4-<4-chloro-2-methyl-5-<2-(ethoxycarbonyl)ethyl>phenyl>-4-oxobutyric acid | 108579-28-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-<4-chloro-2-methyl-5-<2-(ethoxycarbonyl)ethyl>phenyl>-4-oxobutyric acid
• 英文别名: 4-[4-Chloro-5-(3-ethoxy-3-oxopropyl)-2-methylphenyl]-4-oxobutanoic acid
• CAS: 108579-28-8
• 化学式: C₁₆H₁₉ClO₅
• 分子量: 326.777
• InChiKey: OKRLRMXIGAHZOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  22
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 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：

  4-<4-chloro-2-methyl-5-<2-(ethoxycarbonyl)ethyl>phenyl>-4-oxobutyric acid 在 盐酸 、 锌 作用下， 以 乙酸酐 为溶剂， 反应 7.0h， 生成 4-<4-chloro-2-methyl-5-<2-(ethoxycarbonyl)ethyl>phenyl>butyric acid
  参考文献：
  名称：

  3-Hydroxy-3-methylglutaryl-coenzyme A reductase inhibitors. 6. trans-6-[2-(Substituted-1-naphthyl)ethyl(or ethenyl)]-3,4,5,6-tetrahydro-4-hydroxy-2H-pyran-2-ones

  摘要：

  A variety of trans-6-[2-(substituted-1-naphthyl)ethyl(or ethenyl)]-3,4,5,6-tetrahydro-4-hydroxy-2H-pyran-2-ones were prepared and, upon conversion to their 3,5-dihydroxy carboxylates, were found to have good inhibitory activity against the enzyme 3-hydroxy-3-methylglutaryl-coenzyme A reductase, the rate-determining enzyme in cholesterogenesis. The most active compounds are 2,4,6- and 2,4,7-trichloro derivatives and would be expected to display about the same potency as the standard compactin upon resolution.

  DOI：

  10.1021/jm00164a047
• 作为产物：
  描述：

  ethyl 3-(2-chloro-4-methylphenyl)propanoate 生成 4-<4-chloro-2-methyl-5-<2-(ethoxycarbonyl)ethyl>phenyl>-4-oxobutyric acid
  参考文献：
  名称：

  PRUGH, J. D.

  摘要：

  DOI：

文献信息

• PRUGH, J. D.
  作者：PRUGH, J. D.

  DOI：——

  日期：——
• US4654363A
  申请人：——

  公开号：US4654363A

  公开（公告）日：1987-03-31
• 3-Hydroxy-3-methylglutaryl-coenzyme A reductase inhibitors. 6. trans-6-[2-(Substituted-1-naphthyl)ethyl(or ethenyl)]-3,4,5,6-tetrahydro-4-hydroxy-2H-pyran-2-ones
  作者：John D. Prugh、Alfred W. Alberts、Albert A. Deana、James L. Gilfillian、Jesse W. Huff、Robert L. Smith、J. Mark Wiggins

  DOI：10.1021/jm00164a047

  日期：1990.2

  A variety of trans-6-[2-(substituted-1-naphthyl)ethyl(or ethenyl)]-3,4,5,6-tetrahydro-4-hydroxy-2H-pyran-2-ones were prepared and, upon conversion to their 3,5-dihydroxy carboxylates, were found to have good inhibitory activity against the enzyme 3-hydroxy-3-methylglutaryl-coenzyme A reductase, the rate-determining enzyme in cholesterogenesis. The most active compounds are 2,4,6- and 2,4,7-trichloro derivatives and would be expected to display about the same potency as the standard compactin upon resolution.