mono(1,7-dimethyl-2-(4-((2-(1,4,5,6-tetrahydropyrimidin-2-yl)hydrazineylidene)methyl)phenyl)imidazo[1,2-a]pyridin-1-ium) monohydrogen monobromide | 123509-12-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并吡啶类
• 英文名称: mono(1,7-dimethyl-2-(4-((2-(1,4,5,6-tetrahydropyrimidin-2-yl)hydrazineylidene)methyl)phenyl)imidazo[1,2-a]pyridin-1-ium) monohydrogen monobromide
• CAS: 123509-12-6
• 化学式: 2Br*C₂₀H₂₃N₆*H
• 分子量: 508.259
• InChiKey: WLEVRDQPYPBKLD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.87
• 重原子数：
  27.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  57.07
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  2-肼基-1,4,5,6-四氢嘧啶氢碘酸 、 Toluene-4-sulfonate2-(4-formyl-phenyl)-1,7-dimethyl-imidazo[1,2-a]pyridin-1-ium; 在 氢溴酸 作用下， 以 乙醇 为溶剂， 生成 mono(1,7-dimethyl-2-(4-((2-(1,4,5,6-tetrahydropyrimidin-2-yl)hydrazineylidene)methyl)phenyl)imidazo[1,2-a]pyridin-1-ium) monohydrogen monobromide
  参考文献：
  名称：

  Cationic antiprotozoal drugs. Trypanocidal activity of 2-(4'-formylphenyl)imidazo[1,2-a]pyridinium guanylhydrazones and related derivatives of quaternary heteroaromatic compounds

  摘要：

  A series of quaternary 2-phenylimidazo[1,2-a]pyridinum salts has been prepared and evaluated for antiparasitic activity. Primary attention was focused on derivatives with amido, substituted hydrazone, and heterocyclic functionality at the para position of the phenyl substituent. Guanylhydrazones and N-substituted guanylhydrazones of the 4'-formyl-substituted compounds are very active against the blood state Trypanosoma rhodesiense in mice by subcutaneous or oral administration. The most potent compounds attain 100% survival for 30 days at doses of less than 1.0 mg/kg (sc) and greater than 5.0 mg/kg (po). Weaker activity is noted for certain other 4'-substituents such as carboxamidines and carboxamide oximes. Considerable variation in structure, including replacing of the imidazo [1,2-a]pyridinium ring by other cationic heterocyclic rings and insertion of linking groups between the heterocyclic ring and phenyl group, can be done, and a high level of activity is maintained. Relationships between these structural changes and biological activity are discussed.

  DOI：

  10.1021/jm00163a049