3-amino-4-hydroxy-6-methyl-chromen-2-one | 22375-69-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 3-amino-4-hydroxy-6-methyl-chromen-2-one
• 英文别名: 3-Amino-4-hydroxy-6-methyl-cumarin；3-Amino-4-hydroxy-6-methylchromen-2-one；3-amino-4-hydroxy-6-methylchromen-2-one
• CAS: 22375-69-5
• 化学式: C₁₀H₉NO₃
• 分子量: 191.186
• InChiKey: FTZQJJVSWBLJQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  72.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  丙酸酐 、 3-amino-4-hydroxy-6-methyl-chromen-2-one 以 吡啶 为溶剂， 反应 4.0h， 生成
  参考文献：
  名称：

  Merchant, J. R.; Venkatesh, M. S.; Martyres, Gail, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1981, vol. 20, # 8, p. 712 - 714

  摘要：

  DOI：

文献信息

• Synthesis and biological evaluation of novel 3-substituted amino-4-hydroxylcoumarin derivatives as chitin synthase inhibitors and antifungal agents
  作者：Zhiqiang Ge、Qinggang Ji、Chunyan Chen、Qin Liao、Hualong Wu、Xiaofei Liu、Yanrong Huang、Lvjiang Yuan、Fei Liao

  DOI：10.3109/14756366.2015.1016511

  日期：2016.3.3

  A series of novel 3-substituted amino-4-hydroxycoumarin derivatives have been designed and synthesized as chitin synthase (CHS) inhibitors. All the synthesized compounds have been screened for their CHS inhibition activity and antimicrobial activity in vitro. The enzymatic assay indicated that most of the compounds have good inhibitory activity against CHS, in which compound 6o with IC50 of 0.10mmol/L had stronger activity than that of polyoxins B, which acts as control drug with IC50 of 0.18mmol/L. As far as the antifungal activity is concerned, most of the compounds possessed moderate to excellent activity against some representative pathogenic fungi. Especially, compound 6b was found to be the most potent agent against Cryptococcus neoformans with minimal inhibitory concentration (MIC) of 4 mu g/mL. Moreover, the results of antibacterial screening showed that these compounds have negligible actions to some tested bacteria. Therefore, these compounds would be promising to develop selective antifungal agents.
• MERCHANT, J. R.;VENKATESH, M. S.;MARTYRES, G., INDIAN J. CHEM., 1981, 20, N 8, 712-714
  作者：MERCHANT, J. R.、VENKATESH, M. S.、MARTYRES, G.

  DOI：——

  日期：——
• Merchant, J. R.; Venkatesh, M. S.; Martyres, Gail, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1981, vol. 20, # 8, p. 712 - 714
  作者：Merchant, J. R.、Venkatesh, M. S.、Martyres, Gail

  DOI：——

  日期：——