2-Fluoro-4-(5-pyrimidinyl)benzenemethanol | 1175628-38-2

• 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-Fluoro-4-(5-pyrimidinyl)benzenemethanol
• 英文别名: (2-fluoro-4-pyrimidin-5-ylphenyl)methanol
• CAS: 1175628-38-2
• 化学式: C₁₁H₉FN₂O
• 分子量: 204.204
• InChiKey: FRDLWDQVJZRRON-UHFFFAOYSA-N

物化性质

• 沸点：
  379.1±42.0 °C(Predicted)
• 密度：
  1.282±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.77
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  46.01
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  5-ethyl-2-methylsulfonyl-3H-pyrano[2,3-d]pyrimidine-4,7-dione 、 2-Fluoro-4-(5-pyrimidinyl)benzenemethanol 在 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 5-ethyl-2-[(2-fluoro-4-pyrimidin-5-ylphenyl)methoxy]-3H-pyrano[2,3-d]pyrimidine-4,7-dione
  参考文献：
  名称：

  SAR studies of C2 ethers of 2H-pyrano[2,3-d]pyrimidine-2,4,7(1H,3H)-triones as nicotinic acid receptor (NAR) agonist

  摘要：

  Based on in house screening lead compound 1 for the NAR project, SAR studies have been focused on the modification of the C2 ethers of the pyrimidinedione core structure. In this effort, an unpredictable SAR trend was overcome in the alkyl ether and arylalkyl ether series to identify compound 24 with improved in vitro activity compared to nicotinic acid. More consistent and predictable SAR was achieved in the propargyl ether series. Lead compound 41 was identified with good in vitro and in vivo activity in rat, and much improved rat PK profile. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.12.041