Methanesulfonic acid (R)-3-{2-[(R)-2-(3-benzenesulfonylamino-phenyl)-2-hydroxy-ethylamino]-propyl}-1H-indol-7-yl ester | 848072-82-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Methanesulfonic acid (R)-3-{2-[(R)-2-(3-benzenesulfonylamino-phenyl)-2-hydroxy-ethylamino]-propyl}-1H-indol-7-yl ester
• 英文别名: [3-[(2R)-2-[[(2R)-2-[3-(benzenesulfonamido)phenyl]-2-hydroxyethyl]amino]propyl]-1H-indol-7-yl] methanesulfonate
• CAS: 848072-82-2
• 化学式: C₂₆H₂₉N₃O₆S₂
• 分子量: 543.665
• InChiKey: BORUUXXGFWWZKT-KOSHJBKYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  37
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  154
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  Methanesulfonic acid (R)-3-{2-[(R)-2-(3-benzenesulfonylamino-phenyl)-2-hydroxy-ethylamino]-propyl}-1H-indol-7-yl ester 在 盐酸 、 potassium carbonate 作用下， 以 氯仿 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 生成 Methanesulfonic acid 3-((R)-2-{(R)-2-[3-(benzenesulfonyl-methyl-amino)-phenyl]-2-hydroxy-ethylamino}-propyl)-1H-indol-7-yl ester
  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：

  2-溴-3'-硝基苯乙酮 在 吡啶 、 咪唑 、 盐酸 、 硼烷四氢呋喃络合物 、 铁粉 、 氯化铵 、 N,N-二异丙基乙胺 、 potassium iodide 、 (R)-2-甲基-CBS-恶唑硼烷 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 乙酸乙酯 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 Methanesulfonic acid (R)-3-{2-[(R)-2-(3-benzenesulfonylamino-phenyl)-2-hydroxy-ethylamino]-propyl}-1H-indol-7-yl ester
  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

文献信息

• Tryptamine-based human β3-adrenergic receptor agonists. Part 3: Improved oral bioavailability via modification of the sulfonamide moiety
  作者：Masaaki Sawa、Kazuhiro Mizuno、Hiroshi Harada、Hirotaka Tateishi、Yukiyo Arai、Shinya Suzuki、Mayumi Oue、Hiroshi Tsujiuchi、Yasuji Furutani、Shiro Kato

  DOI：10.1016/j.bmcl.2004.12.033

  日期：2005.2

  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.