ethyl 2-((4-chloro-6-((3,5-di-tert-butylphenyl)amino)pyrimidin-2-yl)thio)-2-(naphthalen-1-yl)acetate | 1287678-14-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: ethyl 2-((4-chloro-6-((3,5-di-tert-butylphenyl)amino)pyrimidin-2-yl)thio)-2-(naphthalen-1-yl)acetate
• CAS: 1287678-14-1
• 化学式: C₃₂H₃₆ClN₃O₂S
• 分子量: 562.176
• InChiKey: LWEBECZHUABHQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.02
• 重原子数：
  39.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  64.11
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  ethyl 2-((4-chloro-6-((3,5-di-tert-butylphenyl)amino)pyrimidin-2-yl)thio)-2-(naphthalen-1-yl)acetate 在 potassium hydroxide 作用下， 以 乙醇 为溶剂， 生成 2-(4-Chloro-6-(3,5-di-tert-butylphenylamino)pyrimidin-2-ylthio)-2-(naphthalen-1-yl)acetic acid
  参考文献：
  名称：

  A novel class of dual mPGES-1/5-LO inhibitors based on the α-naphthyl pirinixic acid scaffold

  摘要：

  Dual inhibition of microsomal prostaglandin E-2 synthase-1 (mPGES-1) and 5-lipoxygenase (5-LO) represents a promising strategy in the development of novel anti-inflammatory drugs targeting the arachidonic acid cascade. Herein, a class of alpha-naphthyl pirinixic acids is characterized as dual mPGES-1/5-LO inhibitors. Systematic structural variation was focused on the lipophilic backbone of the scaffold and yielded detailed structure-activity relationships (SAR) with compound 16 (IC50 mPGES-1 = 0.94 mu M; IC50 5-LO = 0.1 mu M) showing the most favorable in vitro pharmacological profile. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.049
• 作为产物：
  描述：

  Alpha-溴代-1-萘乙酸乙酯 在 三乙胺 、 N,N-二乙基苯胺 、 三氯氧磷 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 27.5h， 生成 ethyl 2-((4-chloro-6-((3,5-di-tert-butylphenyl)amino)pyrimidin-2-yl)thio)-2-(naphthalen-1-yl)acetate
  参考文献：
  名称：

  A novel class of dual mPGES-1/5-LO inhibitors based on the α-naphthyl pirinixic acid scaffold

  摘要：

  Dual inhibition of microsomal prostaglandin E-2 synthase-1 (mPGES-1) and 5-lipoxygenase (5-LO) represents a promising strategy in the development of novel anti-inflammatory drugs targeting the arachidonic acid cascade. Herein, a class of alpha-naphthyl pirinixic acids is characterized as dual mPGES-1/5-LO inhibitors. Systematic structural variation was focused on the lipophilic backbone of the scaffold and yielded detailed structure-activity relationships (SAR) with compound 16 (IC50 mPGES-1 = 0.94 mu M; IC50 5-LO = 0.1 mu M) showing the most favorable in vitro pharmacological profile. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.049