(S)-3-{4-[Bis-(2-chloro-ethyl)-amino]-phenyl}-2-tert-butoxycarbonylamino-propionic acid 2-hexadecanoylamino-1-(hexadecanoylamino-methyl)-ethyl ester | 163333-54-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-3-{4-[Bis-(2-chloro-ethyl)-amino]-phenyl}-2-tert-butoxycarbonylamino-propionic acid 2-hexadecanoylamino-1-(hexadecanoylamino-methyl)-ethyl ester
• 英文别名: 1,3-bis(hexadecanoylamino)propan-2-yl (2S)-3-[4-[bis(2-chloroethyl)amino]phenyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
• CAS: 163333-54-8
• 化学式: C₅₃H₉₄Cl₂N₄O₆
• 分子量: 954.259
• InChiKey: ZLOMYJHXSKZUDH-DYVQZXGMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.5
• 重原子数：
  65
• 可旋转键数：
  45
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  126
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (S)-3-{4-[Bis-(2-chloro-ethyl)-amino]-phenyl}-2-tert-butoxycarbonylamino-propionic acid 2-hexadecanoylamino-1-(hexadecanoylamino-methyl)-ethyl ester 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 以75%的产率得到
  参考文献：
  名称：

  The synthesis of novel melphalan derivatives as potential antineoplastic agents

  摘要：

  Five derivatives of melphalan ((S)-4- [bis(2-chloroethyl)amino]phenylalanine), an alkylating agent presently employed as an antineoplastic in humans, were designed and synthesised as potential prodrugs. Their antitumour activity was tested against P388 leukaemia in mouse after acute intraperitoneal or oral administration and compared with that of the parent compound.

  DOI：

  10.1016/s0223-5234(97)89087-3
• 作为产物：
  描述：

  美法仑 在 4-二甲氨基吡啶 、 sodium hydroxide 、 异丙烯基氯甲酸酯 、 三乙胺 作用下， 以 1,4-二氧六环 、 水 、 甲苯 为溶剂， 反应 17.3h， 生成 (S)-3-{4-[Bis-(2-chloro-ethyl)-amino]-phenyl}-2-tert-butoxycarbonylamino-propionic acid 2-hexadecanoylamino-1-(hexadecanoylamino-methyl)-ethyl ester
  参考文献：
  名称：

  The synthesis of novel melphalan derivatives as potential antineoplastic agents

  摘要：

  Five derivatives of melphalan ((S)-4- [bis(2-chloroethyl)amino]phenylalanine), an alkylating agent presently employed as an antineoplastic in humans, were designed and synthesised as potential prodrugs. Their antitumour activity was tested against P388 leukaemia in mouse after acute intraperitoneal or oral administration and compared with that of the parent compound.

  DOI：

  10.1016/s0223-5234(97)89087-3

文献信息

• The synthesis of novel melphalan derivatives as potential antineoplastic agents
  作者：A.D. Morris、G Atassi、N Guilbaud、A.A. Cordi

  DOI：10.1016/s0223-5234(97)89087-3

  日期：1997.1

  Five derivatives of melphalan ((S)-4- [bis(2-chloroethyl)amino]phenylalanine), an alkylating agent presently employed as an antineoplastic in humans, were designed and synthesised as potential prodrugs. Their antitumour activity was tested against P388 leukaemia in mouse after acute intraperitoneal or oral administration and compared with that of the parent compound.