2-(1-methyl-2-(S)-pyrrolidinyl)furo [3,2-b]pyridine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃吡啶类
• 英文名称: 2-(1-methyl-2-(S)-pyrrolidinyl)furo [3,2-b]pyridine
• 英文别名: 2-((S)-1-Methyl-pyrrolidin-2-yl)-furo[3,2-b]pyridine；2-[(2S)-1-methylpyrrolidin-2-yl]furo[3,2-b]pyridine
• 化学式: C₁₂H₁₄N₂O
• 分子量: 202.256
• InChiKey: BJFLPKJLIFUESE-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  29.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (2S)-2-乙炔-1-吡咯烷羧酸-1,1-二甲基乙酯 在 copper(l) iodide 、 聚合甲醛 、 dichlorobis(triphenylphosphine)palladium 作用下， 反应 6.0h， 生成 2-(1-methyl-2-(S)-pyrrolidinyl)furo [3,2-b]pyridine
  参考文献：
  名称：

  Novel 2-(2′-furo[3,2-b]pyridinyl) pyrrolidines: potent neuronal nicotinic acetylcholine receptor ligands

  摘要：

  A novel series of 2-(2'-furo[3,2-b]pyridinyl) pyrrolidines has been synthesized and evaluated as novel nicotinic acetylcholine receptor ligands. Changing the pyrrolidine stereochemistry and N-substitution pattern afforded analogs with K-i values ranging from 2.7 to 97 nM. Rubidium efflux studies revealed that these compounds had intrinsic activities ranging from 9-58% that of nicotine in the IMR-32 cell line and 6-81% in the K177 cell line. The N(Me)-2(S) analog 3a demonstrated good selectivity in the K177 cell line (alpha(4) beta(2) receptor) versus the IMR-32 cells (alpha(3) beta(x) receptor) and TE 671 cells (alpha(1) neuromuscular receptor), and was a partial agonist with an EC50 value of 141 nM in dopamine release assay using rat striatal slices. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)10080-4

文献信息

• FUROPYRIDINE, THIENOPYRIDINE, PYRROLOPYRIDINE AND RELATED PYRIMIDINE, PYRIDAZINE AND TRIAZINE COMPOUNDS USEFUL IN CONTROLLING CHEMICAL SYNAPTIC TRANSMISSION
  申请人：Abbott Laboratories

  公开号：EP0842178B1

  公开（公告）日：2001-03-28
• US6001849A
  申请人：——

  公开号：US6001849A

  公开（公告）日：1999-12-14