(E)-N-(4-(p-chlorophenyl)oxazol-2-yl)cinnamamide | 1345732-10-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-N-(4-(p-chlorophenyl)oxazol-2-yl)cinnamamide
• 英文别名: (E)-N-[4-(4-chlorophenyl)-1,3-oxazol-2-yl]-3-phenylprop-2-enamide
• CAS: 1345732-10-6
• 化学式: C₁₈H₁₃ClN₂O₂
• 分子量: 324.766
• InChiKey: MGKVBGXXLGJRLG-IZZDOVSWSA-N

物化性质

• 熔点：
  154-156 °C(Solvent: Ethyl acetate ; Hexane)
• 密度：
  1.327±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  55.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-N-(4-(p-chlorophenyl)oxazol-2-yl)cinnamamide 在 四氯苯醌 、 三乙胺 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 、 乙醚 、 二氯甲烷 为溶剂， 生成 N-(4-(p-chlorophenyl)oxazol-2-yl)-4'-phenyl-1'H-pyrazole-3'-carboxamide
  参考文献：
  名称：

  Synthesis and antimicrobial activity of amido linked pyrrolyl and pyrazolyl-oxazoles, thiazoles and imidazoles

  摘要：

  A new class of amido linked bis heterocycles viz., pyrrolyl/pyrazolyl-oxazoles, thiazoles and imidazoles were prepared by 1,3-dipolar cycloaddition of TosMIC and diazomethane to the respective cinnamamide derivatives and screened for antimicrobial activity. The chlorosubstituted imidazolyl cinnamamide (6c) is the most potential antimicrobial agent as it displayed strong antibacterial activity against Bacillus subtilis and antifungal activity against Penicillium chrysogenum. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.08.032
• 作为产物：
  描述：

  3-苯基-2-丙烯酰氯 、 4-(4-氯苯基)-1,3-恶唑-2-胺 以 甲苯 为溶剂， 以88%的产率得到(E)-N-(4-(p-chlorophenyl)oxazol-2-yl)cinnamamide
  参考文献：
  名称：

  Synthesis and antimicrobial activity of amido linked pyrrolyl and pyrazolyl-oxazoles, thiazoles and imidazoles

  摘要：

  A new class of amido linked bis heterocycles viz., pyrrolyl/pyrazolyl-oxazoles, thiazoles and imidazoles were prepared by 1,3-dipolar cycloaddition of TosMIC and diazomethane to the respective cinnamamide derivatives and screened for antimicrobial activity. The chlorosubstituted imidazolyl cinnamamide (6c) is the most potential antimicrobial agent as it displayed strong antibacterial activity against Bacillus subtilis and antifungal activity against Penicillium chrysogenum. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.08.032

文献信息

• Synthesis and antimicrobial activity of amido linked pyrrolyl and pyrazolyl-oxazoles, thiazoles and imidazoles
  作者：V. Padmavathi、C. Prema kumari、B.C. Venkatesh、A. Padmaja

  DOI：10.1016/j.ejmech.2011.08.032

  日期：2011.11

  A new class of amido linked bis heterocycles viz., pyrrolyl/pyrazolyl-oxazoles, thiazoles and imidazoles were prepared by 1,3-dipolar cycloaddition of TosMIC and diazomethane to the respective cinnamamide derivatives and screened for antimicrobial activity. The chlorosubstituted imidazolyl cinnamamide (6c) is the most potential antimicrobial agent as it displayed strong antibacterial activity against Bacillus subtilis and antifungal activity against Penicillium chrysogenum. (C) 2011 Elsevier Masson SAS. All rights reserved.