N,N-bis(2-chloroethyl)-N'-(erythro-5,6-bis(4-methoxyphenyl)-1-octyl)-N',O-propylenephosphoric acid ester diamide | 120578-82-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N,N-bis(2-chloroethyl)-N'-(erythro-5,6-bis(4-methoxyphenyl)-1-octyl)-N',O-propylenephosphoric acid ester diamide
• CAS: 120578-82-7
• 化学式: C₂₉H₄₃Cl₂N₂O₄P
• 分子量: 585.551
• InChiKey: BREURNDOGPRYMD-PSUFXJILSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.76
• 重原子数：
  38.0
• 可旋转键数：
  16.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  51.24
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N,N-bis(2-chloroethyl)-N'-(erythro-5,6-bis(4-methoxyphenyl)-1-octyl)-N',O-propylenephosphoric acid ester diamide 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 以98%的产率得到N,N-bis(2-chloroethyl)-N'-(erythro-5,6-bis(4-hydroxyphenyl)-1-octyl)-N',O-propylenephosphoric acid ester diamide
  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：

  p-nitrophenyl erythro-5,6-bis(4-methoxyphenyl)octanoate 在 吡啶 、 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 41.0h， 生成 N,N-bis(2-chloroethyl)-N'-(erythro-5,6-bis(4-methoxyphenyl)-1-octyl)-N',O-propylenephosphoric acid ester diamide
  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