5α-3β-[3',3'-(3'',3'''-dicarbomethoxy-5'',5'''-dichloro-4'',4'''-dimethoxydiphenyl)-2'-propenyl]cholestane | 159499-82-8

• 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: 5α-3β-[3',3'-(3'',3'''-dicarbomethoxy-5'',5'''-dichloro-4'',4'''-dimethoxydiphenyl)-2'-propenyl]cholestane
• CAS: 159499-82-8
• 化学式: C₄₈H₆₆Cl₂O₆
• 分子量: 809.954
• InChiKey: FJNWNCDQOOOQGA-YIVFHIQESA-N

物化性质

• 沸点：
  804.8±65.0 °C(Predicted)
• 密度：
  1.109±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  13.14
• 重原子数：
  56.0
• 可旋转键数：
  13.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  71.06
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  5α-3β-[3',3'-(3'',3'''-dicarbomethoxy-5'',5'''-dichloro-4'',4'''-dimethoxydiphenyl)-2'-propenyl]cholestane 在 三溴化硼-二甲基硫醚 三溴甲基硫化硼 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 24.0h， 以60%的产率得到5α-3β-[3',3'-(3'',3'''-dicarboxy-5'',5'''-dichloro-4'',4'''-dihydroxydiphenyl)-2'-propenyl]cholestane
  参考文献：
  名称：

  Exploration of the effects of linker chain modifications on anti-HIV activities in a series of cosalane analogues

  摘要：

  The effects of linker chain modifications were investigated in a series of cosalane analogues. The modifications investigated included: (1) shortening the three-carbon linker chain between the dichlorodisalicylmethane and the cholestane moiety by one carbon atom; (2) lengthening the linker chain by one carbon; (3) hydrogenation of the double bond in the linker chain; (4) changing the point of attachment of the linker chain from C-3 to C-6; (5) insertion of a phosphate between the steroid and the linker chain. With the exception of the phosphate modification, which abolished anti-HIV activity and increased cytotoxicity, the linker chain modifications produced relatively minor changes in anti-HIV activity and increased cytotoxicity, the linker chain modifications produced relatively minor changes in anti-HIV potency. The steroid and attached linker chain of cosalane therefore appear only to provide a general lipophilic appendage for the dichlorodisalicylmethane pharmacophore.

  DOI：

  10.1016/0968-0896(96)00159-9
• 作为产物：
  描述：

  5α-3β-(2'-hydroxyethyl)cholestane 在 四溴化碳 、 sodium hexamethyldisilazane 、 三苯基膦 作用下， 以 二氯甲烷 、 氯苯 为溶剂， 反应 24.67h， 生成 5α-3β-[3',3'-(3'',3'''-dicarbomethoxy-5'',5'''-dichloro-4'',4'''-dimethoxydiphenyl)-2'-propenyl]cholestane
  参考文献：
  名称：

  Exploration of the effects of linker chain modifications on anti-HIV activities in a series of cosalane analogues

  摘要：

  The effects of linker chain modifications were investigated in a series of cosalane analogues. The modifications investigated included: (1) shortening the three-carbon linker chain between the dichlorodisalicylmethane and the cholestane moiety by one carbon atom; (2) lengthening the linker chain by one carbon; (3) hydrogenation of the double bond in the linker chain; (4) changing the point of attachment of the linker chain from C-3 to C-6; (5) insertion of a phosphate between the steroid and the linker chain. With the exception of the phosphate modification, which abolished anti-HIV activity and increased cytotoxicity, the linker chain modifications produced relatively minor changes in anti-HIV activity and increased cytotoxicity, the linker chain modifications produced relatively minor changes in anti-HIV potency. The steroid and attached linker chain of cosalane therefore appear only to provide a general lipophilic appendage for the dichlorodisalicylmethane pharmacophore.

  DOI：

  10.1016/0968-0896(96)00159-9