4-amino-5-methylpyrimido[4,5-b]quinoline | 383866-45-3

• 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: 4-amino-5-methylpyrimido[4,5-b]quinoline
• 英文别名: 5-Methylpyrimido[4,5-b]quinolin-4-amine；5-methylpyrimido[4,5-b]quinolin-4-amine
• CAS: 383866-45-3
• 化学式: C₁₂H₁₀N₄
• 分子量: 210.238
• InChiKey: HUZNMNVKXNCGMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  64.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-amino-5-methylpyrimido[4,5-b]quinoline 在 盐酸 、 五氯化磷 、 一水合肼 、 溶剂黄146 、 sodium nitrite 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 8.0h， 生成 4-hydrazino-5-methyl-2,4-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：

  邻氨基苯乙酮 以 吡啶 为溶剂， 反应 22.0h， 生成 4-amino-5-methylpyrimido[4,5-b]quinoline
  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

文献信息

• Synthesis, characterization and reactions of 2-deoxo-5-deazaalloxazines
  作者：Abd El-Wareth A.O. Sarhan、Zeinab A. Hozien、Hosney A.H. El-Sherief

  DOI：10.1016/s0968-0896(01)00194-8

  日期：2001.11

  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.