4-(5-Bromo-2-bromomethyl-oxazol-4-yl)-benzenesulfonyl chloride | 293306-89-5

• 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-(5-Bromo-2-bromomethyl-oxazol-4-yl)-benzenesulfonyl chloride
• CAS: 293306-89-5
• 化学式: C₁₀H₆Br₂ClNO₃S
• 分子量: 415.49
• InChiKey: IOMAMZCBIFSJJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.93
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  60.17
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-(5-Bromo-2-bromomethyl-oxazol-4-yl)-benzenesulfonyl chloride 在 palladium dihydroxide 吡啶 、 盐酸 、 氢气 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 N-{4-[2-((R)-2-Hydroxy-2-pyridin-3-yl-ethylamino)-ethyl]-phenyl}-4-[2-(4-trifluoromethyl-phenoxymethyl)-oxazol-4-yl]-benzenesulfonamide
  参考文献：
  名称：

  Substituted oxazole benzenesulfonamides as potent human β3 adrenergic receptor agonists

  摘要：

  As a part of our investigation into the development of orally bioavailable beta(3) adrenergic receptor agonists, we have identified a series of substituted oxazole derivatives that are potent beta(3) agonists with excellent selectivity against other beta receptors. Several of these compounds showed excellent oral bioavailability in dogs. One example, cyclopentylethyloxazole 5f is a potent beta(3) agonist (EC50 = 14 nM, 84% activation) with 340-fold and 160-fold selectivity over beta(1) and beta(2) receptors, respectively, and has 38% oral bioavailability in dogs. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00277-8
• 作为产物：
  描述：

  2-bromomethyl-5-bromo-4-phenyl oxazole 在 氯磺酸 作用下， 生成 4-(5-Bromo-2-bromomethyl-oxazol-4-yl)-benzenesulfonyl chloride
  参考文献：
  名称：

  Substituted oxazole benzenesulfonamides as potent human β3 adrenergic receptor agonists

  摘要：

  As a part of our investigation into the development of orally bioavailable beta(3) adrenergic receptor agonists, we have identified a series of substituted oxazole derivatives that are potent beta(3) agonists with excellent selectivity against other beta receptors. Several of these compounds showed excellent oral bioavailability in dogs. One example, cyclopentylethyloxazole 5f is a potent beta(3) agonist (EC50 = 14 nM, 84% activation) with 340-fold and 160-fold selectivity over beta(1) and beta(2) receptors, respectively, and has 38% oral bioavailability in dogs. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00277-8