4-(2-(methylthio)-1-(phenylamino)-1H-imidazol-5-yl)-2,6-dimethyl-N3,N5-di(4'-bromophenyl)-1,4-dihydropyridine-3,5-dicarboxamide | 1171116-74-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(2-(methylthio)-1-(phenylamino)-1H-imidazol-5-yl)-2,6-dimethyl-N3,N5-di(4'-bromophenyl)-1,4-dihydropyridine-3,5-dicarboxamide
• 英文别名: 4-(3-anilino-2-methylsulfanyl-imidazol-4-yl)-N3,N5-bis(4-bromophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxamide；4-(3-anilino-2-methylsulfanylimidazol-4-yl)-3-N,5-N-bis(4-bromophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxamide
• CAS: 1171116-74-7
• 化学式: C₃₁H₂₈Br₂N₆O₂S
• 分子量: 708.476
• InChiKey: ALKJNLLZHVMHQJ-UHFFFAOYSA-N

物化性质

• 熔点：
  239-240 °C(Solvent: Acetone; Ligroine)
• 密度：
  1.56±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  42
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  125
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  N-(4-溴苯基)-3-氧丁酰胺 、 2-methylthio-1-phenylaminoimidazole-5-carboxaldehyde 在 ammonium acetate 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以76%的产率得到4-(2-(methylthio)-1-(phenylamino)-1H-imidazol-5-yl)-2,6-dimethyl-N3,N5-di(4'-bromophenyl)-1,4-dihydropyridine-3,5-dicarboxamide
  参考文献：
  名称：

  Synthesis and antitubercular activity of novel 4-substituted imidazolyl-2,6-dimethyl-N3,N5-bisaryl-1,4-dihydropyridine-3,5-dicarboxamides

  摘要：

  A series of 4-substituted imidazolyl-2,6-dimethyl-N-3,N-5-bisaryl-1,4-dihydropyridine-3,5-dicarboxamides were prepared. They were screened as antitubercular agents against Mycobacterium tuberculosis H(37)Rv. Minimum inhibitory concentrations (MICs) were determined using agar proportion method. Compound 3i with 1-benzyl-2-methylthio-1H-imidazole-5-yl substituent at C-4 position and 4'-chloromophenyl group at C-3 and C-5 positions of the 1,4-dihydropyridine ring was the most potent one among the tested compounds. It was as potent as rifampicin against M. tuberculosis H37RV. Compound 31 also was an active antitubercular agent with the same substituent as compound 3i at the C-4 position and 31-pyridyl group at C-3 and C-5 positions of the 1,4-dihydropyridine ring. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.03.027