N-butyl-N-methyl-11-(3',17'β-dihydroxy-1',3',5'(10')-estratriene-17α-yl)undecanamide

• 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: N-butyl-N-methyl-11-(3',17'β-dihydroxy-1',3',5'(10')-estratriene-17α-yl)undecanamide
• 英文别名: N-butyl-11-[(8R,9S,13S,14S,17S)-3,17-dihydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-N-methylundecanamide
• 化学式: C₃₄H₅₅NO₃
• 分子量: 525.816
• InChiKey: GFAUKOUCXYNRNT-RITFSESDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  38
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  60.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  甲基丁胺 在 sodium hydroxide 、 三正丁胺 、 氯甲酸异丁酯 作用下， 以 甲醇 为溶剂， 生成 N-butyl-N-methyl-11-(3',17'β-dihydroxy-1',3',5'(10')-estratriene-17α-yl)undecanamide
  参考文献：
  名称：

  D-Ring alkylamine derivatives of estradiol: effect on er-binding affinity and antiestrogenic activity

  摘要：

  A series of 17 alpha-, 15 alpha-, and 15 beta-(butyl methyl alkylamide)-estradiol derivatives (4-10) were synthesized from estrone and tested for the estrogen receptor binding affinity, uterotrophic activity, and antiuterotrophic activity. By moving the alkylamide side chain from B-ring (7 alpha-position) or C-ring (11 beta-position) to D-ring (17 alpha, 15 alpha or 15 beta-positions) a dramatical decrease of the RBA and no antiestrogenic activity in uterine weight assay was observed. These results extend to D-ring the SAR study of this family of steroid antiestrogens. In addition, we also correct the C15-stereochemistry of compounds 5-10, which was incorrectly attributed in a previous paper. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00472-6

文献信息

• D-Ring alkylamine derivatives of estradiol: effect on er-binding affinity and antiestrogenic activity
  作者：Donald Poirier、Yves Mérand、Claude Labrie、Fernand Labrie

  DOI：10.1016/0960-894x(96)00472-6

  日期：1996.11

  A series of 17 alpha-, 15 alpha-, and 15 beta-(butyl methyl alkylamide)-estradiol derivatives (4-10) were synthesized from estrone and tested for the estrogen receptor binding affinity, uterotrophic activity, and antiuterotrophic activity. By moving the alkylamide side chain from B-ring (7 alpha-position) or C-ring (11 beta-position) to D-ring (17 alpha, 15 alpha or 15 beta-positions) a dramatical decrease of the RBA and no antiestrogenic activity in uterine weight assay was observed. These results extend to D-ring the SAR study of this family of steroid antiestrogens. In addition, we also correct the C15-stereochemistry of compounds 5-10, which was incorrectly attributed in a previous paper. Copyright (C) 1996 Elsevier Science Ltd