2-amino-4-methylquinoline-3-carboxamide | 383866-57-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-amino-4-methylquinoline-3-carboxamide
• CAS: 383866-57-7
• 化学式: C₁₁H₁₁N₃O
• 分子量: 201.228
• InChiKey: AEJBLIPSYZHMLO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  82
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-amino-4-methylquinoline-3-carboxamide 在 甲酸 、 五氯化磷 、 硫脲 、 三氯氧磷 作用下， 以 甲醇 为溶剂， 反应 7.0h， 生成 5-methyl-4-thioxo-2-deoxo-5-deazaalloxazine
  参考文献：
  名称：

  Synthesis, characterization and reactions of 2-deoxo-5-deazaalloxazines

  摘要：

  5-Deazaflavins and their homologues. have been known as potential riboflavin antagonists, bioreductives, and compounds with potent antitumor activity. 2-Amino-4-methylquinoline-3-carbonitrile (2) was prepared as unreported starting material for several interesting 2-deoxo-5-deazalloxazine derivatives. Cyclization of 2 using formamide afforded the 2,4-deoxo-5-deazaalloxazine derivative 7, which was subjected to deamination with nitrous acid to give the 2-deoxo-5-deazaalloxazine (8). The compound 8 was also obtained via 13 by treating the latter with refluxing formic acid or formamide and used as a precursor for synthesis of several 2-deoxo-5-deazaalloxazines 18, 19, 20, 21 and 22. The pharmacological and biological properties of these compounds are still under investigation. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00194-8
• 作为产物：
  描述：

  4-甲基-2-氨基喹啉-3-腈 在 硫酸 作用下， 反应 0.5h， 以90%的产率得到2-amino-4-methylquinoline-3-carboxamide
  参考文献：
  名称：

  Synthesis, characterization and reactions of 2-deoxo-5-deazaalloxazines

  摘要：

  5-Deazaflavins and their homologues. have been known as potential riboflavin antagonists, bioreductives, and compounds with potent antitumor activity. 2-Amino-4-methylquinoline-3-carbonitrile (2) was prepared as unreported starting material for several interesting 2-deoxo-5-deazalloxazine derivatives. Cyclization of 2 using formamide afforded the 2,4-deoxo-5-deazaalloxazine derivative 7, which was subjected to deamination with nitrous acid to give the 2-deoxo-5-deazaalloxazine (8). The compound 8 was also obtained via 13 by treating the latter with refluxing formic acid or formamide and used as a precursor for synthesis of several 2-deoxo-5-deazaalloxazines 18, 19, 20, 21 and 22. The pharmacological and biological properties of these compounds are still under investigation. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00194-8