2,4-dichloro-N-(3-methyl-1-phenyl-1H-pyrazol-5-yl)benzamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2,4-dichloro-N-(3-methyl-1-phenyl-1H-pyrazol-5-yl)benzamide
• 英文别名: 2,4-dichloro-N-(5-methyl-2-phenylpyrazol-3-yl)benzamide
• 化学式: C₁₇H₁₃Cl₂N₃O
• 分子量: 346.216
• InChiKey: AJPLAFYBSJYISV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  46.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,4-dichloro-N-(3-methyl-1-phenyl-1H-pyrazol-5-yl)benzamide 在 盐酸 、 溶剂黄146 、 sodium nitrite 作用下， 反应 24.0h， 生成
  参考文献：
  名称：

  One-step synthesis, crystallographic studies and antimicrobial activity of new 4-diazopyrazole derivatives

  摘要：

  A number of new 4-diazopyrazole derivatives were prepared by the reaction of 1-R-3-methyl-5(R(1)-substituted)benzamidopyrazoles with a sevenfold excess of nitrous acid in acetic medium. The compounds were tested for activity against Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus, Staphylococcus epidermidis, Streptococcus faecalis, Listeria monocytogenes, Candida albicans, Candida tropicalis and Paecilomyces varioti. The highest microbial susceptibility was shown by Gram-positive bacteria, with minimum inhibitory concentrations (MIG) in the range 0.5-12.5 mu g/mL. For S aureus the R(1) substituents were screened utilizing the Topliss operational scheme. The 4-nitro group was found to be the best substituent. We also tested the compounds 4l,o,p, found to be the most active in the test against S aureus ATCC 25923, on ten clinical S aureus strains, five of which were sensitive and five resistant to methicillin. The above compounds were active in the range 2-8 mu g/mL against methicillin-resistant S aureus strains. An X-ray analysis of compounds 4i and 4q is reported.

  DOI：

  10.1016/0223-5234(96)85166-x
• 作为产物：
  描述：

  5-氨基-3-甲基-1-苯基吡唑 、 2,4-二氯苯甲酰氯 在 三乙胺 作用下， 以 氯仿 为溶剂， 反应 5.0h， 生成 2,4-dichloro-N-(3-methyl-1-phenyl-1H-pyrazol-5-yl)benzamide
  参考文献：
  名称：

  One-step synthesis, crystallographic studies and antimicrobial activity of new 4-diazopyrazole derivatives

  摘要：

  A number of new 4-diazopyrazole derivatives were prepared by the reaction of 1-R-3-methyl-5(R(1)-substituted)benzamidopyrazoles with a sevenfold excess of nitrous acid in acetic medium. The compounds were tested for activity against Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus, Staphylococcus epidermidis, Streptococcus faecalis, Listeria monocytogenes, Candida albicans, Candida tropicalis and Paecilomyces varioti. The highest microbial susceptibility was shown by Gram-positive bacteria, with minimum inhibitory concentrations (MIG) in the range 0.5-12.5 mu g/mL. For S aureus the R(1) substituents were screened utilizing the Topliss operational scheme. The 4-nitro group was found to be the best substituent. We also tested the compounds 4l,o,p, found to be the most active in the test against S aureus ATCC 25923, on ten clinical S aureus strains, five of which were sensitive and five resistant to methicillin. The above compounds were active in the range 2-8 mu g/mL against methicillin-resistant S aureus strains. An X-ray analysis of compounds 4i and 4q is reported.

  DOI：

  10.1016/0223-5234(96)85166-x