3-(2-chloro-4-fluorophenyl)-5-[(1-quinolin-3-ylpyrrolidin-3-yl)methyl]-1,2,4-oxadiazole | 1059063-31-8

• 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: 3-(2-chloro-4-fluorophenyl)-5-[(1-quinolin-3-ylpyrrolidin-3-yl)methyl]-1,2,4-oxadiazole
• CAS: 1059063-31-8
• 化学式: C₂₂H₁₈ClFN₄O
• 分子量: 408.863
• InChiKey: AEKOYIYPZKHXPB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.15
• 重原子数：
  29.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  55.05
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  3-溴喹啉 、 3-(2-Chloro-4-fluorophenyl)-5-(pyrrolidin-3-ylmethyl)-1,2,4-oxadiazole 在 tris-(dibenzylideneacetone)dipalladium(0) 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 以60%的产率得到3-(2-chloro-4-fluorophenyl)-5-[(1-quinolin-3-ylpyrrolidin-3-yl)methyl]-1,2,4-oxadiazole
  参考文献：
  名称：

  Structural modifications of N-arylamide oxadiazoles: Identification of N-arylpiperidine oxadiazoles as potent and selective agonists of CB2

  摘要：

  Structural modifications to the central portion of the N-arylamide oxadiazole scaffold led to the identification of N-arylpiperidine oxadiazoles as conformationally constrained analogs that offered improved stability and comparable potency and selectivity. The simple, modular scaffold allowed for the use of expeditious and divergent synthetic routes, which provided two-directional SAR in parallel. Several potent and selective agonists from this novel ligand class are described. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.06.096

文献信息

• Structural modifications of N-arylamide oxadiazoles: Identification of N-arylpiperidine oxadiazoles as potent and selective agonists of CB2
  作者：Erin F. DiMauro、John L. Buchanan、Alan Cheng、Renee Emkey、Stephen A. Hitchcock、Liyue Huang、Ming Y. Huang、Brett Janosky、Josie H. Lee、Xingwen Li、Matthew W. Martin、Susan A. Tomlinson、Ryan D. White、Xiao Mei Zheng、Vinod F. Patel、Robert T. Fremeau

  DOI：10.1016/j.bmcl.2008.06.096

  日期：2008.8

  Structural modifications to the central portion of the N-arylamide oxadiazole scaffold led to the identification of N-arylpiperidine oxadiazoles as conformationally constrained analogs that offered improved stability and comparable potency and selectivity. The simple, modular scaffold allowed for the use of expeditious and divergent synthetic routes, which provided two-directional SAR in parallel. Several potent and selective agonists from this novel ligand class are described. (c) 2008 Elsevier Ltd. All rights reserved.