(Z)-1,2-diphenyl-1-<4-<2-(N-morpholino)ethoxy>phenyl>-1-butene | 6462-58-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (Z)-1,2-diphenyl-1-<4-<2-(N-morpholino)ethoxy>phenyl>-1-butene
• 英文别名: 4-{2-[4-(1,2-diphenyl-but-1-enyl)-phenoxy]-ethyl}-morpholine；4-[2-[4-[(Z)-1,2-diphenylbut-1-enyl]phenoxy]ethyl]morpholine
• CAS: 6462-58-4
• 化学式: C₂₈H₃₁NO₂
• 分子量: 413.56
• InChiKey: TZZSBHQJRVXWFX-DQSJHHFOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.77
• 重原子数：
  31.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  21.7
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  1-(2-Bromo-ethoxy)-4-((Z)-1,2-diphenyl-but-1-enyl)-benzene 、 吗啉 以 四氢呋喃 为溶剂， 反应 4.0h， 以83%的产率得到(Z)-1,2-diphenyl-1-<4-<2-(N-morpholino)ethoxy>phenyl>-1-butene
  参考文献：
  名称：

  Antiestrogen basicity-activity relationships: a comparison of the estrogen receptor binding and antiuterotrophic potencies of several analogs of (Z)-1,2-diphenyl-1-[4-[2-(dimethylamino)ethoxy]phenyl]-1-butene (Tamoxifen, Nolvadex) having altered basicity

  摘要：

  A series of N-substituted (Z)-1,2-diphenyl-1-[4-(2-aminoethoxy)phenyl]-1-butenes, analogues of the antiestrogen tamoxifen (Nolvadex), in which the side-chain basicity is varied over a wide range, has been prepared to probe the importance of basicity in evoking estrogen antagonism. All of the compounds, except the pyrrole analogue 14, were found to possess significant antiestrogenic activity in the rat, as measured by their ability to inhibit estrogen-induced uterine growth. This implies that in the tamoxifen series the level of side-chain basicity, at least in the Lowry-Brønsted sense, is not a determining factor in the estrogen antagonist potencies of these compounds.

  DOI：

  10.1021/jm00344a015

文献信息

• ROBERTSON, D. W.;KATZENELLENBOGEN, J. A.;HAYES, J. R.;KATZENELLENBOGEN, B+, J. MED. CHEM., 1982, 25, N 2, 167-171
  作者：ROBERTSON, D. W.、KATZENELLENBOGEN, J. A.、HAYES, J. R.、KATZENELLENBOGEN, B+

  DOI：——

  日期：——
• Antiestrogen basicity-activity relationships: a comparison of the estrogen receptor binding and antiuterotrophic potencies of several analogs of (Z)-1,2-diphenyl-1-[4-[2-(dimethylamino)ethoxy]phenyl]-1-butene (Tamoxifen, Nolvadex) having altered basicity
  作者：David W. Robertson、John A. Katzenellenbogen、James R. Hayes、Benita S. Katzenellenbogen

  DOI：10.1021/jm00344a015

  日期：1982.2

  A series of N-substituted (Z)-1,2-diphenyl-1-[4-(2-aminoethoxy)phenyl]-1-butenes, analogues of the antiestrogen tamoxifen (Nolvadex), in which the side-chain basicity is varied over a wide range, has been prepared to probe the importance of basicity in evoking estrogen antagonism. All of the compounds, except the pyrrole analogue 14, were found to possess significant antiestrogenic activity in the rat, as measured by their ability to inhibit estrogen-induced uterine growth. This implies that in the tamoxifen series the level of side-chain basicity, at least in the Lowry-Brønsted sense, is not a determining factor in the estrogen antagonist potencies of these compounds.