methyl 2,4,6-trichloro-1-naphthoate | 108579-03-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: methyl 2,4,6-trichloro-1-naphthoate
• 英文别名: Methyl 2,4,6-trichloronaphthalene-1-carboxylate
• CAS: 108579-03-9
• 化学式: C₁₂H₇Cl₃O₂
• 分子量: 289.545
• InChiKey: NQQUFCODDHOZKG-UHFFFAOYSA-N

物化性质

• 熔点：
  110-112 °C
• 沸点：
  375.0±37.0 °C(Predicted)
• 密度：
  1.467±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  methyl 2,4,6-trichloro-1-naphthoate 生成 trans-6-[2-(1,4,6-Trichloronaphthalen-1-yl)ethyl]-3,4,5,6-tetrahydro-4-hydroxy-2H-pyran-2-one
  参考文献：
  名称：

  Synthetic analogs of mevinolin

  摘要：

  某些6-(取代萘基)烃基-4-羟基四氢吡喃-2-酮在治疗家族性高胆固醇血症、高脂血症和动脉粥样硬化方面具有出乎意料的强效，因为它们能够抑制酶3-羟基-3-甲基戊二酰辅酶A还原酶（HMG-CoA还原酶）。

  公开号：

  US04654363A1
• 作为产物：
  描述：

  4,6-dichloro-7-<<(trifluoromethyl)sulfonyl>oxy>indan-1-one 在 sodium tetrahydroborate 、 sodium iodide 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 96.83h， 生成 methyl 2,4,6-trichloro-1-naphthoate
  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

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.
• Synthetic analogs of mevinolin
  申请人：Merck & Co., Inc.

  公开号：US04654363A1

  公开（公告）日：1987-03-31

  Certain 6-(substituted-naphthyl)hydrocarbyl-4-hydroxytetrahydropyran-2-ones are unexpectedly potent in the treatment of familial hypercholesterolemia, hyperlipemia and atherosclerosis by virtue of their ability to inhibit the enzyme, 3-hydroxy-3-methylglutaryl-coenzyme A reductase (HMG-CoA reductase).

  某些6-(取代萘基)烃基-4-羟基四氢吡喃-2-酮在治疗家族性高胆固醇血症、高脂血症和动脉粥样硬化方面具有出乎意料的强效，因为它们能够抑制酶3-羟基-3-甲基戊二酰辅酶A还原酶（HMG-CoA还原酶）。