| 1310553-11-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• CAS: 1310553-11-7
• 化学式: C₂₀H₂₉NO₃
• 分子量: 331.455
• InChiKey: VLOXNXVYWRBSGQ-YFHOEESVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.41
• 重原子数：
  24.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  38.77
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  在 氢气 、 diethylzinc 、 palladium(II) hydroxide 、 sodium hydride 、 caesium carbonate 、 三氟乙酸 作用下， 以 N-甲基吡咯烷酮 、 乙醇 、 乙酸乙酯 、 1,2-二氯乙烷 为溶剂， -18.0~20.0 ℃ 、344.75 kPa 条件下， 生成 5-chloro-2-{4-[(1R,2S)-2-(2-{[5-(methylsulfonyl)pyridin-2-yl]oxy}ethyl)cyclopropyl]piperidin-1-yl}pyrimidine
  参考文献：
  名称：

  Design of potent and selective GPR119 agonists for type II diabetes

  摘要：

  Screening of the Merck sample collection identified compound 1 as a weakly potent GPR119 agonist (hEC(50) = 3600 nM). Dual termini optimization of 1 led to compound 36 having improved potency, selectivity, and formulation profile, however, modest physical properties (PP) hindered its utility. Design of a new core containing a cyclopropyl restriction yielded further PP improvements and when combined with the termini SAR optimizations yielded a potent and highly selective agonist suitable for further preclinical development (58). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.12.086
• 作为产物：
  描述：

  在 lead 、 5% Pd-CaCO3 、 氢气 、 sodium hydride 作用下， 以 喹啉 、 乙酸乙酯 为溶剂， 生成
  参考文献：
  名称：

  Design of potent and selective GPR119 agonists for type II diabetes

  摘要：

  Screening of the Merck sample collection identified compound 1 as a weakly potent GPR119 agonist (hEC(50) = 3600 nM). Dual termini optimization of 1 led to compound 36 having improved potency, selectivity, and formulation profile, however, modest physical properties (PP) hindered its utility. Design of a new core containing a cyclopropyl restriction yielded further PP improvements and when combined with the termini SAR optimizations yielded a potent and highly selective agonist suitable for further preclinical development (58). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.12.086