erythro-5,6-bis(4-hydroxyphenyl)-1-octyl iodide | 120578-56-5

• 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)-1-octyl iodide
• 英文别名: 4-[(3R,4S)-4-(4-hydroxyphenyl)-8-iodooctan-3-yl]phenol
• CAS: 120578-56-5
• 化学式: C₂₀H₂₅IO₂
• 分子量: 424.322
• InChiKey: MCESYVAGHCZZRV-VQTJNVASSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  erythro-5,6-bis(4-hydroxyphenyl)-1-octyl iodide 、 2-巯基乙醇 在 sodium hydride 作用下， 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
• 作为产物：
  描述：

  (5S*,6S*)-5,6-bis(4-methoxyphenyl)-1-octanoic acid 在 lithium aluminium tetrahydride 、 三溴化硼 、 N,N'-dicyclohexyl-N-methylcarbodiimidium iodide 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 erythro-5,6-bis(4-hydroxyphenyl)-1-octyl iodide
  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

文献信息

• Hexestrol-linked cytotoxic agents: synthesis and binding affinity for estrogen receptors
  作者：Hannelore Koehle、Karsten Krohn、Guy Leclercq

  DOI：10.1021/jm00127a023

  日期：1989.7

  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.