4-chloro-N-(3-chlorophenyl)-2-methoxybenzenecarbothioamide | 1408319-05-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-chloro-N-(3-chlorophenyl)-2-methoxybenzenecarbothioamide
• CAS: 1408319-05-0
• 化学式: C₁₄H₁₁Cl₂NOS
• 分子量: 312.219
• InChiKey: IOGWJJPBKQHDAT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  53.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-chloro-N-(3-chlorophenyl)-2-methoxybenzamide 在 tetraphosphorus decasulfide 作用下， 以 吡啶 为溶剂， 以50.2%的产率得到4-chloro-N-(3-chlorophenyl)-2-methoxybenzenecarbothioamide
  参考文献：
  名称：

  Synthesis and in vitro antimycobacterial activity of 2-methoxybenzanilides and their thioxo analogues

  摘要：

  A new series of N-(3/4-substituted phenyl) 4/5-chloro-2-methoxybenzamides and their thioxo analogues have been synthesised and evaluated for in vitro antimycobacterial activity against Mycobacterium tuberculosis H37Rv, as well as the two atypical strains Mycobacterium kansasii and Mycobacterium avium. Five of the most active compounds were evaluated for cytotoxicity and their ability to inhibit mycobacterial isocitrate lyase, which is responsible for latent survival of Mycobacterium. The results showed that benzthioanilides were more active than the corresponding benzanilides. The most active compound, 4-chloro-2-methoxy-N-(3,4-dichlorophenyl)benzothioamide (4e), had a minimal inhibition concentration (MIC) against M. tuberculosis of 2 mu mol L-1, which was better than the activity of the previously published corresponding salicylanilide. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.07.044

文献信息

• Synthesis and in vitro antimycobacterial activity of 2-methoxybenzanilides and their thioxo analogues
  作者：Ján Kozic、Eva Novotná、Marie Volková、Jiřina Stolaříková、František Trejtnar、Jarmila Vinšová

  DOI：10.1016/j.ejmech.2012.07.044

  日期：2012.10

  A new series of N-(3/4-substituted phenyl) 4/5-chloro-2-methoxybenzamides and their thioxo analogues have been synthesised and evaluated for in vitro antimycobacterial activity against Mycobacterium tuberculosis H37Rv, as well as the two atypical strains Mycobacterium kansasii and Mycobacterium avium. Five of the most active compounds were evaluated for cytotoxicity and their ability to inhibit mycobacterial isocitrate lyase, which is responsible for latent survival of Mycobacterium. The results showed that benzthioanilides were more active than the corresponding benzanilides. The most active compound, 4-chloro-2-methoxy-N-(3,4-dichlorophenyl)benzothioamide (4e), had a minimal inhibition concentration (MIC) against M. tuberculosis of 2 mu mol L-1, which was better than the activity of the previously published corresponding salicylanilide. (C) 2012 Elsevier Masson SAS. All rights reserved.