17β-(chloroacetoxy)-5α-androstan-3-one

• 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: 17β-(chloroacetoxy)-5α-androstan-3-one
• 英文别名: 17β-chloroacetoxy-5α-androstan-3-one；17beta-Chloroacetoxy-5alpha-androstan-3-one；[(5S,8R,9S,10S,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl] 2-chloroacetate
• 化学式: C₂₁H₃₁ClO₃
• 分子量: 366.928
• InChiKey: HZEVJBZOVUZWRY-HGBUANBSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  17β-(chloroacetoxy)-5α-androstan-3-one 、 O-6-苄基鸟嘌呤 在 sodium ethanolate 作用下， 生成 O⁶-benzyl-9-((3-oxo-5α-androstan-17β-yloxycarbonyl)methyl)guanine
  参考文献：
  名称：

  Substituted O6-Benzylguanine Derivatives and Their Inactivation of Human O6-Alkylguanine-DNA Alkyltransferase

  摘要：

  Several new O-6-benzylguanine analogs bearing increasingly bulky substituent groups on the benzene ring or at position 9 were tested for their ability to inactivate the human DNA repair protein, O-6-alkylguanine-DNA alkyltransferase. Substitution on the benzene ring was well tolerated although activity varied considerably with structural changes in groups attached to position 9. For this site, activity was preserved with large or small lipophilic groups while introduction of non-carbohydrate polar groups generally reduced activity regardless of their size.

  DOI：

  10.1021/jm00029a005
• 作为产物：
  描述：

  雄诺龙 、 氯乙酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 17β-(chloroacetoxy)-5α-androstan-3-one
  参考文献：
  名称：

  O.sup.6 -substituted guanine compositions and methods for depleting O.sup.6

  摘要：

  新型O.sup.6-取代鸟嘌呤化合物及其药物组合物可有效降低O.sup.6-烷基鸟嘌呤-DNA烷基转移酶（AGT）的活性。这些新型化合物可用于治疗肿瘤，与抗肿瘤烷化剂一起使用时可增强宿主体内肿瘤细胞的化疗治疗效果。

  公开号：

  US05691307A1

文献信息

• O.sup.6 -substituted guanine compositions and methods for depleting O.sup.6
  申请人：The United States of America as represented by the Department of Health

  公开号：US05691307A1

  公开（公告）日：1997-11-25

  Novel O.sup.6 -substituted guanine compounds and pharmaceutical compositions thereof are useful for effectively reducing O.sup.6 -alkylguanine-DNA alkyltransferase (AGT). The novel compounds are useful for treating tumors and when used with anti-neoplastic alkylating agents enhance the chemotherapeutic treatment of tumor cells in a host.

  新型O.sup.6-取代鸟嘌呤化合物及其药物组合物可有效降低O.sup.6-烷基鸟嘌呤-DNA烷基转移酶（AGT）的活性。这些新型化合物可用于治疗肿瘤，与抗肿瘤烷化剂一起使用时可增强宿主体内肿瘤细胞的化疗治疗效果。
• US5691307A
  申请人：——

  公开号：US5691307A

  公开（公告）日：1997-11-25
• Substituted O6-Benzylguanine Derivatives and Their Inactivation of Human O6-Alkylguanine-DNA Alkyltransferase
  作者：Mi Young Chae、Mark G. McDougall、M. Eileen Dolan、Kristin Swenn、Anthony E. Pegg、Robert C. Moschel

  DOI：10.1021/jm00029a005

  日期：1994.2

  Several new O-6-benzylguanine analogs bearing increasingly bulky substituent groups on the benzene ring or at position 9 were tested for their ability to inactivate the human DNA repair protein, O-6-alkylguanine-DNA alkyltransferase. Substitution on the benzene ring was well tolerated although activity varied considerably with structural changes in groups attached to position 9. For this site, activity was preserved with large or small lipophilic groups while introduction of non-carbohydrate polar groups generally reduced activity regardless of their size.