4-amino-2-imino-8-methyl-1,2-dihydro-5H-chromeno[2,3-d]pyrimidin-5-one | 1590343-09-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 4-amino-2-imino-8-methyl-1,2-dihydro-5H-chromeno[2,3-d]pyrimidin-5-one
• 英文别名: 4-amino-2-imino-8-methyl-1H-chromeno[2,3-d]pyrimidin-5-one；2,4-diamino-8-methylchromeno[2,3-d]pyrimidin-5-one
• CAS: 1590343-09-1
• 化学式: C₁₂H₁₀N₄O₂
• 分子量: 242.237
• InChiKey: UGYSXYFQUNKIOZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 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：
  104
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  O-乙酰基-4-甲基水杨酸 在 氯化亚砜 、 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 8.0h， 生成 4-amino-2-imino-8-methyl-1,2-dihydro-5H-chromeno[2,3-d]pyrimidin-5-one
  参考文献：
  名称：

  Chromone-Fused Cytosine Analogues: Synthesis, Biological Activity, and Structure–Activity Relationship

  摘要：

  The preparation of a series of novel chromone-fused cytosine analogues, i.e., chromeno[2,3-d]pyrimidines has been carried out from substituted 2-amino-4-oxo-4H-chromene-3-carbonitriles with urea, thiourea, and guanidine under different reaction conditions. These chromone-fused cytosine analogues were evaluated for their in vitro activity against Mycobacterium tuberculosis H(37)Rv strain and different microbial pathogenic strains in cell culture for their structure-activity relationships, respectively. Among the synthesized compounds, 2d, 3a, and 4e showed better results against Mycobacterium tuberculosis H(37)Rv. The compounds 2a, 2b, and 3a showed potential antibacterial activity against E. coli and P. aeruginosa, while the majority of compounds were found to be active against S. aureus as compared to ampicillin. The synthesized cytosine analogues having an imine (-CNH) have been less sensitive to the bacterial and fungal strains but have a more beneficial effect on Mycobacterium tuberculosis H(37)Rv.

  DOI：

  10.1080/15257770.2013.873128