[3-aminomethyl-6-(4-chloro-phenyl)-2-methyl-pyridine-4-yl]-pyrrolidine-1-yl-methanone | 1253519-64-0

• 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-chloro-phenyl)-2-methyl-pyridine-4-yl]-pyrrolidine-1-yl-methanone
• 英文别名: (3-(Aminomethyl)-6-(4-chlorophenyl)-2-methylpyridin-4-yl)(pyrrolidin-1-yl)methanone；[3-(aminomethyl)-6-(4-chlorophenyl)-2-methylpyridin-4-yl]-pyrrolidin-1-ylmethanone
• CAS: 1253519-64-0
• 化学式: C₁₈H₂₀ClN₃O
• 分子量: 329.829
• InChiKey: UMFYZANVEIVXDP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  59.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  反-3-(4-氯苯甲酰)丙烯酸 在 Raney Nickel potassium tert-butylate 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 三乙胺 、 肼 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 19.33h， 生成 [3-aminomethyl-6-(4-chloro-phenyl)-2-methyl-pyridine-4-yl]-pyrrolidine-1-yl-methanone
  参考文献：
  名称：

  Substituted pyridines as inhibitors of dipeptidyl peptidase IV and their application for the treatment of diabetes and related diseases

  摘要：

  公开号：

  EP2308847B1

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.
• Substituted pyridines as inhibitors of dipeptidyl peptidase IV and their application for the treatment of diabetes and related diseases
  申请人：EMC microcollections GmbH

  公开号：EP2308847B1

  公开（公告）日：2014-04-02