diethyl 2-(3-bromobenzyl)-2-ethylmalonate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: diethyl 2-(3-bromobenzyl)-2-ethylmalonate
• 英文别名: Diethyl 2-[(3-bromophenyl)methyl]-2-ethylpropanedioate；diethyl 2-[(3-bromophenyl)methyl]-2-ethylpropanedioate
• 化学式: C₁₆H₂₁BrO₄
• 分子量: 357.244
• InChiKey: BLPMKKHJQNCYLI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  21
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  diethyl 2-(3-bromobenzyl)-2-ethylmalonate 在 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 1.0h， 以86%的产率得到2-[(3-Bromophenyl)methyl]-2-ethylpropanedioic acid
  参考文献：
  名称：

  Discovery of AZD2716: A Novel Secreted Phospholipase A₂ (sPLA₂) Inhibitor for the Treatment of Coronary Artery Disease

  摘要：

  Expedited structure-based optimization of the initial fragment hit 1 led to the design of (R)-7 (AZD2716) a novel, potent secreted phospholipase A(2) (sPLA(2)) inhibitor with excellent preclinical pharmacokinetic properties across species, clear in vivo efficacy, and minimized safety risk. Based on accumulated profiling data, (R)-7 was selected as a clinical candidate for the treatment of coronary artery disease.

  DOI：

  10.1021/acsmedchemlett.6b00188
• 作为产物：
  描述：

  3-溴苄溴 、 乙基丙二酸二乙酯 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 diethyl 2-(3-bromobenzyl)-2-ethylmalonate
  参考文献：
  名称：

  Discovery of AZD2716: A Novel Secreted Phospholipase A₂ (sPLA₂) Inhibitor for the Treatment of Coronary Artery Disease

  摘要：

  Expedited structure-based optimization of the initial fragment hit 1 led to the design of (R)-7 (AZD2716) a novel, potent secreted phospholipase A(2) (sPLA(2)) inhibitor with excellent preclinical pharmacokinetic properties across species, clear in vivo efficacy, and minimized safety risk. Based on accumulated profiling data, (R)-7 was selected as a clinical candidate for the treatment of coronary artery disease.

  DOI：

  10.1021/acsmedchemlett.6b00188