[2-(4-{4-[3-(4-Fluoro-benzyl)-[1,2,4]oxadiazol-5-yl]-benzenesulfonylamino}-phenyl)-ethyl]-((R)-2-hydroxy-2-pyridin-3-yl-ethyl)-carbamic acid tert-butyl ester | 294843-43-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: [2-(4-{4-[3-(4-Fluoro-benzyl)-[1,2,4]oxadiazol-5-yl]-benzenesulfonylamino}-phenyl)-ethyl]-((R)-2-hydroxy-2-pyridin-3-yl-ethyl)-carbamic acid tert-butyl ester
• CAS: 294843-43-9
• 化学式: C₃₅H₃₆FN₅O₆S
• 分子量: 673.765
• InChiKey: NIKDZYBKFJNGJG-HKBQPEDESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.18
• 重原子数：
  48.0
• 可旋转键数：
  12.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  147.75
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  [2-(4-{4-[3-(4-Fluoro-benzyl)-[1,2,4]oxadiazol-5-yl]-benzenesulfonylamino}-phenyl)-ethyl]-((R)-2-hydroxy-2-pyridin-3-yl-ethyl)-carbamic acid tert-butyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 4-[3-(4-Fluoro-benzyl)-[1,2,4]oxadiazol-5-yl]-N-{4-[2-((R)-2-hydroxy-2-pyridin-3-yl-ethylamino)-ethyl]-phenyl}-benzenesulfonamide
  参考文献：
  名称：

  Synthesis and SAR of benzyl and phenoxymethylene oxadiazole benzenesulfonamides as selective β3 adrenergic receptor agonist antiobesity agents

  摘要：

  Benzyl and phenoxymethylene substituted oxadiazoles are potent and orally bioavailable beta(3) adrenergic receptor (AR) agonists. The 4-trifluormethoxy substituted 5-benzyl oxadiazole 5f has an EC50 of 8 nM in the beta(3) AR agonist assay with 100-fold selectivity over beta(1) and beta(2) AR binding inhibition activity. Its oral bioavailability in dogs is 30 +/- 4%, with a half-life of 3.8 +/- 0.4 h. In the anesthetized rhesus, 5f evoked a dose-dependent glycerolemia (ED50Gly = 0.15 mg/kg): Under these conditions a heart rate increase of 15% was observed at a dose level of 10 mg/kg. (C) 2000 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00268-7
• 作为产物：
  描述：

  在 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 二乙二醇二甲醚 为溶剂， 反应 4.0h， 生成 [2-(4-{4-[3-(4-Fluoro-benzyl)-[1,2,4]oxadiazol-5-yl]-benzenesulfonylamino}-phenyl)-ethyl]-((R)-2-hydroxy-2-pyridin-3-yl-ethyl)-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis and SAR of benzyl and phenoxymethylene oxadiazole benzenesulfonamides as selective β3 adrenergic receptor agonist antiobesity agents

  摘要：

  Benzyl and phenoxymethylene substituted oxadiazoles are potent and orally bioavailable beta(3) adrenergic receptor (AR) agonists. The 4-trifluormethoxy substituted 5-benzyl oxadiazole 5f has an EC50 of 8 nM in the beta(3) AR agonist assay with 100-fold selectivity over beta(1) and beta(2) AR binding inhibition activity. Its oral bioavailability in dogs is 30 +/- 4%, with a half-life of 3.8 +/- 0.4 h. In the anesthetized rhesus, 5f evoked a dose-dependent glycerolemia (ED50Gly = 0.15 mg/kg): Under these conditions a heart rate increase of 15% was observed at a dose level of 10 mg/kg. (C) 2000 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00268-7