(E)-3-[4-(4-Imidazol-1-yl-benzoyl)-1-methyl-1H-pyrrol-2-yl]-acrylic acid ethyl ester | 128843-44-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-3-[4-(4-Imidazol-1-yl-benzoyl)-1-methyl-1H-pyrrol-2-yl]-acrylic acid ethyl ester
• 英文别名: ethyl (E)-3-[4-(4-imidazol-1-ylbenzoyl)-1-methyl-pyrrol-2-yl]prop-2-enoate；ethyl (E)-3-[4-(4-imidazol-1-ylbenzoyl)-1-methylpyrrol-2-yl]prop-2-enoate
• CAS: 128843-44-7
• 化学式: C₂₀H₁₉N₃O₃
• 分子量: 349.389
• InChiKey: VTCGZFMOVVVBPN-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  66.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-3-[4-(4-Imidazol-1-yl-benzoyl)-1-methyl-1H-pyrrol-2-yl]-acrylic acid ethyl ester 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以90%的产率得到(E)-3-[4-(4-Imidazol-1-yl-benzoyl)-1-methyl-1H-pyrrol-2-yl]-acrylic acid
  参考文献：
  名称：

  Synthesis and antimicrobial and cytotoxic activities of pyrrole-containing analogs of trichostatin A

  摘要：

  A number of aroylpyrroleacrylic acid derivatives were synthesized by standard procedures and evaluated for cytotoxicity in Vero cells and for capacity to inhibit the multiplication of viruses, bacteria, and fungi. While none of the test compounds showed any activity against bacteria and fungi, most of them inhibited the replication of some DNA viruses at concentrations allowing the exponential growth of uninfected cells. In particular three compounds (8, 9c, and 10h) showed an antiviral activity at doses that were from 4- to greater than 8-fold lower than the maximum nontoxic doses.

  DOI：

  10.1021/jm00172a026
• 作为产物：
  描述：

  4-(4-氟苄氧基)-1-甲基-1H-吡咯-2-甲醛 在 sodium hydride 、 potassium carbonate 作用下， 以 乙醇 、 二甲基亚砜 为溶剂， 生成 (E)-3-[4-(4-Imidazol-1-yl-benzoyl)-1-methyl-1H-pyrrol-2-yl]-acrylic acid ethyl ester
  参考文献：
  名称：

  Synthesis and antimicrobial and cytotoxic activities of pyrrole-containing analogs of trichostatin A

  摘要：

  A number of aroylpyrroleacrylic acid derivatives were synthesized by standard procedures and evaluated for cytotoxicity in Vero cells and for capacity to inhibit the multiplication of viruses, bacteria, and fungi. While none of the test compounds showed any activity against bacteria and fungi, most of them inhibited the replication of some DNA viruses at concentrations allowing the exponential growth of uninfected cells. In particular three compounds (8, 9c, and 10h) showed an antiviral activity at doses that were from 4- to greater than 8-fold lower than the maximum nontoxic doses.

  DOI：

  10.1021/jm00172a026

文献信息

• MASSA, S.;ARTICO, M.;CORELLI, F.;MAI, A.;SANTO, R. DI;CORTES, S.;MARONGIU+, J. MED. CHEM., 33,(1990) N0, C. 2845-2849
  作者：MASSA, S.、ARTICO, M.、CORELLI, F.、MAI, A.、SANTO, R. DI、CORTES, S.、MARONGIU+

  DOI：——

  日期：——