CAS: 58652-20-3; (8S,9S,10R,13S,14S,17R)-17-Acetyl-6,13-Dimethyl-3-Oxo-2,3,8,9,10,11,12,13,14,15,16,17-Dodecahydro-1H-Cyclopenta[a]Phenanthren-17-Yl Acetate

该化合物是制药工业使用的合成子宫素,对先质受体具有高度选择性,具有潜在的治疗利益.它独特的化学结构使得内分泌系统得以有效调节,使其成为激素疗法中有价值的组成部分. Nomegestro 乙酸酯显示出稳定性和生物利用率,有助于其在各种应用中的功效和安全性.

结构式图片

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

17α-hydroxy-3-methoxy-19-norpregna-1,3,5(10)-trien-20-one 20,20-(ethylenedioxy)-3-methoxy-17α-hydroxy-19-norpregna-1,3,5(10)-triene 17-alpha-Hydroxy-19-norprogesterone Estrone6-α-methyl-3,20-dioxo-19-norpregna-4-en-17-yl acetate

合成工艺路线路线简述

    在 四氯苯醌,Magnesium体系中,用 四氢呋喃,1,4-二氧六环 作为反应溶剂,化学反应生成 诺美孕酮醋酸酯
    参考文献:醋酸诺美孕酮的制备方法
    标题:醋酸诺美孕酮的制备方法
    摘要:醋酸诺美孕酮的制备方法,以醋酸诺孕酮为原料,先将醋酸诺孕酮溶解于有机溶剂中,在原甲酸三乙酯存在下与乙二醇在酸催化下反应,得双缩酮物;再将双缩酮物溶解于有机溶剂中,在碱催化下与双氧水反应得环氧物:然后将环氧物溶解于有机溶剂中,与甲基卤代镁进行格氏加成反应,在强酸溶液中水解,脱水脱保护得甲基物,最后将甲基物溶入有机溶剂中,与四氯对苯醌发生脱氢反应得醋酸诺美孕酮,HPLC含量99.0‑99.5%,四步合成反应总收率60‑62%.相对于传统方法,本发明工艺操作简便,经济环保,合成总收率高,产品质量好,比传统方法降低成本35‑40%;工艺中使用的溶剂可回收循环套用,十分利于工业化生产.

    海关参考信息

    专利信息


    专利号:WO-2014067127-A1
    优先权日:2012-11-02
    标题 :Method for synthesis of 6-methyl-17α-acetoxy-19-norpregn-4,6-diene-3,20-dione
    发明人:HUANG YUNSHENG; XIA QIU; LU HELIN; ZHU YAN; WU TIE; CAO LIN
    权利人:HUANG YUNSHENG; XIA QIU; LU HELIN; ZHU YAN; WU TIE; CAO LIN
    摘要:The present invention relates to a field of compound synthesis and specifically to novel method for the synthesis of 6-methyl-17α-acetoxy-19-norpregn-4,6-diene-3,20-dione. According to the method, norethisterone is used as the starting material to prepare 6-methyl-17α-acetoxy-19-norpregn-4,6-diene-3,20-dione. The method overcomes the defects in the prior art, simplifies the operation and reduces the production cost. The reaction operations are simple, yields are high, and the yield of each step is greater than or equal to 80%.

    专利号:US-2008146656-A1
    优先权日:2005-06-01
    标题:Use of a steroid sulphatase inhibitor for inhibiting the synthesis of androstenedione and/or testosterone
    发明人:REED MICHAEL JOHN; PUROHIT ATUL; WOO LOK WAI LAWRENCE; POTTER BARRY VICTOR LLOYD
    权利人:REED MICHAEL JOHN; PUROHIT ATUL; WOO LOK WAI LAWRENCE; POTTER BARRY VICTOR LLOYD
    摘要:There is provided use of a compound capable of inhibiting a steroid sulphatase enzyme (E.C.3.1.6.2) in the manufacture of a medicament for inhibiting in vivo synthesis of at least one of androstenedione and testosterone, which may be useful for the treatment of hirsutism, excess sebum production, benign breast disease, benign ovarian disease, polycystic ovarian disease and female infertility among others.

