2-[4-(N-Hydroxycarbamimidoyl)-phenyl]-1,6-dimethyl-imidazo[1,2-a]pyridin-1-ium; chloride | 123508-50-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-[4-(N-Hydroxycarbamimidoyl)-phenyl]-1,6-dimethyl-imidazo[1,2-a]pyridin-1-ium; chloride
• CAS: 123508-50-9
• 化学式: C₁₆H₁₇N₄O*Cl
• 分子量: 316.79
• InChiKey: WFBPIEVVNOVGLA-UHFFFAOYSA-M

反应信息

• 作为产物：
  描述：

  Toluene-4-sulfonate2-(4-cyano-phenyl)-1,6-dimethyl-imidazo[1,2-a]pyridin-1-ium; 在 吡啶 、 乙醇 、 盐酸羟胺 作用下， 生成 2-[4-(N-Hydroxycarbamimidoyl)-phenyl]-1,6-dimethyl-imidazo[1,2-a]pyridin-1-ium; chloride
  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