALIK GYOERGY; MAHO SANDOR; BALOGH LASZLO; VINCZE PETER; HORVATH JANOS; KOVACS ANDRAS; BENI ZOLTAN; VARGA FRIGYES
    权利人:RICHTER GEDEON NYRT; SOEROES BELA; TUBA ZOLTAN; GALIK GYOERGY; MAHO SANDOR; BALOGH LASZLO; VINCZE PETER; HORVATH JANOS; KOVACS ANDRAS; BENI ZOLTAN; VARGA FRIGYES
    摘要:The synthesis consists of reaction steps as follows: oxidizing the α,β-unsaturated ketone system of ring 'A' of pregn-4-ene-3,20-dion- of formula (II) with sodium metaperiodate in tert-butanol in the presence of potassium permanganate and alkali metal carbonate, reacting the obtained 3,5-seco acid with an ester of chloroformic acid in the presence of tertier organic base below 0°C, reacting the obtained new compound after isolation or without isolation with ammonia or ammonium acetate, cyclization of the resulting carboxamides with an acid, cathalytic hydrogenating the obtained ene lactame, and oxidizing the side chain at position 17 of the obtained pregnane compound with an alkali metal hypobromide in aqueous dioxane below 10°C. Thereafter on one hand the obtained (5α,17β)-3-oxo-4-aza-5-androstane-17-carboxylic acid is reacted with chloroformic acid ester, the obtained new compound is reacted with 2,5-bis(trifluoromethyl)-aniline in the presence of a Lewis acid, the obtained amide is reacted with trimethyl chlorosilane in inert atmosphere in the presence of Î?,Î?,Î?',Î?'-tetramethyl-ethylendiamine, then en excess iodine is added to the reaction mixture and the product of the iodination reaction is crystallized from acetonitrile, then the obtained 2-iodo-3-oxo-4-aza-17β-carboxamide is reacted with potassium tert-butylate to furnish final product. On the other hand, (5α,17β)-3-oxo-4-aza-5-androstane-17-carboxylic acid is transformed into methylester by known method, this latter is transformed into methyl (2α,5α,17β)-2-iodo-3-oxo-4-aza-5-androstane-17-carboxylate according to known method, the obtained compound is reacted with potassium-tert-butylate, the obtained (5α,17β)-3-oxo-4-aza-5-androst-1-ene-17-carboxylic acid is reacted with an ester of chloroformic acid, then the obtained new compound is coupled with 2,5-bis(trifluoromethyl)-aniline in the presence of a Lewis acidcatalyst to gain final product.

    专利号:US-3772366-A
    优先权日:1964-09-29
    标 题 :Process for the preparation of 9beta,10beta steroids
    发明人:USKOKOVIC M; WILLIAMS T
    权利人:HOFFMANN LA ROCHE
    摘要:THE PRESENT INVENTION IS DIRECTED TO A PROCESS FOR THE COMPLETE CHEMICAL SYNTHESIS OF STEROIDS HAVING THE 9B, 10A-CONFIGURATION FROM THE NATURAL STERIOIDS POSSESSING THE 9A, 10B-CONFIGURATION INCLUDING INTERMEDIATES IN THIS SYNTHESIS. THE STEROIDS WITH THE 9B,10A-CONFIGURATION ARE USEFUL AS ANABOLIC AGENTS, ANTI-ANDROGENIC AGENTS, PROGESTATIONAL AGENTS AND AS SALT-RETAINING AGENTS.

    专利号:EP-0296097-B1
    优先权日:1987-06-16
    标 题:Medicine containing inhibitors of the progesterone synthesis of the trilostane or epostane type and antigestagens
    摘要:The medicine contains a progesterone synthesis inhibitor (ProH) of the trilostane or epostane type and an antigestagen (AG) and is used for inducing labour at term in humans and animals and for terminating normal or pathological pregnancy. The combination according to the invention is also suitable for treating hormone-dependent tumours, endometriosis and dysmenorrhoea.

    供应商参考报价(招募中)

    品牌试剂参考报价(招募中)

    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    合成参考文献


    摘要:S109 | PARCEDC | List of 7074 potential endocrine disrupting compounds (EDCs) by PARC T4.2 | DOI:10.5281/zenodo.10944198
    参考文献:10.1037/0735-7044.120.3.632
    摘要:Pérez-Acevedo NL, Lathroum L, Jorge JC. The neurosteroid 3alphaDIOL modulates place preference when infused in the basolateral amygdala according to sex. Behav Neurosci. 2006 Jun;120(3):632–40. doi: 10.1037/0735-7044.120.3.632.
    参考文献:10.1038/srep42037
    摘要:Ye H, Yang Z, Wu X, Wang J, Du D, Cai J, Lv K, Chen H, Mei J, Chen M, Du H. Sediment biomarker, bacterial community characterization of high arsenic aquifers in Jianghan Plain, China. Scientific Reports. 2017 Feb 06;7(1):42037. doi: 10.1038/srep42037.
    参考文献:10.1007/s12035-018-1085-x
    摘要:Ludwig B, Roy B, Dwivedi Y. Role of HPA and the HPG Axis Interaction in Testosterone-Mediated Learned Helpless Behavior. Molecular Neurobiology. 2018 Apr 28;56(1):394–405. doi: 10.1007/s12035-018-1085-x.
    参考文献:10.1016/j.exer.2005.10.021
    摘要:Agapova OA, Kaufman PL, Hernandez MR. Androgen receptor and NFkB expression in human normal and glaucomatous optic nerve head astrocytes in vitro and in experimental glaucoma. Exp Eye Res. 2006 Jun;82(6):1053–9. doi: 10.1016/j.exer.2005.10.021.
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