(E)-2-(cyano(phenyldiazenyl)methyl)benzonitrile | 1426235-26-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-2-(cyano(phenyldiazenyl)methyl)benzonitrile
• CAS: 1426235-26-8
• 化学式: C₁₅H₁₀N₄
• 分子量: 246.271
• InChiKey: JHRBZSIEKUQWBT-VHEBQXMUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.91
• 重原子数：
  19.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  72.3
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (E)-2-(cyano(phenyldiazenyl)methyl)benzonitrile 在 盐酸羟胺 、 sodium acetate 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 以50%的产率得到2-Phenyltriazolo[4,5-c]isoquinolin-5-amine
  参考文献：
  名称：

  Synthesis and antimicrobial activity of some new benzo and naphthonitrile derivatives

  摘要：

  The reaction of 2-(cyanomethyl)benzonitrile (1) with different diazonium salts gave the corresponding aryldiazenyl derivatives 2a-e which reacted with sodium hydroxide and ethyl chloroacetate and hydroxylamine hydrochloride to afford the corresponding acetamides 4a-e, pyrazoloisoquinolines 6a-e and triazoloisoquinoline derivatives 8a-e, respectively. Moreover, the reaction of 1 with arylidene malononitriles 9a-c afforded dihydronaphthalenes ha, b and naphthalene derivative 12, respectively. The newly synthesized compounds were characterized by analytical and spectral data. The investigated compounds were screened for their antibacterial activity against Gram-positive bacteria, Gram-negative bacteria and antifungal activity. Among the synthesized compounds, (E)-2-(cyano((4-nitrophenyl)diazenyl)methyl)benzonitrile (2e) exhibited a significant activity toward both Gram-positive, Gram-negative bacteria and exhibit the most potent in vitro antifungal with MIC's (6.25 mu g/mL) against Botrytis fabae. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.11.017
• 作为产物：
  描述：

  alpha-氰基-邻-苯乙腈 、 苯胺 在 盐酸 、 sodium nitrite 、 sodium acetate 作用下， 以 水 、 乙醇 为溶剂， 以70%的产率得到(E)-2-(cyano(phenyldiazenyl)methyl)benzonitrile
  参考文献：
  名称：

  Synthesis and antimicrobial activity of some new benzo and naphthonitrile derivatives

  摘要：

  The reaction of 2-(cyanomethyl)benzonitrile (1) with different diazonium salts gave the corresponding aryldiazenyl derivatives 2a-e which reacted with sodium hydroxide and ethyl chloroacetate and hydroxylamine hydrochloride to afford the corresponding acetamides 4a-e, pyrazoloisoquinolines 6a-e and triazoloisoquinoline derivatives 8a-e, respectively. Moreover, the reaction of 1 with arylidene malononitriles 9a-c afforded dihydronaphthalenes ha, b and naphthalene derivative 12, respectively. The newly synthesized compounds were characterized by analytical and spectral data. The investigated compounds were screened for their antibacterial activity against Gram-positive bacteria, Gram-negative bacteria and antifungal activity. Among the synthesized compounds, (E)-2-(cyano((4-nitrophenyl)diazenyl)methyl)benzonitrile (2e) exhibited a significant activity toward both Gram-positive, Gram-negative bacteria and exhibit the most potent in vitro antifungal with MIC's (6.25 mu g/mL) against Botrytis fabae. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.11.017

文献信息

• Synthesis and antimicrobial activity of some new benzo and naphthonitrile derivatives
  作者：Ahmed A. Fadda、El-Sayed M. Afsah、Radwa S. Awad

  DOI：10.1016/j.ejmech.2012.11.017

  日期：2013.2

  The reaction of 2-(cyanomethyl)benzonitrile (1) with different diazonium salts gave the corresponding aryldiazenyl derivatives 2a-e which reacted with sodium hydroxide and ethyl chloroacetate and hydroxylamine hydrochloride to afford the corresponding acetamides 4a-e, pyrazoloisoquinolines 6a-e and triazoloisoquinoline derivatives 8a-e, respectively. Moreover, the reaction of 1 with arylidene malononitriles 9a-c afforded dihydronaphthalenes ha, b and naphthalene derivative 12, respectively. The newly synthesized compounds were characterized by analytical and spectral data. The investigated compounds were screened for their antibacterial activity against Gram-positive bacteria, Gram-negative bacteria and antifungal activity. Among the synthesized compounds, (E)-2-(cyano((4-nitrophenyl)diazenyl)methyl)benzonitrile (2e) exhibited a significant activity toward both Gram-positive, Gram-negative bacteria and exhibit the most potent in vitro antifungal with MIC's (6.25 mu g/mL) against Botrytis fabae. (C) 2012 Elsevier Masson SAS. All rights reserved.