(S,E)-2-(3-(3,4-dimethoxyphenyl)acrylamido)pentanedioic acid | 1158726-84-1

• 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,E)-2-(3-(3,4-dimethoxyphenyl)acrylamido)pentanedioic acid
• CAS: 1158726-84-1
• 化学式: C₁₆H₁₉NO₇
• 分子量: 337.329
• InChiKey: PCWBZSRRQSMRAR-ZPMKCOPCSA-N

物化性质

• 熔点：
  190.0-191.0 °C
• 沸点：
  641.3±55.0 °C(predicted)
• 密度：
  1.315±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.15
• 重原子数：
  24.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  122.16
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (S,E)-2-(3-(3,4-dimethoxyphenyl)acrylamido)pentanedioic acid 、 2-氨基-3-(4-氟苯基)丙酸乙酯 在 N,N'-二环己基碳二亚胺 作用下， 以 氯仿 为溶剂， 以35.2%的产率得到(4S,E)-4-(3-(3,4-dimethoxyphenyl)acrylamido)-5-(3-(4-fluorophenyl)-1-methoxy-1-oxopropan-2-ylamino)-5-oxopentanoic acid
  参考文献：
  名称：

  Novel aminopeptidase N inhibitors derived from antineoplaston AS2–5 (Part II)

  摘要：

  As our ongoing work, a series of peptidomimetic L-iso-glutamine derivatives derived from antineoplaston AS2-5 scaffold were prepared and their APN/CD13 and MMP-2 inhibitory activities were evaluated hereby. The results displayed that these compounds exhibited selective inhibition against APN as compared with MMP-2, with IC50 values in micromole range. Compounds A1 and A2 showed comparable APN inhibitory activities than the positive control bestatin. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.03.017
• 作为产物：
  描述：

  dimethyl (E)-(3-(3,4-dimethoxyphenyl)acryloyl)-L-glutamate 在 水 、 sodium carbonate 、 盐酸 作用下， 以 水 为溶剂， 以82%的产率得到(S,E)-2-(3-(3,4-dimethoxyphenyl)acrylamido)pentanedioic acid
  参考文献：
  名称：

  Novel aminopeptidase N inhibitors derived from antineoplaston AS2–5 (Part II)

  摘要：

  As our ongoing work, a series of peptidomimetic L-iso-glutamine derivatives derived from antineoplaston AS2-5 scaffold were prepared and their APN/CD13 and MMP-2 inhibitory activities were evaluated hereby. The results displayed that these compounds exhibited selective inhibition against APN as compared with MMP-2, with IC50 values in micromole range. Compounds A1 and A2 showed comparable APN inhibitory activities than the positive control bestatin. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.03.017