N,N-dimethyl-5-[3-(1-methyl-2-oxopyrrolidin-3-yl)oxy-5-(6-oxo-1H-pyrimidin-2-yl)phenoxy]pyrimidine-2-carboxamide | 1448788-58-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N,N-dimethyl-5-[3-(1-methyl-2-oxopyrrolidin-3-yl)oxy-5-(6-oxo-1H-pyrimidin-2-yl)phenoxy]pyrimidine-2-carboxamide
• CAS: 1448788-58-6
• 化学式: C₂₂H₂₂N₆O₅
• 分子量: 450.454
• InChiKey: LZJCFARBKQMJEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  126
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 N,N-dimethyl-5-[3-(1-methyl-2-oxopyrrolidin-3-yl)oxy-5-(6-oxo-1H-pyrimidin-2-yl)phenoxy]pyrimidine-2-carboxamide
  参考文献：
  名称：

  Pyrimidone-based series of glucokinase activators with alternative donor–acceptor motif

  摘要：

  Glucokinase activators are a class of experimental agents under investigation as a therapy for Type 2 diabetes mellitus. An X-ray crystal structure of a modestly potent agent revealed the potential to substitute the common heterocyclic amide donor-acceptor motif for a pyridone moiety. We have successfully demonstrated that both pyridone and pyrimidone heterocycles can be used as a potent donor-acceptor substituent. Several sub-micromolar analogs that possess the desired partial activator profile were synthesized and characterized. Unfortunately, the most potent activators suffered from sub-optimal pharmacokinetic properties. Nonetheless, these donor-acceptor motifs may find utility in other glucokinase activator series or beyond. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.06.036