Ethyl-2,4-dioxo-4-(2'-hydroxy-5'-phenylphenyl)-butyrat | 56926-35-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Ethyl-2,4-dioxo-4-(2'-hydroxy-5'-phenylphenyl)-butyrat
• 英文别名: Ethyl 4-(2-hydroxy-5-phenylphenyl)-2,4-dioxobutanoate
• CAS: 56926-35-3
• 化学式: C₁₈H₁₆O₅
• 分子量: 312.322
• InChiKey: JVAURNQSOFXSJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  80.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Ethyl-2,4-dioxo-4-(2'-hydroxy-5'-phenylphenyl)-butyrat 以72%的产率得到
  参考文献：
  名称：

  WITIAK D. T.; HEILMAN W. P.; SANKARAPPA S. K.; CAVESTRI R. C.; NEWMAN H. +, J. MED. CHEM. , 1975, 18, NO 9, 934-942

  摘要：

  DOI：
• 作为产物：
  描述：

  对羟基联苯 在 palladium on activated charcoal 氢氧化钾 、 硫酸 、 氢气 、 sodium ethanolate 、 potassium carbonate 作用下， 以 乙醚 、 乙醇 、 丙酮 、 甲苯 为溶剂， 生成 Ethyl-2,4-dioxo-4-(2'-hydroxy-5'-phenylphenyl)-butyrat
  参考文献：
  名称：

  Synthesis of ethyl 6-substituted-chroman- and -chromone-2-carboxylates. Comparative structure-activity study employing the 6-phenyl and phenoxy analogs in the triton hyperlipidemic rat model

  摘要：

  To explore the effect of lipophilicity on antilipidemic activity in the Triton WR-1339 induced hyperlipidemic rat model we synthesized the 6-cyclohexyl, phenyl, and phenoxy analogs of ethyl chroman-2-carboxylate. Results obtained were analyzed in light of the biological activity observed for the 6-chloro-substituted and unsubstituted chromans, the 6-chlorochroman-4-one ester, and the 6-chloro-, phenyl-, and phenoxychromone esters. The suggestion is made that chromones likely exert their antilipidemic effects by a somewhat different set of mechanisms than do the chromans and clofibrate. Whereas the 6-chlorochromanone ester is inactive, the 6-chlorochromone ester is active in both normal and hyperlipidemic Sprague-Dawley rats. The major differential effect was observed for ethyl 6-cyclohexylchroman-2-carboxylate which did not lower cholesterol levels but returned triglyceride levels to normal in hyperlipidemic rats.

  DOI：

  10.1021/jm00243a015