[3-[(1R)-1-hydroxy-2-[(2-methylpropan-2-yl)oxycarbonyl-[(2R)-1-(7-methylsulfonyloxy-1H-indol-3-yl)propan-2-yl]amino]ethyl]phenyl] benzenesulfonate | 884331-33-3

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: [3-[(1R)-1-hydroxy-2-[(2-methylpropan-2-yl)oxycarbonyl-[(2R)-1-(7-methylsulfonyloxy-1H-indol-3-yl)propan-2-yl]amino]ethyl]phenyl] benzenesulfonate
• CAS: 884331-33-3
• 化学式: C₃₁H₃₆N₂O₉S₂
• 分子量: 644.767
• InChiKey: ONXGYNIMTMNLLM-ZBLYBZFDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  44
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  169
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  [3-[(1R)-1-hydroxy-2-[(2-methylpropan-2-yl)oxycarbonyl-[(2R)-1-(7-methylsulfonyloxy-1H-indol-3-yl)propan-2-yl]amino]ethyl]phenyl] benzenesulfonate 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 生成 [3-[(1R)-1-hydroxy-2-[[(2R)-1-(7-methylsulfonyloxy-1H-indol-3-yl)propan-2-yl]amino]ethyl]phenyl] benzenesulfonate
  参考文献：
  名称：

  Tryptamine-based human β3-adrenergic receptor agonists. Part 3: Improved oral bioavailability via modification of the sulfonamide moiety

  摘要：

  The continued SAR investigation of tryptamine-based human beta(3)-adrenergic receptor (AR) agonists is reported. Prior efforts resulted in the identification of 2 as a potent beta(3)-AR agonist. Further modification of the left side arylsulfonamide portion in 2 provided compounds with good cell permeability, which have potent agonistic activity for beta(3)-AR. Cinnamylamine analog 16i exhibited an excellent agonistic profile in vitro and good oral bioavailability in rats. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.12.033
• 作为产物：
  描述：

  Methanesulfonic acid 3-{(R)-2-[(R)-2-(3-benzyloxy-phenyl)-2-hydroxy-ethylamino]-propyl}-1H-indol-7-yl ester 在 palladium dihydroxide 氢气 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 、 氯仿 为溶剂， 生成 [3-[(1R)-1-hydroxy-2-[(2-methylpropan-2-yl)oxycarbonyl-[(2R)-1-(7-methylsulfonyloxy-1H-indol-3-yl)propan-2-yl]amino]ethyl]phenyl] benzenesulfonate
  参考文献：
  名称：

  Tryptamine-based human β3-adrenergic receptor agonists. Part 3: Improved oral bioavailability via modification of the sulfonamide moiety

  摘要：

  The continued SAR investigation of tryptamine-based human beta(3)-adrenergic receptor (AR) agonists is reported. Prior efforts resulted in the identification of 2 as a potent beta(3)-AR agonist. Further modification of the left side arylsulfonamide portion in 2 provided compounds with good cell permeability, which have potent agonistic activity for beta(3)-AR. Cinnamylamine analog 16i exhibited an excellent agonistic profile in vitro and good oral bioavailability in rats. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.12.033