(3-(Aminomethyl)-6-(4-methoxyphenyl)-2-methylpyridin-4-yl)(pyrrolidin-1-yl)methanone | 1253519-57-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (3-(Aminomethyl)-6-(4-methoxyphenyl)-2-methylpyridin-4-yl)(pyrrolidin-1-yl)methanone
• 英文别名: [3-(aminomethyl)-6-(4-methoxyphenyl)-2-methylpyridin-4-yl]-pyrrolidin-1-ylmethanone
• CAS: 1253519-57-1
• 化学式: C₁₉H₂₃N₃O₂
• 分子量: 325.411
• InChiKey: WTSNZDJHPJNNSZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  68.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-cyano-6-(4-methoxyphenyl)-2-methylisonicotinic acid 在 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 水 、 三乙胺 、 肼 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (3-(Aminomethyl)-6-(4-methoxyphenyl)-2-methylpyridin-4-yl)(pyrrolidin-1-yl)methanone
  参考文献：
  名称：

  Design, Synthesis, and in Vitro Evaluation of Novel Aminomethyl-pyridines as DPP-4 Inhibitors

  摘要：

  A collection of novel aminomethyl-pyridines was designed, synthesized, and investigated as potential inhibitors of DPP-4. Optimization of the screening hit afforded a number of 5-aminomethyl-pyridines with inhibitory activity in the nanomolar range. Selected DPP-4 inhibitors were further evaluated for their selectivity over the closely related peptidase DPP-8. 5-Aminomethyl-4-(2,4-dichlorophenyl)-6-methyl-pyridine-2-carboxylic acid cyanomethyl-amide showed high potency and excellent DPP-4 selectivity [IC50: 10 (DPP-4) and 6600 nM (DPP-8)] and no toxicity in mammalian cell culture.

  DOI：

  10.1021/ml100200c

文献信息

• Design, Synthesis, and in Vitro Evaluation of Novel Aminomethyl-pyridines as DPP-4 Inhibitors
  作者：Katarzyna Kaczanowska、Karl-Heinz Wiesmüller、Arnaud-Pierre Schaffner

  DOI：10.1021/ml100200c

  日期：2010.12.9

  A collection of novel aminomethyl-pyridines was designed, synthesized, and investigated as potential inhibitors of DPP-4. Optimization of the screening hit afforded a number of 5-aminomethyl-pyridines with inhibitory activity in the nanomolar range. Selected DPP-4 inhibitors were further evaluated for their selectivity over the closely related peptidase DPP-8. 5-Aminomethyl-4-(2,4-dichlorophenyl)-6-methyl-pyridine-2-carboxylic acid cyanomethyl-amide showed high potency and excellent DPP-4 selectivity [IC50: 10 (DPP-4) and 6600 nM (DPP-8)] and no toxicity in mammalian cell culture.