(E)-2-(benzotriazol-2-yl)-3-(4-nitrophenyl)prop-2-enenitrile | 288072-13-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并三唑类
• 英文名称: (E)-2-(benzotriazol-2-yl)-3-(4-nitrophenyl)prop-2-enenitrile
• CAS: 288072-13-9
• 化学式: C₁₅H₉N₅O₂
• 分子量: 291.269
• InChiKey: MIENWMXSZQDKDM-UKTHLTGXSA-N

物化性质

• 沸点：
  494.1±55.0 °C(Predicted)
• 密度：
  1.38±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  100
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (E)-2-(benzotriazol-2-yl)-3-(4-nitrophenyl)prop-2-enenitrile 在 铁粉 、 盐酸 作用下， 以 乙醇 为溶剂， 以57%的产率得到(E)-3-(4-aminophenyl)-2-(benzotriazol-2-yl)prop-2-enenitrile
  参考文献：
  名称：

  Synthesis and antitubercular activity of 3-aryl substituted-2-(1H(2H)benzotriazol-1(2)-yl)acrylonitriles#1# Part of this work was presented as a poster communication at the 2nd European Symposium on Antimicrobial Agents, Hradec Kralove, Czech Republic, 1–4 July 1998.

  摘要：

  A series of 22 3-aryl substituted-2-(1H(2H)-benzotriazol-1(2)-yl)acrylonitriles was synthesized for a preliminary in vitro evaluation of antitubercular activity according to an international program with the Tuberculosis Antimicrobial Acquisition & Coordinating Facility (TAACF). This work reports the synthetic approach and analytical and spectroscopic characterization (UV, IR, H-1- and C-13-NMR) of all compounds synthesized. Several compounds showed an interesting activity in the preliminary screening with a percent growth inhibition of the virulent Mycobacterium tuberculosis between 40 and 99% at the concentration of 12.5 mu g/mL. The most effective derivatives E-5a and E-5e were also tested against M. avium in vitro. (C) 2000 Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(00)00144-6
• 作为产物：
  描述：

  T406石油添加剂 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 16.0h， 生成 (E)-2-(benzotriazol-2-yl)-3-(4-nitrophenyl)prop-2-enenitrile
  参考文献：
  名称：

  Synthesis and antitubercular activity of 3-aryl substituted-2-(1H(2H)benzotriazol-1(2)-yl)acrylonitriles#1# Part of this work was presented as a poster communication at the 2nd European Symposium on Antimicrobial Agents, Hradec Kralove, Czech Republic, 1–4 July 1998.

  摘要：

  A series of 22 3-aryl substituted-2-(1H(2H)-benzotriazol-1(2)-yl)acrylonitriles was synthesized for a preliminary in vitro evaluation of antitubercular activity according to an international program with the Tuberculosis Antimicrobial Acquisition & Coordinating Facility (TAACF). This work reports the synthetic approach and analytical and spectroscopic characterization (UV, IR, H-1- and C-13-NMR) of all compounds synthesized. Several compounds showed an interesting activity in the preliminary screening with a percent growth inhibition of the virulent Mycobacterium tuberculosis between 40 and 99% at the concentration of 12.5 mu g/mL. The most effective derivatives E-5a and E-5e were also tested against M. avium in vitro. (C) 2000 Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(00)00144-6

文献信息

• Carta, Antonio; Sanna, Paolo; Bacchi, Alessia, Heterocycles, 2002, vol. 57, # 6, p. 1079 - 1090
  作者：Carta, Antonio、Sanna, Paolo、Bacchi, Alessia

  DOI：——

  日期：——
• Synthesis and antitubercular activity of 3-aryl substituted-2-(1H(2H)benzotriazol-1(2)-yl)acrylonitriles#1# Part of this work was presented as a poster communication at the 2nd European Symposium on Antimicrobial Agents, Hradec Kralove, Czech Republic, 1–4 July 1998.
  作者：Paolo Sanna、Antonio Carta、Mohammad E.Rahbar Nikookar

  DOI：10.1016/s0223-5234(00)00144-6

  日期：2000.5

  A series of 22 3-aryl substituted-2-(1H(2H)-benzotriazol-1(2)-yl)acrylonitriles was synthesized for a preliminary in vitro evaluation of antitubercular activity according to an international program with the Tuberculosis Antimicrobial Acquisition & Coordinating Facility (TAACF). This work reports the synthetic approach and analytical and spectroscopic characterization (UV, IR, H-1- and C-13-NMR) of all compounds synthesized. Several compounds showed an interesting activity in the preliminary screening with a percent growth inhibition of the virulent Mycobacterium tuberculosis between 40 and 99% at the concentration of 12.5 mu g/mL. The most effective derivatives E-5a and E-5e were also tested against M. avium in vitro. (C) 2000 Editions scientifiques et medicales Elsevier SAS.