3-(6-Methyl-1H-benzoimidazol-2-ylsulfanylmethyl)-benzonitrile | 449813-41-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 3-(6-Methyl-1H-benzoimidazol-2-ylsulfanylmethyl)-benzonitrile
• 英文别名: 3-[(6-methyl-1H-benzimidazol-2-yl)sulfanylmethyl]benzonitrile
• CAS: 449813-41-6
• 化学式: C₁₆H₁₃N₃S
• 分子量: 279.365
• InChiKey: XFUAHZJBTGCNAB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  77.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(6-Methyl-1H-benzoimidazol-2-ylsulfanylmethyl)-benzonitrile 在 吡啶 、 硫化氢 、 三乙胺 作用下， 反应 6.0h， 以94%的产率得到3-(6-Methyl-1H-benzoimidazol-2-ylsulfanylmethyl)-thiobenzamide
  参考文献：
  名称：

  New benzimidazole derivatives as antimycobacterial agents

  摘要：

  A set of 2-alkylsulfanyl derivatives of 5-methylbenzimidazole was synthesized and evaluated for antimycobacterial activity. The structures of the compounds were confirmed by H-1 NMR and IR data, and their purity by elemental analysis. Antimycobacterial activities against Mycobacterium tuberculosis and nontuberculous mycobacteria were expressed as the minimum inhibitory concentration. The substances exhibited significant antimycobacterial activity, in particular against both strains of Mycobacterium kansasli. The effect of the most active compound in the set, 3,5-dinitro derivative 3t, exceeded that of the standard isoniazide against M. kansasii and Mycobacterium avium. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0014-827x(02)01218-1
• 作为产物：
  描述：

  2-巯基-5-甲基苯并咪唑 、 3-氰基苄基溴 在 sodium methylate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 以80%的产率得到3-(6-Methyl-1H-benzoimidazol-2-ylsulfanylmethyl)-benzonitrile
  参考文献：
  名称：

  New benzimidazole derivatives as antimycobacterial agents

  摘要：

  A set of 2-alkylsulfanyl derivatives of 5-methylbenzimidazole was synthesized and evaluated for antimycobacterial activity. The structures of the compounds were confirmed by H-1 NMR and IR data, and their purity by elemental analysis. Antimycobacterial activities against Mycobacterium tuberculosis and nontuberculous mycobacteria were expressed as the minimum inhibitory concentration. The substances exhibited significant antimycobacterial activity, in particular against both strains of Mycobacterium kansasli. The effect of the most active compound in the set, 3,5-dinitro derivative 3t, exceeded that of the standard isoniazide against M. kansasii and Mycobacterium avium. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0014-827x(02)01218-1

文献信息

• New benzimidazole derivatives as antimycobacterial agents
  作者：Věra Klimešová、Jan Kočı́、Karel Waisser、Jarmila Kaustová

  DOI：10.1016/s0014-827x(02)01218-1

  日期：2002.4

  A set of 2-alkylsulfanyl derivatives of 5-methylbenzimidazole was synthesized and evaluated for antimycobacterial activity. The structures of the compounds were confirmed by H-1 NMR and IR data, and their purity by elemental analysis. Antimycobacterial activities against Mycobacterium tuberculosis and nontuberculous mycobacteria were expressed as the minimum inhibitory concentration. The substances exhibited significant antimycobacterial activity, in particular against both strains of Mycobacterium kansasli. The effect of the most active compound in the set, 3,5-dinitro derivative 3t, exceeded that of the standard isoniazide against M. kansasii and Mycobacterium avium. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.