4-[4-[bis(2-chloroethyl)amino]phenyl]-N-[4-[6-[(7R,8R,9S,13S,14S,17S)-3,17-dihydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-7-yl]hexylamino]-4-oxobutyl]butanamide | 740809-84-1

• 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: 4-[4-[bis(2-chloroethyl)amino]phenyl]-N-[4-[6-[(7R,8R,9S,13S,14S,17S)-3,17-dihydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-7-yl]hexylamino]-4-oxobutyl]butanamide
• CAS: 740809-84-1
• 化学式: C₄₂H₆₁Cl₂N₃O₄
• 分子量: 742.87
• InChiKey: DYCJGBLVRDSCIY-ZOLDDSHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.4
• 重原子数：
  51
• 可旋转键数：
  20
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  102
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-[4-[bis(2-chloroethyl)amino]phenyl]-N-[4-[6-[(7R,8R,9S,13S,14S,17S)-3,17-dihydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-7-yl]hexylamino]-4-oxobutyl]butanamide 在 dimethyl sulfide borane 作用下， 生成 (7R,8R,9S,13S,14S,17S)-7-[6-[4-[4-[4-[bis(2-chloroethyl)amino]phenyl]butylamino]butylamino]hexyl]-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol
  参考文献：
  名称：

  Methods and compositions for treating cancer

  摘要：

  这项发明提供了用于治疗癌症的化合物和方法。示例化合物是具有两种不同基团通过连接剂连接的多功能化合物。该发明的化合物可以激活导致细胞生长抑制的一个或多个途径。该发明包括细胞静止和细胞毒性化合物。该发明的方法和组合物特别适用于治疗对其他化疗药物具有抗药性的癌细胞。

  公开号：

  US20060019936A1
• 作为产物：
  描述：

  3,17β-bis-(2-tetrahydropyranyloxy)-7α-(6-hydroxyhexan-1-yl)-estra-1,3,5(10)-triene 在 盐酸 、 TEA 、 diisopropyl (E)-azodicarboxylate 、 三苯基膦 、 肼 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 4-[4-[bis(2-chloroethyl)amino]phenyl]-N-[4-[6-[(7R,8R,9S,13S,14S,17S)-3,17-dihydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-7-yl]hexylamino]-4-oxobutyl]butanamide
  参考文献：
  名称：

  Design, synthesis, and evaluation of estradiol-linked genotoxicants as anti-cancer agents

  摘要：

  A series of bifunctional compounds was prepared consisting of 17beta estradiol linked to a DNA damaging N,N-bis-(2-chloroethyl)aniline. The objective of our studies was to determine the characteristics of the linker that permitted both reaction with DNA and binding of the resultant covalent adducts to the estrogen receptor. Linker characteristics were pivotal determinants underlying the ability of the compounds to kill selectively breast cancer cells that express the estrogen receptor. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.04.064

文献信息

• Methods and compositions for treating cancer
  申请人：Eissigmann M. John

  公开号：US20060019936A1

  公开（公告）日：2006-01-26

  The invention provides compounds and methods for treating cancer. Exemplary compounds are multi-functional compounds with two different moieties connected by a linker. Compounds of the invention can activate one or more pathways that result in the inhibition of cell growth. The invention includes cytostatic and cytotoxic compounds. Methods and compositions of the invention are particularly useful for treating cancer cells that are resistant to other chemotherapeutic drugs.

  这项发明提供了用于治疗癌症的化合物和方法。示例化合物是具有两种不同基团通过连接剂连接的多功能化合物。该发明的化合物可以激活导致细胞生长抑制的一个或多个途径。该发明包括细胞静止和细胞毒性化合物。该发明的方法和组合物特别适用于治疗对其他化疗药物具有抗药性的癌细胞。
• Design, synthesis, and evaluation of estradiol-linked genotoxicants as anti-cancer agents
  作者：U Sharma、J.C Marquis、A Nicole Dinaut、S.M Hillier、B Fedeles、P.T Rye、J.M Essigmann、R.G Croy

  DOI：10.1016/j.bmcl.2004.04.064

  日期：2004.7

  A series of bifunctional compounds was prepared consisting of 17beta estradiol linked to a DNA damaging N,N-bis-(2-chloroethyl)aniline. The objective of our studies was to determine the characteristics of the linker that permitted both reaction with DNA and binding of the resultant covalent adducts to the estrogen receptor. Linker characteristics were pivotal determinants underlying the ability of the compounds to kill selectively breast cancer cells that express the estrogen receptor. (C) 2004 Elsevier Ltd. All rights reserved.