1-[3-[[4-[(5-Fluoro-7-methoxyquinolin-2-yl)amino]piperidin-1-yl]methyl]-9-azabicyclo[3.3.1]non-2-en-9-yl]ethanone | 1222507-68-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1-[3-[[4-[(5-Fluoro-7-methoxyquinolin-2-yl)amino]piperidin-1-yl]methyl]-9-azabicyclo[3.3.1]non-2-en-9-yl]ethanone
• CAS: 1222507-68-7
• 化学式: C₂₆H₃₃FN₄O₂
• 分子量: 452.572
• InChiKey: YVUGHJSCFKMRDF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  57.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-Chloro-5-fluoro-7-methoxyquinoline 、 1-(3-((4-aminopiperidin-1-yl)methyl)-9-azabicyclo[3.3.1]non-2-en-9-yl)ethan-1-one 在 palladium diacetate sodium t-butanolate 作用下， 以 N-甲基吡咯烷酮 、 甲苯 为溶剂， 生成 1-[3-[[4-[(5-Fluoro-7-methoxyquinolin-2-yl)amino]piperidin-1-yl]methyl]-9-azabicyclo[3.3.1]non-2-en-9-yl]ethanone
  参考文献：
  名称：

  Development of CXCR3 antagonists. Part 4: Discovery of 2-amino-(4-tropinyl)quinolines

  摘要：

  The synthesis and biological evaluation of a novel series of 2-aminoquinoline substituted piperidines and tropanes incorporating a homotropene moiety is herein described. The series exhibits potent antagonism of the CXCR3 receptor and superior physicochemical properties. Compound 24d was found to be orally bioavailable, and PK/PD studies suggested it as a suitable tool for studying the role of CXCR3 in models of disease. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.11.075

文献信息

• Development of CXCR3 antagonists. Part 4: Discovery of 2-amino-(4-tropinyl)quinolines
  作者：Roland L. Knight、Daniel R. Allen、Helen L. Birch、Gayle A. Chapman、Frances C. Galvin、Louise A. Jopling、Christopher J. Lock、Johannes W.G. Meissner、David A. Owen、Gilles Raphy、Robert J. Watson、Sophie C. Williams

  DOI：10.1016/j.bmcl.2007.11.075

  日期：2008.1

  The synthesis and biological evaluation of a novel series of 2-aminoquinoline substituted piperidines and tropanes incorporating a homotropene moiety is herein described. The series exhibits potent antagonism of the CXCR3 receptor and superior physicochemical properties. Compound 24d was found to be orally bioavailable, and PK/PD studies suggested it as a suitable tool for studying the role of CXCR3 in models of disease. (c) 2007 Elsevier Ltd. All rights reserved.