21-bromo-3β-hydroxy-17α-methoxy-5-pregnen-20-one | 93605-09-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 21-bromo-3β-hydroxy-17α-methoxy-5-pregnen-20-one
• 英文别名: 2-bromo-1-[(3S,8R,9S,10R,13S,14S,17R)-3-hydroxy-17-methoxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]ethanone
• CAS: 93605-09-5
• 化学式: C₂₂H₃₃BrO₃
• 分子量: 425.406
• InChiKey: HJSFPTAAYZXGKB-BSMDRJKDSA-N

物化性质

• 沸点：
  505.9±50.0 °C(predicted)
• 密度：
  1.30±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  21-bromo-3β-hydroxy-17α-methoxy-5-pregnen-20-one 在 尿素 作用下， 以 乙醇 为溶剂， 生成 (3β)-17-(2-amino-4-oxazolyl)-androsta-5,16-dien-3-ol.HBr
  参考文献：
  名称：

  16 unsaturated C17 heterocyclic steroids useful as steroid C17-20 lyase

  摘要：

  本发明涉及一种作为类固醇C.sub.17-20裂解酶抑制剂有用的.DELTA..sup.16不饱和C.sub.17杂环类固醇。

  公开号：

  US05677293A1
• 作为产物：
  描述：

  3β-hydroxy-17α-methoxy-5-pregnen-20-one 在 copper(ll) bromide 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以78%的产率得到21-bromo-3β-hydroxy-17α-methoxy-5-pregnen-20-one
  参考文献：
  名称：

  New preparation and controlled alkaline hydrolysis of 21-bromo-20-oxopregnenes. A facile synthesis of deoxycorticoids

  摘要：

  DOI：

  10.1021/jo00201a016

文献信息

• .increment..sup.16 unsaturated C.sub.17 heterocyclic steroids useful as
  申请人：Merrel Pharmaceuticals, Inc.

  公开号：US05965548A1

  公开（公告）日：1999-10-12

  The present invention relates to .DELTA..sup.16 unsaturated steroids which are useful as steroid C.sub.17-20 lyase inhibitors.

  本发明涉及作为类固醇C.sub.17-20裂解酶抑制剂有用的.DELTA..sup.16不饱和类固醇。
• Reaction of 21-bromo-17.ALPHA.-methoxy-20-ketopregnenes with sodium methoxide or potassium acetate.
  作者：MITSUTERU NUMAZAWA、MASAO NAGAOKA

  DOI：10.1248/cpb.33.4589

  日期：——

  The reaction of 21-bromo-3β-hydroxy-17α-methoxypregn-5-en-20-one (5) with NaOCH3 in MeOH under reflux gave the 21-aldehyde 9 in modest yield along with the 21-hydroxy derivative 6. The 21-acetates 8 and 13 were obtained in good yields by prolonged reaction of the 21-bromides 5 and 11 with CH3COO-.

  21-溴-3β-羟基-17α-甲氧基孕-5-en-20-酮(5)与NaOCH3在MeOH中在回流下反应，以中等收率得到21-醛9以及21-羟基衍生物6。通过21-溴化物5和11与CH3COO-的延长反应，以良好的收率获得21-乙酸酯8和13。
• Inhibition of steroid C17(20) lyase with C-17-heteroaryl steroids
  作者：Joseph P. Burkhart、Cynthia A. Gates、Marie E. Laughlin、Robert J. Resvick、Norton P. Peet

  DOI：10.1016/0968-0896(96)00135-6

  日期：1996.9

  Steroids bearing a heteroaromatic substituent at C-17 were designed as inhibitors of C-17(20) lyase. The thiazoles, furans, and thiophenes appended to the steroid nucleus were positioned on the alpha-face and the beta-face of the steroid, and conjugated with a 16,17-olefin, to test their ability to coordinate the heme iron of the P450 enzyme complex. The position of the heterocycle with respect to the steroid skeleton was determined to be important for optimum affinity and, in general, compounds with the heterocycle attached to a trigonal center at C-17, had the best affinity for C-17(20) lyase. Simple molecular models were used to compare the three types of heterocyclic-substituted steroids. Copyright (C) 1996 Elsevier Science Ltd
• DELTA 16 UNSATURATED C 17 HETEROCYCLIC STEROIDS USEFUL AS STEROID C 17-20 LYASE INHIBITORS
  申请人：MERRELL PHARMACEUTICALS INC.

  公开号：EP0724591A1

  公开（公告）日：1996-08-07
• US5677293A
  申请人：——

  公开号：US5677293A

  公开（公告）日：1997-10-14