5,7-dihydroxy-3-(4-nitro-phenyl)-4-oxo-4H-chromene-2-carboxylic acid ethyl ester | 15485-77-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: 5,7-dihydroxy-3-(4-nitro-phenyl)-4-oxo-4H-chromene-2-carboxylic acid ethyl ester
• 英文别名: 5,7-Dihydroxy-3-(4-nitro-phenyl)-4-oxo-4H-chromen-2-carbonsaeure-aethylester；Ethyl 5,7-dihydroxy-3-(4-nitrophenyl)-4-oxo-chromene-2-carboxylate；ethyl 5,7-dihydroxy-3-(4-nitrophenyl)-4-oxochromene-2-carboxylate
• CAS: 15485-77-5
• 化学式: C₁₈H₁₃NO₈
• 分子量: 371.303
• InChiKey: WFTLEKMPLLAMNU-UHFFFAOYSA-N

物化性质

• 熔点：
  189-190 °C
• 沸点：
  613.3±55.0 °C(Predicted)
• 密度：
  1.546±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  139
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  5,7-dihydroxy-3-(4-nitro-phenyl)-4-oxo-4H-chromene-2-carboxylic acid ethyl ester 生成 5,7-diacetoxy-3-(4-nitro-phenyl)-4-oxo-4H-chromene-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  Baker et al., Journal of the Chemical Society, 1953, p. 1852,1856

  摘要：

  DOI：
• 作为产物：
  描述：

  对硝基苯乙腈 在 盐酸 、 potassium carbonate 、 zinc(II) chloride 作用下， 以 乙醚 、 丙酮 为溶剂， 反应 26.0h， 生成 5,7-dihydroxy-3-(4-nitro-phenyl)-4-oxo-4H-chromene-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  Identification of Isoflavone Derivatives as Effective Anticryptosporidial Agents in Vitro and in Vivo

  摘要：

  We report the preparation and antiparasitic activity in vitro and in vivo of a series of isoflavone derivatives related to genistein. These analogues retain the 5,7-dihydroxyisoflavone core of genistein: direct genistein analogues (2-H isoflavones), 2-carboethoxy isoflavones, and the precursor deoxybenzoins were all evaluated. Excellent in vitro activity against Cryptosporidium parvum was observed for both classes of isoflavones in cell cultures, and the lead compound 19, RM6427, shows high in vivo efficacy against an experimental infection.

  DOI：

  10.1021/jm050973f

文献信息

• SZABO V.; BORBELY S.; DARBAI M., MAQY. KEM. FOLYOIRAT <MGKF-A3>, 1975, 81, NO 7, 311-313
  作者：SZABO V.、 BORBELY S.、 DARBAI M.

  DOI：——

  日期：——
• Identification of Isoflavone Derivatives as Effective Anticryptosporidial Agents in Vitro and in Vivo
  作者：Andrew V. Stachulski、Neil G. Berry、A. C. Lilian Low、Shelley L. Moores、Eleanor Row、David C. Warhurst、Ipemida S. Adagu、Jean-François Rossignol

  DOI：10.1021/jm050973f

  日期：2006.2.1

  We report the preparation and antiparasitic activity in vitro and in vivo of a series of isoflavone derivatives related to genistein. These analogues retain the 5,7-dihydroxyisoflavone core of genistein: direct genistein analogues (2-H isoflavones), 2-carboethoxy isoflavones, and the precursor deoxybenzoins were all evaluated. Excellent in vitro activity against Cryptosporidium parvum was observed for both classes of isoflavones in cell cultures, and the lead compound 19, RM6427, shows high in vivo efficacy against an experimental infection.
• Baker et al., Journal of the Chemical Society, 1953, p. 1852,1856
  作者：Baker et al.

  DOI：——

  日期：——