N-[2,4-bis(methylthio)-6-methylpyridin-3-yl]-2-phenacylthioacetamide | 176495-38-8

• 英文名称: N-[2,4-bis(methylthio)-6-methylpyridin-3-yl]-2-phenacylthioacetamide
• 英文别名: N-[6-methyl-2,4-bis(methylsulfanyl)pyridin-3-yl]-2-phenacylsulfanylacetamide
• CAS: 176495-38-8
• 化学式: C₁₈H₂₀N₂O₂S₃
• 分子量: 392.567
• InChiKey: RMIAOBFAADGSDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  135
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-[2,4-bis(methylthio)-6-methylpyridin-3-yl]-2-phenacylthioacetamide 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 19.0h， 生成
  参考文献：
  名称：

  ACAT inhibitors derived from hetero-Diels-Alder cycloadducts of thioaldehydes

  摘要：

  Acyl-CoA:cholesterol acyltransferase (ACAT) is the enzyme largely responsible for intracellular cholesterol esterification. A systemic inhibitor of ACAT is believed to be able to slow or even reverse the atherosclerotic process. Towards that goal, a series of cyclic sulfides, derived from the hetero-Diels-Alder reaction of thioaldehydes with 1,3-dienes, and bearing carboxamide substituents, were prepared and evaluated for in vitro (in several tissues and species) and ex vivo ACAT inhibition. Minor changes in subsequent structure were found to have a significant effect in optimization of the biological activity of this series of compounds. Copyright (C) 1996 The DuPont Merck Pharmaceutical Company.

  DOI：

  10.1016/0968-0896(96)00143-5
• 作为产物：
  描述：

  6-甲基-2,4-双(甲基硫代)-3-吡啶胺 在 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 生成 N-[2,4-bis(methylthio)-6-methylpyridin-3-yl]-2-phenacylthioacetamide
  参考文献：
  名称：

  ACAT inhibitors derived from hetero-Diels-Alder cycloadducts of thioaldehydes

  摘要：

  Acyl-CoA:cholesterol acyltransferase (ACAT) is the enzyme largely responsible for intracellular cholesterol esterification. A systemic inhibitor of ACAT is believed to be able to slow or even reverse the atherosclerotic process. Towards that goal, a series of cyclic sulfides, derived from the hetero-Diels-Alder reaction of thioaldehydes with 1,3-dienes, and bearing carboxamide substituents, were prepared and evaluated for in vitro (in several tissues and species) and ex vivo ACAT inhibition. Minor changes in subsequent structure were found to have a significant effect in optimization of the biological activity of this series of compounds. Copyright (C) 1996 The DuPont Merck Pharmaceutical Company.

  DOI：

  10.1016/0968-0896(96)00143-5

文献信息

• Derivatives of cyclic ethers and sulfides for the treatment of
  申请人：The Du Pont Merck Pharmaceutical Company

  公开号：US05491152A1

  公开（公告）日：1996-02-13

  The present invention provides compounds of Formula I, ##STR1## or a pharmaceutically acceptable salt forms thereof, which are inhibitors of acyl-Coenzyme A: cholesterol O-acyltransferase (ACAT), pharmaceutical compositions containing such compounds, processes for the preparation of such compounds, and the use of such compounds as antihypercholesterolemic and/or antiatherosclerotic agents.

  本发明提供了公式I的化合物，或者是其药用可接受的盐形式，这些化合物是酰辅酶A：胆固醇O-酰基转移酶（ACAT）的抑制剂，包含此类化合物的药物组合物，制备此类化合物的方法，以及将这些化合物用作抗高胆固醇血症和/或抗动脉粥样硬化剂的用途。
• US5491152A
  申请人：——

  公开号：US5491152A

  公开（公告）日：1996-02-13
• US5583147A
  申请人：——

  公开号：US5583147A

  公开（公告）日：1996-12-10