5-[(S)-2-N-BOC-amino-1-propyloxy]-2-chloro-3-methyl pyridine | 352704-62-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-[(S)-2-N-BOC-amino-1-propyloxy]-2-chloro-3-methyl pyridine
• 英文别名: tert-butyl N-[(2S)-1-(6-chloro-5-methylpyridin-3-yl)oxypropan-2-yl]carbamate
• CAS: 352704-62-2
• 化学式: C₁₄H₂₁ClN₂O₃
• 分子量: 300.785
• InChiKey: YZGAGSUPZHLRAW-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  60.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-[(S)-2-N-BOC-amino-1-propyloxy]-2-chloro-3-methyl pyridine 在 氢气 作用下， 生成 (2S)-1-(6-chloro-5-methylpyridin-3-yl)oxypropan-2-amine
  参考文献：
  名称：

  Synthesis and biological evaluation of pyridine-modified analogues of 3-(2-Aminoethoxy)pyridine as novel nicotinic receptor ligands

  摘要：

  Analogues of the potent nicotinic receptor agonist 3-(2-aminoethoxy)pyridine substituted at the 5' and 6'-positions of the pyridine ring were synthesized and tested in vitro for nicotinic receptor binding activity (displacement of [H-3](-)cytisine from whole rat brain synaptic membranes). The substituted analogues exhibited K-i values ranging from 0.076 to 319 nM compared to a K-i value of 26 nM for compound 1. Among the compounds tested, 5'-vinyl-6'-chloro substituted I was the most potent. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00740-0
• 作为产物：
  描述：

  2-氯-3-溴-5-羟基吡啶 在 nickel(II) iodide 作用下， 生成 5-[(S)-2-N-BOC-amino-1-propyloxy]-2-chloro-3-methyl pyridine
  参考文献：
  名称：

  Synthesis and biological evaluation of pyridine-modified analogues of 3-(2-Aminoethoxy)pyridine as novel nicotinic receptor ligands

  摘要：

  Analogues of the potent nicotinic receptor agonist 3-(2-aminoethoxy)pyridine substituted at the 5' and 6'-positions of the pyridine ring were synthesized and tested in vitro for nicotinic receptor binding activity (displacement of [H-3](-)cytisine from whole rat brain synaptic membranes). The substituted analogues exhibited K-i values ranging from 0.076 to 319 nM compared to a K-i value of 26 nM for compound 1. Among the compounds tested, 5'-vinyl-6'-chloro substituted I was the most potent. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00740-0

文献信息

• Substituted pyridine compounds useful for controlling chemical synaptic transmission
  申请人：——

  公开号：US20010034357A1

  公开（公告）日：2001-10-25

  The present invention is directed to a series of substituted pyridine compounds, a method for selectively controlling neurotransmitter release in mammals using these compounds, and pharmaceutical compositions containing these compounds. Preferred compounds are 3′-(5′- and/or 6′-substituted) pyridyl ethers.

  本发明涉及一系列取代吡啶化合物，一种利用这些化合物在哺乳动物中选择性控制神经递质释放的方法，以及含有这些化合物的药物组合物。首选的化合物是3′-(5′-和/或6′-取代)吡啶醚。
• SUBSTITUTED PYRIDINE COMPOUNDS USEFUL FOR CONTROLLING CHEMICAL SYNAPTIC TRANSMISSION
  申请人：ABBOTT LABORATORIES

  公开号：EP1257535B1

  公开（公告）日：2007-05-23
• US6656958B2
  申请人：——

  公开号：US6656958B2

  公开（公告）日：2003-12-02
• Synthesis and biological evaluation of pyridine-modified analogues of 3-(2-Aminoethoxy)pyridine as novel nicotinic receptor ligands
  作者：Nan-Horng Lin、Liming Dong、William H Bunnelle、David J Anderson、Michael D Meyer

  DOI：10.1016/s0960-894x(02)00740-0

  日期：2002.11

  Analogues of the potent nicotinic receptor agonist 3-(2-aminoethoxy)pyridine substituted at the 5' and 6'-positions of the pyridine ring were synthesized and tested in vitro for nicotinic receptor binding activity (displacement of [H-3](-)cytisine from whole rat brain synaptic membranes). The substituted analogues exhibited K-i values ranging from 0.076 to 319 nM compared to a K-i value of 26 nM for compound 1. Among the compounds tested, 5'-vinyl-6'-chloro substituted I was the most potent. (C) 2002 Elsevier Science Ltd. All rights reserved.