CAS: 128-20-1; 3α-Hydroxy-5β-Pregnan-20-One

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CAS号128-23-4 5β-二氢孕酮 | CAS号110-54-3 正己烷 | CAS号57-83-0 孕酮； 黄体素； 黄体酮 | CAS号80-92-2 5β-孕烷-3α,20α-二醇 | CAS号108-24-7 乙酸酐 | CAS号91509-46-5 Pregn-20-en-3-o... | CAS号55541-97-4 3α-hydroxy-20βF... | CAS号81-25-4 胆酸 | CAS号80-92-2 5β-孕烷-3α,20α-二醇 | CAS号80-89-7 Pregnanediol V | CAS号53-42-9 3a-羟基-5b-雄甾烷-17-酮 | CAS号128-23-4 5β-二氢孕酮

合成工艺路线路线简述

    📜5Beta-孕甾烷-3,20-二酮置于2,3,4,5,6-Pentahydroxy-Hexanal,Nicotinamide Adenine Dinucleotide,3α-Hydroxysteroid Dehydrogenase From Comamonas Testosteroni,Gdh From Bacillus Subtilis Qb928,Sodium Hydroxide体系中,用 水,叔丁醇 用作溶剂,以94 %的收率获得孕烷醇酮
    参考文献:羟基类固醇脱氢酶催化类固醇中 3-酮的高度区域选择性,化学选择性和对映选择性氢化
    标题:羟基类固醇脱氢酶催化类固醇中 3-酮的高度区域选择性,化学选择性和对映选择性氢化
    摘要:证明了在羟基类固醇脱氢酶 (Hsdh) 的催化下,类固醇中的 3-酮基可以高度选择性地氢化为 3-羟基类固醇. Ct3α-Hsdh催化的氢化反应以高产率产生了作为主要对映体纯异构体的3α-羟基类固醇,而ss3β-Hsdh催化体系则以优异的收率产生了3β-羟基类固醇.在两种催化体系中,氢化反应在 3-酮基上进行区域选择性,7-,11-,17-和 20-酮基几乎未反应,并且在 C=c 键和酯基未受攻击的情况下进行化学选择性氢化.我们的hsdh促进的氢化反应具有区域选择性,化学选择性和对映选择性高,收率好,条件温和,底物范围广,适合克级合成等优点.值得注意的是,通过我们的氢化方法,可以轻松,高产地获得脱氢表雄酮,布烯醇酮和阿法沙酮等生物活性分子.
    Doi:10.1021/acs.Orglett.3C03557

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    专利信息


    专利号:US-8362286-B2
    优先权日:2009-08-13
    标题:Method for making 3α-hydroxy, 3β- substituted-5α-pregnan-20-ones
    发明人：SHAW KENNETH; HUTCHISON ALAN
    权利人:MARINUS PHARMACEUTICALS INC; SHAW KENNETH; HUTCHISON ALAN
    摘要:Applicants have discovered a method for the stereoselective and regioselective synthesis of 3α-hydroxy, 3β-methyl-5α-pregnan-20-one (ganaxolone) comprising reacting 5α-pregnane-3,20-dione; with an organometallic methylating agent in an inert solvent to provide a compound of the formula

    专利号:CN-119060113-A
    优先权日:2023-12-28
    标题 :Synthesis method and application of alfasin

    专利号:CN-1178696-C
    优先权日:1997-02-24
    标题:Preparations containing human growth hormone and cortisol synthesis inhibitors for the treatment of metabolic syndrome

    专利号:CN-1248170-A
    优先权日:1997-02-24
    标题:Preparations containing human growth hormone and cortisol synthesis inhibitors for the treatment of metabolic syndrome

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    主要参考文献


    1: Okechukwu NG, Klein C, Jamann H, Maitre M, Patte-Mensah C, Mensah-Nyagan AG. Monomeric Amyloid Peptide-induced Toxicity in Human Oligodendrocyte Cell Line and Mouse Brain Primary Mixed-glial Cell Cultures: Evidence for a Neuroprotective Effect of Neurosteroid 3α-O-allyl-allopregnanolone. Neurotox Res. 2024 Aug 5;42(4):37. doi: 10.1007/s12640-024-00715-1. 77(7-8):227-235. English. doi: 10.18071/isz.77.0227.
    276:116602. doi: 10.1016/j.ejmech.2024.116602. Epub 2024 Jun 22.
    51:140-146. doi: 10.1016/j.ejpn.2024.06.005. Epub 2024 Jun 17.

    合成参考文献


    摘要:Journal of Medicinal Chemistry., 11(117), 1968
    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:10.1093/bja/52.2.241-b
    摘要:MATHER LE, SEOW LT, GOURLAY GK, ROBERTS JG, COUSINS MJ. PHARMACOKINETICS OF MINAXOLONE. British Journal of Anaesthesia. 1980 Feb;52(2):241. doi: 10.1093/bja/52.2.241-b.
    参考文献:10.1210/jc.81.10.3644|10.1210/jcem.81.10.8855816
    摘要:Chantilis S, Dombroski R, Shackleton CH, Casey ML, MacDonald PC. Metabolism of 5 alpha-dihydroprogesterone in women and men: 3 beta- and 3 alpha-,6 alpha-dihydroxy-5 alpha-pregnan-20-ones are major urinary metabolites. The Journal of Clinical Endocrinology & Metabolism. 1996 Oct;81(10):3644–9. doi: 10.1210/jcem.81.10.8855816.
    参考文献:10.1007/bf02246353
    摘要:Carboni E, Wieland S, Lan NC, Gee KW. Anxiolytic properties of endogenously occurring pregnanediols in two rodent models of anxiety. Psychopharmacology (Berl). 1996 Jul;126(2):173–8. doi: 10.1007/bf02246353.
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