2-(benzotriazol-1-yl)-3-phenyl-2-propenenitrile | 288071-94-3

• 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: 2-(benzotriazol-1-yl)-3-phenyl-2-propenenitrile
• 英文别名: 2-(Benzotriazol-1-yl)-3-phenylacrylonitrile；(E)-2-(benzotriazol-1-yl)-3-phenylprop-2-enenitrile
• CAS: 288071-94-3
• 化学式: C₁₅H₁₀N₄
• 分子量: 246.271
• InChiKey: FKYQRARJQDNFDJ-JLHYYAGUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  19
• 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：
  54.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(benzotriazol-1-yl)-3-phenyl-2-propenenitrile 在 盐酸 作用下， 反应 3.0h， 以48%的产率得到(E)-2-(Benzotriazol-1-yl)-3-phenylpropenoic acid
  参考文献：
  名称：

  Synthesis and antimycobacterial activity of 3-aryl-, 3-cyclohexyl- and 3-heteroaryl- substituted-2-(1H(2H)-benzotriazol-1(2)-yl)prop-2-enenitriles, prop-2-enamides and propenoic acids. II

  摘要：

  A series of 32 3-aryl-, 3-cyclohexyl-, and 3-heteroaryl-substituted-2-(1H(2H)-benzotriazol-1(2)-yl)-prop-2-enenitriles, prop-2-enamides and propenoic acids, was synthesized as a part of our research in the antitubercular field, according to an international program with the Tuberculosis Antimicrobial Acquisition and Coordinating Facility (TAACF). This work reports the preparation and analytical and spectroscopic characterization (MS, UV, IR, H-1 NMR) of all compounds synthesized. Among these only a few compounds (E-4b,c, E-5a, E-7e and E-8d) were found to be endowed with modest growth inhibition of Mycobacterium tuberculosis. However, the obtained results allowed to acquire interesting structure-activity relationships. (C) 2002 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(01)01174-0
• 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 20.0h， 生成 2-(benzotriazol-1-yl)-3-phenyl-2-propenenitrile
  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

• New routes to the synthesis of pyridazinone, ethoxypyridine, pyrazole and pyrazolo[1,5-<i>a</i>]pyrimidine derivatives incorporating a benzotriazole moiety
  作者：Fatima Al-Omran、Osama Yousef Abd El-Hay、Adel Abou El-Khair

  DOI：10.1002/jhet.5570370635

  日期：2000.11

  A new approach to the synthesis of pyridazinone, ethoxypyridine, pyrazole and 7-aminopyrazolo-[1,5-a]pyrimidine derivatives. The structure of the newly synthesized compounds was elucidated by elemental analyses, ir, 1H nmr spectra and in some cases by 13C nmr investigations.

  合成哒嗪酮，乙氧基吡啶，吡唑和7-氨基吡唑并-[1,5- a ]嘧啶衍生物的新方法。通过元素分析，ir，1 H nmr光谱以及在某些情况下通过13 C nmr研究阐明了新合成化合物的结构。