3-(4'-geranyloxy-3'-methoxyphenyl)-2-trans-propenoyl-L-alanine | 870073-96-4

• 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: 3-(4'-geranyloxy-3'-methoxyphenyl)-2-trans-propenoyl-L-alanine
• 英文别名: (2S)-2-[[(E)-3-[4-[(2E)-3,7-dimethylocta-2,6-dienoxy]-3-methoxyphenyl]prop-2-enoyl]amino]propanoic acid
• CAS: 870073-96-4
• 化学式: C₂₃H₃₁NO₅
• 分子量: 401.503
• InChiKey: PHINPXZDVNWUTK-MHJWHSTPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  29
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  84.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(4'-geranyloxy-3'-methoxyphenyl)-2-trans-propenoyl-L-alanine 在 sodium hydroxide 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 乙醚 、 乙醇 为溶剂， 反应 7.0h， 生成 3-(4'-geranyloxy-3'-methoxyphenyl)-2-trans-propenoyl-L-alanyl-L-proline
  参考文献：
  名称：

  Synthesis of a novel prodrug of 3-(4′-geranyloxy-3′-methoxyphenyl)-2-trans-propenoic acid for colon delivery

  摘要：

  A novel high-yielding and environment-friendly synthesis of the anticancer compound 3-(4'-geranyloxy-3'-methoxyphenyl)-2-trans-propenoic acid is described. This compound was conjugated to H2N-Ala-Pro dipeptide to give a prodrug to be activated by intestinal ACE and to be used in the treatment of different forms of colon cancer. Data on the chemical and enzymatic stability of this novel prodrug are reported. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.07.088
• 作为产物：
  描述：

  阿魏酸甲酯 在 sodium hydroxide 、 potassium carbonate 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 乙醚 、 乙醇 、 丙酮 为溶剂， 反应 12.0h， 生成 3-(4'-geranyloxy-3'-methoxyphenyl)-2-trans-propenoyl-L-alanine
  参考文献：
  名称：

  Synthesis of a novel prodrug of 3-(4′-geranyloxy-3′-methoxyphenyl)-2-trans-propenoic acid for colon delivery

  摘要：

  A novel high-yielding and environment-friendly synthesis of the anticancer compound 3-(4'-geranyloxy-3'-methoxyphenyl)-2-trans-propenoic acid is described. This compound was conjugated to H2N-Ala-Pro dipeptide to give a prodrug to be activated by intestinal ACE and to be used in the treatment of different forms of colon cancer. Data on the chemical and enzymatic stability of this novel prodrug are reported. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.07.088

文献信息

• Synthesis of a novel prodrug of 3-(4′-geranyloxy-3′-methoxyphenyl)-2-trans-propenoic acid for colon delivery
  作者：Massimo Curini、Francesco Epifano、Salvatore Genovese

  DOI：10.1016/j.bmcl.2005.07.088

  日期：2005.11

  A novel high-yielding and environment-friendly synthesis of the anticancer compound 3-(4'-geranyloxy-3'-methoxyphenyl)-2-trans-propenoic acid is described. This compound was conjugated to H2N-Ala-Pro dipeptide to give a prodrug to be activated by intestinal ACE and to be used in the treatment of different forms of colon cancer. Data on the chemical and enzymatic stability of this novel prodrug are reported. (c) 2005 Elsevier Ltd. All rights reserved.