3-[({[4-(4-chloro-phenyl)-piperazin-1-yl]-acetyl}-hydrazono)-methyl]-rifamycin | 68104-94-9

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 3-[({[4-(4-chloro-phenyl)-piperazin-1-yl]-acetyl}-hydrazono)-methyl]-rifamycin
• CAS: 68104-94-9
• 化学式: C₅₀H₆₂ClN₅O₁₃
• 分子量: 976.521
• InChiKey: ZRKXDJVIRCCIJT-NERWKJISSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.68
• 重原子数：
  69.0
• 可旋转键数：
  7.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  249.25
• 氢给体数：
  7.0
• 氢受体数：
  16.0

反应信息

• 作为产物：
  描述：

  3甲酰利福平霉素 、 [(4-chloro-phenyl)-piperazin-1-yl]-acetic acid hydrazide 以 四氢呋喃 为溶剂， 生成 3-[({[4-(4-chloro-phenyl)-piperazin-1-yl]-acetyl}-hydrazono)-methyl]-rifamycin
  参考文献：
  名称：

  Synthesis and quantitative structure-activity relationships of some antibacterial 3-formylrifamycin SV N-(4-substituted phenyl)piperazinoacethydrazones

  摘要：

  A series of 14 3-formylrifamycin SV N-(4-substituted phenyl)piperazinoacethydrazones has been synthesized and evaluated for their antimicrobial activity. The compounds were found active against Bacillus subtilis, Staphylococcus aureus, Mycobacterium phlei, and Mycobacterium tuberculosis but not as active as rifampin. The compounds also exhibited significant activity against Clostridium perfringens and in this bacterial system some were more active than rifampin. The QSAR showed that the activity against B. subtilis depended only on lipophilicity, and the regression equation was linear. A parabolic relationship between the antibacterial activity and lipophilicity of the compounds was found in Staph. aureus. Additionally, the activity was dependent upon the electronic and steric effects of the phenyl substituents. The sensitivity of M. phlei to the compounds was found to correlate well with a linear combination of hydrophobic, electronic, and steric parameters. No statistically significant correlation was possible between the physicochemical parameters studied and the activity of the compounds against C. perfringens and M. tuberculosis.

  DOI：

  10.1021/jm00210a025