2-(methoxymethylene)-3-(2-ethyoxypyrimidin-5-yl)propionic acid | 1314534-02-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2-(methoxymethylene)-3-(2-ethyoxypyrimidin-5-yl)propionic acid
• 英文别名: 2-Ethoxy-alpha-(methoxymethylene)-5-pyrimidinepropanoic acid；2-[(2-ethoxypyrimidin-5-yl)methyl]-3-methoxyprop-2-enoic acid
• CAS: 1314534-02-5
• 化学式: C₁₁H₁₄N₂O₄
• 分子量: 238.243
• InChiKey: KNVPZHWMQUCNAG-UHFFFAOYSA-N

物化性质

• 沸点：
  455.9±55.0 °C(Predicted)
• 密度：
  1.233±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  81.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(methoxymethylene)-3-(2-ethyoxypyrimidin-5-yl)propionic acid 在 草酰氯 作用下， 以 1,2-二氯乙烷 为溶剂， 生成 2-(methoxymethylene)-3-(2-ethyoxypyrimidin-5-yl)propionic acid chloride
  参考文献：
  名称：

  The identification of a potent, water soluble inhibitor of lipoprotein-associated phospholipase A2

  摘要：

  Modification of the pyrimidone 5-substituent in a series of 1-((amidolinked)-alkyl)-pyrimidones, lipophilic inhibitors of lipoprotein-associated phospholipase A(2), has given inhibitors of nanomolar potency and improved physicochemical properties. Compound 23 was identified as a potent, highly water soluble, CNS penetrant inhibitor suitable for intravenous administration. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00038-5
• 作为产物：
  描述：

  2-(methoxymethylene)-3-(2-ethyoxypyrimidin-5-yl)propionic acid ethyl ester 在 sodium hydroxide 作用下， 生成 2-(methoxymethylene)-3-(2-ethyoxypyrimidin-5-yl)propionic acid
  参考文献：
  名称：

  The identification of a potent, water soluble inhibitor of lipoprotein-associated phospholipase A2

  摘要：

  Modification of the pyrimidone 5-substituent in a series of 1-((amidolinked)-alkyl)-pyrimidones, lipophilic inhibitors of lipoprotein-associated phospholipase A(2), has given inhibitors of nanomolar potency and improved physicochemical properties. Compound 23 was identified as a potent, highly water soluble, CNS penetrant inhibitor suitable for intravenous administration. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00038-5

文献信息

• Feasible Synthesis of the GPR40 Antagonist by Constructing 2-Thiouracil Ring via Acid Mediated Cyclization
  作者：Jiayu Liao、Yongfeng Zhao

  DOI：10.3987/com-11-12175

  日期：——

  GW1100 is an antagonist of GPR40 identified by high throughput screening recently. The feasible synthesis of GW1100 has been developed in mild conditions. The key step involves the cyclization of the 2-thiouracil heterocycle under acidic conditions at room temperature.