5-(5-pyrimidinyl)-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-(5-pyrimidinyl)-3-(1-methyl-2-(S)-pyrrolidinylmethoxy)pyridine
• 英文别名: 5-[5-((S)-1-Methyl-pyrrolidin-2-ylmethoxy)-pyridin-3-yl]-pyrimidine；5-[5-[[(2S)-1-methylpyrrolidin-2-yl]methoxy]pyridin-3-yl]pyrimidine
• 化学式: C₁₅H₁₈N₄O
• 分子量: 270.334
• InChiKey: KZSSEEXJLWVALH-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  20
• 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：
  51.1
• 氢给体数：
  0
• 氢受体数：
  5

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-(5-pyrimidinyl)-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 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
• US6437138B1
  申请人：——

  公开号：US6437138B1

  公开（公告）日：2002-08-20
• Synthesis and structure–activity relationships of 5-substituted pyridine analogues of 3-[2-((S)-pyrrolidinyl)methoxy]pyridine, A-84543
  作者：Nan-Horng Lin、Yihong Li、Yun He、Mark W Holladay、Theresa Kuntzweiler、David J Anderson、Jeffrey E Campbell、Stephen P Arneric

  DOI：10.1016/s0960-894x(01)00030-0

  日期：2001.3

  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.