5,7-Diamino-6-hydroxy-4-methylchromen-2-one | 852242-89-8

• 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: 5,7-Diamino-6-hydroxy-4-methylchromen-2-one
• CAS: 852242-89-8
• 化学式: C₁₀H₁₀N₂O₃
• 分子量: 206.201
• InChiKey: DYKQKHNWGFJIHC-UHFFFAOYSA-N

物化性质

• 熔点：
  >260 °C
• 沸点：
  465.0±45.0 °C(Predicted)
• 密度：
  1.493±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  15
• 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：
  98.6
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5,7-Diamino-6-hydroxy-4-methylchromen-2-one 、 乙酸酐 在 吡啶 作用下， 以40%的产率得到(5,7-Diacetamido-4-methyl-2-oxochromen-6-yl) acetate
  参考文献：
  名称：

  Synthesis of novel amino and acetyl amino-4-methylcoumarins and evaluation of their antioxidant activity

  摘要：

  The six novel 4-methylcoumarins bearing different functionalities such as amino, hydroxy, N-acetyl, acetoxy and nitro have been synthesized and confirmed on the basis of their spectral data ((1)H-, (13)C-NMR, UV, IR and El mass). They were examined for the first time for their effect on NADPH dependent liver microsomal lipid peroxidation in vitro, and the results were compared with other model 4-methylcoumarin derivatives to establish the structure-activity relationship. Our studies demonstrated that amino group is an effective substitute for the hydroxyl group for antioxidant property and produced a dramatic inhibition of lipid peroxidation. Ortho dihydroxy and ortho hydroxy-amino coumarins were found to possess highest antioxidant and radical scavenging activities. (c) 2005 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2004.09.002
• 作为产物：
  描述：

  对苯二酚 在 硫酸 、 硝酸 、 连二亚硫酸盐 作用下， 以 水 为溶剂， 反应 1.0h， 生成 5,7-Diamino-6-hydroxy-4-methylchromen-2-one
  参考文献：
  名称：

  Synthesis of novel amino and acetyl amino-4-methylcoumarins and evaluation of their antioxidant activity

  摘要：

  The six novel 4-methylcoumarins bearing different functionalities such as amino, hydroxy, N-acetyl, acetoxy and nitro have been synthesized and confirmed on the basis of their spectral data ((1)H-, (13)C-NMR, UV, IR and El mass). They were examined for the first time for their effect on NADPH dependent liver microsomal lipid peroxidation in vitro, and the results were compared with other model 4-methylcoumarin derivatives to establish the structure-activity relationship. Our studies demonstrated that amino group is an effective substitute for the hydroxyl group for antioxidant property and produced a dramatic inhibition of lipid peroxidation. Ortho dihydroxy and ortho hydroxy-amino coumarins were found to possess highest antioxidant and radical scavenging activities. (c) 2005 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2004.09.002

文献信息

• Mashelkar; Audi, Journal of the Indian Chemical Society, 2005, vol. 82, # 3, p. 258 - 261
  作者：Mashelkar、Audi

  DOI：——

  日期：——
• Synthesis of novel amino and acetyl amino-4-methylcoumarins and evaluation of their antioxidant activity
  作者：Yogesh K. Tyagi、Ajit Kumar、Hanumantharao G. Raj、Parag Vohra、Garima Gupta、Ranju Kumari、Pankaj Kumar、Rajinder K. Gupta

  DOI：10.1016/j.ejmech.2004.09.002

  日期：2005.4

  The six novel 4-methylcoumarins bearing different functionalities such as amino, hydroxy, N-acetyl, acetoxy and nitro have been synthesized and confirmed on the basis of their spectral data ((1)H-, (13)C-NMR, UV, IR and El mass). They were examined for the first time for their effect on NADPH dependent liver microsomal lipid peroxidation in vitro, and the results were compared with other model 4-methylcoumarin derivatives to establish the structure-activity relationship. Our studies demonstrated that amino group is an effective substitute for the hydroxyl group for antioxidant property and produced a dramatic inhibition of lipid peroxidation. Ortho dihydroxy and ortho hydroxy-amino coumarins were found to possess highest antioxidant and radical scavenging activities. (c) 2005 Elsevier SAS. All rights reserved.