CAS: 221093-45-4; (8R,9S,13S,14S,17S)-2,4,16,16,17-Pentadeuterio-13-Methyl-6,7,8,9,11,12,14,15-Octahydrocyclopenta[a]Phenanthrene-3,17-Diol

该化合物是一种脱化的累加醇类似物,用一种稳定的氢同位素-取代特定氢原子,这种改变提高了化合物代谢稳定性,使其成为药用动力学和代谢研究的宝贵工具;将除子元素纳入可降低细胞色素P450中位氧化率,从而延长半衰期,改善生物利用率,比起未受绝的累加醇. Estradadiol-d在跟踪研究,荷尔蒙研究以及LC-MS/MS等分析应用方面特别有用,在LC-MS/MS等跟踪研究,荷尔蒙研究和分析应用方面,它作为准确量化的内部标准;其高化学纯度和同位素浓缩确保科学调查取得可靠和可复制的结果.

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CAS号53866-34-5 雌酮-2,4,16,16-d4

合成工艺路线路线简述

    📜雌酮-2,4,16,16-D4置于lithium Aluminium Deuteride体系中,用 四氢呋喃 用作溶剂,化学反应 2.5H,以95%的收率获得17Beta-雌二醇-2,4,16,16,17-D5
    参考文献:Microwave-Assisted Synthesis Of Deuterium Labeled Estrogen Fatty Acid Esters
    标题:Microwave-Assisted Synthesis Of Deuterium Labeled Estrogen Fatty Acid Esters
    摘要:Deuterated Analogs Of Estrogen Fatty Acid Esters Are Needed As Internal Standards For Isotope Dilution Gc/ms Analyses. We Have Developed A Rapid And Efficient Synthesis For 2,4,16,16-D-4-Estrone Palmitate,Stearate,Oleate,Linoleate,And Linolenate And The Corresponding 2,4,16,16,17(Alpha-D-5-Estradiol Fatty Acid 17-Mono And 3,17-Diesters Using Analogous Fatty Acid Chlorides Or Fatty Acid Anhydrides And 4-(Dimethylamino)Pyridine Under Microwave Irradiation. Chemoselective Hydrolysis Of Fatty Acid Diesters Was Carried Out By Koh In T-Buoh. (C) 2005 Elsevier Inc. All Rights Reserved.
    Doi:10.1016/j.Steroids.2005.08.001

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    主要参考文献

    参考标题:Synthesis Of Estromustine, Estramustine And Estramustine Phosphate Labelled With Deuterium
    作者:Danilo Giribone,Erminia Fontana |发布日期:2004.2
    摘要:The Preparation Of Estromustine (Eom), Estramustine (Eam) And Estramustine Phosphate (Emp) Specifically Labelled With Deuterium Is Reported. A Two-Step, One-Pot Procedure Based On The Reaction Of N,N-Bis(2-Chloroethyl)Carbamoyl Chloride With The Commercially Available [2,4,16,16-2H4]Estrone (1) Or [2,4,16,16,17-2H5]Estradiol (2) Afforded [2,4,16,16-2H4]Estromustine (3) And [2,4,16,16,17-2H5]Estramustine (4), Respectively. The Phosphorylation Of 4 Followed By Hydrolysis Gave [2,4,16,16,17-2H5]Estramustine Phosphate (5) In 65% Chemical Yield From 2. Copyright © 2004 John Wiley & Sons, Ltd.

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    参考文献:10.1007/s00213-014-3618-y
    摘要:Snelling C, Tanchuck-Nipper MA, Ford MM, Jensen JP, Cozzoli DK, Ramaker MJ, Helms M, Crabbe JC, Rossi DJ, Finn DA. Quantification of ten neuroactive steroids in plasma in Withdrawal Seizure-Prone and -Resistant mice during chronic ethanol withdrawal. Psychopharmacology (Berl). 2014 Sep;231(17):3401–14.
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