4-[3-(2-Chloro-4-fluorophenyl)-1,2,4-oxadiazol-5-YL]piperidine | 1059063-34-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-[3-(2-Chloro-4-fluorophenyl)-1,2,4-oxadiazol-5-YL]piperidine
• 英文别名: 3-(2-chloro-4-fluorophenyl)-5-piperidin-4-yl-1,2,4-oxadiazole
• CAS: 1059063-34-1
• 化学式: C₁₃H₁₃ClFN₃O
• 分子量: 281.717
• InChiKey: LZJIDNDQPDVYDE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  51
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-[3-(2-Chloro-4-fluorophenyl)-1,2,4-oxadiazol-5-YL]piperidine 、 3-溴-5,6,7,8-四氢喹啉 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， 生成 3-(4-(3-(2-Chloro-4-fluorophenyl)-1,2,4-oxadiazol-5-yl)piperidin-1-yl)-5,6,7,8-tetrahydroquinoline
  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
• 作为产物：
  描述：

  tert-butyl 4-(3-(2-chloro-4-fluorophenyl)-1,2,4-oxadiazol-5-yl)piperidine-1-carboxylate 在 三氟乙酸 作用下， 以100%的产率得到4-[3-(2-Chloro-4-fluorophenyl)-1,2,4-oxadiazol-5-YL]piperidine
  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