ethyl 3-(3-(3-(4-cyano-3-methoxyphenyl)thioureido)phenyl)propanoate | 1610767-27-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 英文名称: ethyl 3-(3-(3-(4-cyano-3-methoxyphenyl)thioureido)phenyl)propanoate
• CAS: 1610767-27-5
• 化学式: C₂₀H₂₁N₃O₃S
• 分子量: 383.471
• InChiKey: NXSLKABSZQDCPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.87
• 重原子数：
  27.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  83.38
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  ethyl 3-(3-(3-(4-cyano-3-methoxyphenyl)thioureido)phenyl)propanoate 在 potassium carbonate 、 lithium hydroxide 作用下， 以 四氢呋喃 、 水 、 丙酮 为溶剂， 反应 8.0h， 生成 IMPDH II inhibitor, 50
  参考文献：
  名称：

  Design, synthesis and biological evaluation of novel inosine 5′-monophosphate dehydrogenase (IMPDH) inhibitors

  摘要：

  This study is based on our attempts to further explore the structure-activity relationship (SAR) of VX-148 (3) in an attempt to identify inosine 5'-mono-phosphate dehydrogenase (IMPDH) inhibitors superior to mycophenolic acid. A five-point pharmacophore developed using structurally diverse, known IMPDH inhibitors guided further design of novel analogs of 3. Several conventional as well as novel medicinal chemistry strategies were tried. The combined structure-and ligand-based approaches culminated in a few analogs with either retained or slightly higher potency. The compounds which retained the potency were also checked for their ability to inhibit human peripheral blood mononuclear cells proliferation. This study illuminates the stringent structural requirements and strict SAR for IMPDH II inhibition.

  DOI：

  10.3109/14756366.2013.793184
• 作为产物：
  描述：

  3-(M-氨基苯基)丙酸乙酯 、 4-Isothiocyanato-2-methoxybenzonitrile 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 ethyl 3-(3-(3-(4-cyano-3-methoxyphenyl)thioureido)phenyl)propanoate
  参考文献：
  名称：

  Design, synthesis and biological evaluation of novel inosine 5′-monophosphate dehydrogenase (IMPDH) inhibitors

  摘要：

  This study is based on our attempts to further explore the structure-activity relationship (SAR) of VX-148 (3) in an attempt to identify inosine 5'-mono-phosphate dehydrogenase (IMPDH) inhibitors superior to mycophenolic acid. A five-point pharmacophore developed using structurally diverse, known IMPDH inhibitors guided further design of novel analogs of 3. Several conventional as well as novel medicinal chemistry strategies were tried. The combined structure-and ligand-based approaches culminated in a few analogs with either retained or slightly higher potency. The compounds which retained the potency were also checked for their ability to inhibit human peripheral blood mononuclear cells proliferation. This study illuminates the stringent structural requirements and strict SAR for IMPDH II inhibition.

  DOI：

  10.3109/14756366.2013.793184