5-[(S)-2-N-BOC-amino-3-phenyl-1-propyloxy]-2-chloro-3-bromo pyridine | 352704-97-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-[(S)-2-N-BOC-amino-3-phenyl-1-propyloxy]-2-chloro-3-bromo pyridine
• 英文别名: tert-butyl N-[(2S)-1-(5-bromo-6-chloropyridin-3-yl)oxy-3-phenylpropan-2-yl]carbamate
• CAS: 352704-97-3
• 化学式: C₁₉H₂₂BrClN₂O₃
• 分子量: 441.752
• InChiKey: QXHZOITYQXJYMG-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 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-3-phenyl-1-propyloxy]-2-chloro-3-bromo pyridine 在 palladium diacetate 、 sodium hydride 作用下， 生成 (2S)-1-[6-chloro-5-[(E)-2-pyridin-4-ylethenyl]pyridin-3-yl]oxy-N-methyl-3-phenylpropan-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 、 N-Boc-L-苯丙氨醇 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以87%的产率得到5-[(S)-2-N-BOC-amino-3-phenyl-1-propyloxy]-2-chloro-3-bromo pyridine
  参考文献：
  名称：

  2,3,5-Trisubstituted pyridines as selective AKT inhibitors—Part I: Substitution at 2-position of the core pyridine for ROCK1 selectivity

  摘要：

  2,3,5-Trisubstituted pyridines have been designed as potent AKT inhibitors that are selective against ROCK1 based on the comparison between AKT and ROCK1 structures. Substitution at the 2-position of the core pyridine is the key element to provide selectivity against ROCK1. An X-ray co-crystal structure of 9p in PKA supports the proposed rationale of ROCK1 selectivity. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.11.064

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。
• Inhibitors of akt activity
  申请人：Yamashita S. Dennis

  公开号：US20070185152A1

  公开（公告）日：2007-08-09

  Invented are novel pyridine compounds, the use of such compounds as inhibitors of PKB/AKT kinase activity and in the treatment of cancer and arthritis.

  发明了新型吡啶化合物，这些化合物可用作PKB/AKT激酶活性的抑制剂，并用于癌症和关节炎的治疗。
• SUBSTITUTED PYRIDINE COMPOUNDS USEFUL FOR CONTROLLING CHEMICAL SYNAPTIC TRANSMISSION
  申请人：ABBOTT LABORATORIES

  公开号：EP1257535A1

  公开（公告）日：2002-11-20
• [EN] SUBSTITUTED PYRIDINE COMPOUNDS USEFUL FOR CONTROLLING CHEMICAL SYNAPTIC TRANSMISSION<br/>[FR] COMPOSES PYRIDINE SUBSTITUES UTILES DANS LA REGULATION DE LA TRANSMISSION SYNAPTIQUE CHIMIQUE
  申请人：ABBOTT LAB

  公开号：WO2001056991A1

  公开（公告）日：2001-08-09

  The present invention is directed to a series of substituted pyridine compounds (I), 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. n = 1-4, R1-R6 as in the claims.
• 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.