(7-ethyl-2-oxo-2H-chromen-4-yl)-acetic acid | 26290-22-2

• 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: (7-ethyl-2-oxo-2H-chromen-4-yl)-acetic acid
• 英文别名: (7-Aethyl-2-oxo-2H-chromen-4-yl)-essigsaeure；(7-Ethyl-2-oxo-2H-chromen-4-yl)-acetic acid；2-(7-ethyl-2-oxochromen-4-yl)acetic acid
• CAS: 26290-22-2
• 化学式: C₁₃H₁₂O₄
• 分子量: 232.236
• InChiKey: BHRGETCBPRPZSZ-UHFFFAOYSA-N

物化性质

• 沸点：
  446.0±45.0 °C(Predicted)
• 密度：
  1.289±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (7-ethyl-2-oxo-2H-chromen-4-yl)-acetic acid 在 硫酸 、 xylene 、 苯 作用下， 生成 (7-ethyl-2-oxo-2H-chromen-4-yl)-acetic acid-(4-diethylamino-1-methyl-butylamide)
  参考文献：
  名称：

  Coumarins. II. Derivatives of Coumarin-3- and -4-Acetic Acids

  摘要：

  DOI：

  10.1021/ja01165a043
• 作为产物：
  描述：

  柠檬酸 在 硫酸 作用下， 生成 (7-ethyl-2-oxo-2H-chromen-4-yl)-acetic acid
  参考文献：
  名称：

  Coumarins. II. Derivatives of Coumarin-3- and -4-Acetic Acids

  摘要：

  DOI：

  10.1021/ja01165a043

文献信息

• Synthesis and rat lens aldose reductase inhibitory activity of some benzopyran-2-ones
  作者：Abram N. Brubaker、Jack De Ruiter、William L. Whitmer

  DOI：10.1021/jm00156a031

  日期：1986.6

  A number of 4,7-disubstituted benzopyran-2-ones were synthesized and evaluated for crude rat lens aldose reductase inhibitory activity. Substituents on position 4 included CH3, CO2H, CH2CO2H, CH = CHCO2H, and CH2CH2CO2H. The aromatic substituents included OH, OCH3, OCOCH3, CH2CH3, and Cl. Also included in the study were 3-oxo-3H-naphtho[2,1-b]pyran-1-acetic, 2-oxo-2H-naphtho[1,2-b]pyran-4-acetic, and 1-naphthylacetic acids. The benzopyran and naphthopyran derivatives were prepared by the classical von Pechmann reaction. General structure-activity relationships reveal that optimal enzyme inhibitory activity is displayed by those compounds possessing the acetic acid moiety. For example, the most potent derivative, 3-oxo-3H-naphtho[2,1-b]pyran-1-acetic acid with an IC50 of 0.020 microM, is as potent as sorbinil (IC50 = 0.017 microM) in the crude rat lens aldose reductase assay.
• SHRIDHAR D. R.; SASTRY C. V. R.; VAIDYA N. K.; MOORTY S. R.; REDDI G. S.;+, INDIAN. J. CHEM., 1978, B16, NO 8, 704-708
  作者：SHRIDHAR D. R.、 SASTRY C. V. R.、 VAIDYA N. K.、 MOORTY S. R.、 REDDI G. S.、+

  DOI：——

  日期：——
• Coumarins. II. Derivatives of Coumarin-3- and -4-Acetic Acids
  作者：S. C. Laskowski、R. O. Clinton

  DOI：10.1021/ja01165a043

  日期：1950.9