erythro-5,6-bis(4-hydroxyphenyl)octyl 2-hydroxyethyl thioether | 120578-59-8

• 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: erythro-5,6-bis(4-hydroxyphenyl)octyl 2-hydroxyethyl thioether
• CAS: 120578-59-8
• 化学式: C₂₂H₃₀O₃S
• 分子量: 374.544
• InChiKey: CWQVDGFFPSBEIV-FCHUYYIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.27
• 重原子数：
  26.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  60.69
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  (5S*,6S*)-5,6-bis(4-methoxyphenyl)-1-octanoic acid 在 lithium aluminium tetrahydride 、 三溴化硼 、 sodium hydride 、 N,N'-dicyclohexyl-N-methylcarbodiimidium iodide 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 12.5h， 生成 erythro-5,6-bis(4-hydroxyphenyl)octyl 2-hydroxyethyl thioether
  参考文献：
  名称：

  Hexestrol-linked cytotoxic agents: synthesis and binding affinity for estrogen receptors

  摘要：

  With the erythro-hexestrol derivative 2 as the starting material, a variety of cytotoxic linked hexestrol (HEX) compounds were prepared including the HEX-N-lost derivative 36, the HEX-(chloroethyl)nitrosourea 38, the HEX-cyclophosphamide 44, and the HEX-epoxide 68. Relative binding affinity to estradiol receptors were in the magnitude of 1%, similar to that of comparable diethylstilbestrol compounds. HEX derivatives with long polyether spacers (64, 65, 70, 71) showed no significant decrease in binding affinity in contrast to derivatives with other bulky side chains.

  DOI：

  10.1021/jm00127a023