    专利号:US-9562067-B2
    优先权日:2013-12-16
    标题:Process for the production of 19-norpregn-4-en-3,20-dione-17α-ol(gestonorone) and intermediates therefor
    发明人:Csörgei János; HORVÃ?TH ANITA; SÃ?NTA CSABA; Mahó Sándor; BÉNI ZOLTÃ?N; Horváth János
    权利人:RICHTER GEDEON NYRT
    摘要:The present invention relates to a new stereoselective process for the synthesis of 17(α)-17-acetyl-17-hydroxy-estr-4-en-3-one of formula (I), as well as to the new intermediates of the process. The 17(α)-17-acetyl-17-hydroxy-estr-4-en-3-one (gestonorone) is an important intermediate in the synthesis of the active ingredients having progestogen activity—such as gestonorone capronate and nomegestroi acetate. Formulas (I), (II) and (III).

    专利号:US-2025289827-A1
    优先权日:2022-12-02
    标 题:Morphic forms of a mutant braf degrader and methods of manufacture thereof
    发明人:YU ROBERT T; HE MINSHENG; SCHNADERBECK MATTHEW J; KREGER BRIDGET; POLLOCK ROY MACFARLANE; JIANG SIYI; LI MEIQI; CHEN BOLU; LU JIANNAN
    权利人:C4 THERAPEUTICS INC
    摘要:Advantageous isolated morphic forms of (3R)-3-[6-[2-cyano-3-[[ethyl(methyl)sulfamoyl]amino]-6-fluorophenoxy]-4-oxoquinazolin-3-yl]-8-[2-[1-[3-(2,4-dioxo-1,3-diazinan-1-yl)-5-fluoro-1-methylindazol-6-yl]-4-hydroxypiperidin-4-yl]acetyl]-1-oxa-8-azaspiro[4.5]decane (Compound 1), which is a mutant BRAF degrader, and methods to prepare Compound 1 morphic forms for therapeutic applications are provided in the invention. The invention also provides improved methods for the synthesis of Compound 1, new pharmaceutical compositions comprising Compound 1, and new uses of Compound 1.

    专利号:US-11274119-B2
    优先权日:2016-12-16
    标题:Industrial process for the synthesis of nomegestrol-acetate
    发明人:Mahó Sándor; Csörgei János; SÃ?NTA CSABA; VINCZE PÉTER; BALOGH LÃ?SZLÓ; Horváth János; BÉNI ZOLTÃ?N
    权利人:RICHTER GEDEON NYRT
    摘要:The invention relates to the last step of a synthetic process, in which Nomegestrol-acetate of formula (I) is synthesized from 17α-acetoxy-6-methylene-19-norpregn-4-ene-3,20-dione of formula (II) in the presence of Pd/C catalyst and acetic acid in hot ethanolic solution.

    专利号:BR-112016013759-B1
    优先权日:2013-12-16
    标 题:PROCESS FOR SYNTHESIS OF A COMPOUND, AND, COMPOUND
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    主要参考文献


    1: Lello S. Nomegestrol acetate: pharmacology, safety profile and therapeutic efficacy. Drugs. 2010 Mar 26;70(5):541-59. doi: 10.2165/11532130-000000000-00000. 61(5):459-63. Italian. 20(13):3308. doi: 10.3390/ijms20133308.
    4: Champagne PO, Passeri T, Froelich S. Combined hormonal influence of cyproterone acetate and nomegestrol acetate on meningioma: a case report. Acta Neurochir (Wien). 2019 Mar;161(3):589-592. doi: 10.1007/s00701-018-03782-4. Epub 2019 Jan 22. 72(14):1917-28. doi: 10.2165/11208180-000000000-00000. 25(7):745-50. doi: 10.1097/CAD.0000000000000050. 76(6):531-9. doi: 10.1016/j.steroids.2011.02.002. Epub 2011 Feb 16.
    6:77-86. doi: 10.2147/OAJC.S61942.

    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:10.1016/s0015-0282(01)01967-7
    摘要:Colacurci N, Fornaro F, De Franciscis P, Mele D, Palermo M, del Vecchio W. Effects of a short-term suspension of hormone replacement therapy on mammographic density. Fertil Steril. 2001 Sep;76(3):451–5. doi: 10.1016/s0015-0282(01)01967-7.
    参考文献:10.2217/whe.12.70
    摘要:Christin-Maitre S, Laroche E, Bricaire L. A new contraceptive pill containing 17β-estradiol and nomegestrol acetate. Womens Health (Lond). 2013 Jan;9(1):13–23. doi: 10.2217/whe.12.70.
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