5-(2-furanyl)-3-(1-methyl-2-(S)-pyrrolidinylmethoxy)pyridine

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-(2-furanyl)-3-(1-methyl-2-(S)-pyrrolidinylmethoxy)pyridine
• 英文别名: 3-Furan-2-yl-5-((S)-1-methyl-pyrrolidin-2-ylmethoxy)-pyridine；3-(furan-2-yl)-5-[[(2S)-1-methylpyrrolidin-2-yl]methoxy]pyridine
• 化学式: C₁₅H₁₈N₂O₂
• 分子量: 258.32
• InChiKey: SZJQQNCPFNNXTC-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  38.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-甲基-L-脯氨醇 在 四(三苯基膦)钯 、 sodium hydride 作用下， 生成 5-(2-furanyl)-3-(1-methyl-2-(S)-pyrrolidinylmethoxy)pyridine
  参考文献：
  名称：

  Synthesis and structure–activity relationships of 5-substituted pyridine analogues of 3-[2-((S)-pyrrolidinyl)methoxy]pyridine, A-84543

  摘要：

  In an effort to probe the steric influence of C5 substitution of the pyridine ring on CNS binding affinity, analogues of 1 substituted with a bulky moiety--such as phenyl, substituted phenyl, or heteroaryl--were synthesized and tested in vitro for neuronal nicotinic acetylcholine receptor binding affinity. The substituted analogues exhibited K-i values ranging from 0.055 to 0.69 nM compared to a K-i value of 0.15 nM for compound 1. Assessment of functional activity at subtypes of neuronal nicotinic acetylcholine receptors led to identify several agonists and antagonists. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00030-0

文献信息

• 3-pyridyloxymethyl heterocyclic ether compounds useful in controlling
  申请人：Abbott Laboratories

  公开号：US05629325A1

  公开（公告）日：1997-05-13

  Novel 3-pyridyloxymethyl heterocyclic ether compounds of the formula: ##STR1## or the pharmaceutically-acceptable salts or prodrugs thereof are selective and potent ligands at neuronal nicotinic cholinergic channel receptors, and are effective in controlling synaptic transmission.

  新颖的3-吡啶基甲氧基杂环醚化合物，其化学公式如下：##STR1## 或其药用可接受的盐或前药，对神经元尼古丁胆碱能通道受体具有选择性和强效的配体作用，并且在控制突触传递方面是有效的。
• 3-Pyridyloxymethyl heterocyclic ether compounds useful in controlling
  申请人：Abbott Laboratories

  公开号：US06127386A1

  公开（公告）日：2000-10-03

  Novel 3-pyridyloxymethyl heterocyclic ether compounds of the formula: ##STR1## or the pharmaceutically-acceptable salts or prodrugs thereof are selective and potent ligands at neuronal nicotinic cholinergic channel receptors, and are effective in controlling synaptic transmission. Key intermediates and processes using this key intermediates to produce compounds of formula I with the variables defined in the specification are also described.

  式为：##STR1## 的新型3-吡啶氧甲基杂环醚化合物或其药学上可接受的盐或前药，是神经元烟碱性胆碱通道受体的选择性和有效配体，可有效控制突触传递。本文还描述了使用此关键中间体制备式I化合物的关键中间体和过程，其中变量在规范中有定义。
• 3-PYRIDYLOXYMETHYL HETEROCYCLIC ETHER COMPOUNDS USEFUL IN CONTROLLING CHEMICAL SYNAPTIC TRANSMISSION
  申请人：Abbott Laboratories

  公开号：EP0934308B1

  公开（公告）日：2004-08-11
• US5629325A
  申请人：——

  公开号：US5629325A

  公开（公告）日：1997-05-13
• US6127386A
  申请人：——

  公开号：US6127386A

  公开（公告）日：2000-10-03