2-methyl-1-(4-chlorophenyl)-3-(thiomorpholin-4-yl)methyl-5-(4-methylphenyl)-1H-pyrrole | 1033280-71-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2-methyl-1-(4-chlorophenyl)-3-(thiomorpholin-4-yl)methyl-5-(4-methylphenyl)-1H-pyrrole
• 英文别名: 4-[[1-(4-Chlorophenyl)-2-methyl-5-(p-tolyl)pyrrol-3-yl]methyl]thiomorpholine；4-[[1-(4-chlorophenyl)-2-methyl-5-(4-methylphenyl)pyrrol-3-yl]methyl]thiomorpholine
• CAS: 1033280-71-5
• 化学式: C₂₃H₂₅ClN₂S
• 分子量: 396.984
• InChiKey: BQQBYHLQOGSDIQ-UHFFFAOYSA-N

物化性质

• 熔点：
  127 °C(Solvent: Diethyl ether)
• 沸点：
  534.4±50.0 °C(predicted)
• 密度：
  1.19±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  33.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  硫代吗啉 、 聚合甲醛 、 2-methyl-1-(4-chlorophenyl)-5-(4-methylphenyl)-1H-pyrrole 在 溶剂黄146 作用下， 以 水 、 乙腈 为溶剂， 反应 3.0h， 以20%的产率得到2-methyl-1-(4-chlorophenyl)-3-(thiomorpholin-4-yl)methyl-5-(4-methylphenyl)-1H-pyrrole
  参考文献：
  名称：

  1,5-Diphenylpyrrole Derivatives as Antimycobacterial Agents. Probing the Influence on Antimycobacterial Activity of Lipophilic Substituents at the Phenyl Rings

  摘要：

  Synthesis and biological evaluation of new derivatives of 1,5-bis(4-chlorophenyl)-2-methyl-3-(4-methylpipcrazin-1-yl)methyl-1H-pyrrole (BM 212, 16) are reported. Variously substituted phenyl rings with different substitution pattern and lipophilicity were added to the pyrrole nucleus to evaluate their influence on the activity toward Mycobacterium tuberculosis (MTB) and atypical mycobacteria. The most active derivatives showed activity between 0.125-0.5 mu g/mL (better than 16 and streptomycin) and protection index (64-256) higher than 16 (4) and similar to isoniazid and streptomycin (128).

  DOI：

  10.1021/jm701560p

文献信息

• 1,5-Diphenylpyrrole Derivatives as Antimycobacterial Agents. Probing the Influence on Antimycobacterial Activity of Lipophilic Substituents at the Phenyl Rings
  作者：Mariangela Biava、Giulio Cesare Porretta、Giovanna Poce、Alessandro De Logu、Manuela Saddi、Rita Meleddu、Fabrizio Manetti、Edda De Rossi、Maurizio Botta

  DOI：10.1021/jm701560p

  日期：2008.6.1

  Synthesis and biological evaluation of new derivatives of 1,5-bis(4-chlorophenyl)-2-methyl-3-(4-methylpipcrazin-1-yl)methyl-1H-pyrrole (BM 212, 16) are reported. Variously substituted phenyl rings with different substitution pattern and lipophilicity were added to the pyrrole nucleus to evaluate their influence on the activity toward Mycobacterium tuberculosis (MTB) and atypical mycobacteria. The most active derivatives showed activity between 0.125-0.5 mu g/mL (better than 16 and streptomycin) and protection index (64-256) higher than 16 (4) and similar to isoniazid and streptomycin (128).