Methanesulfonic acid 3-(2-{[(R)-2-(3-amino-phenyl)-2-hydroxy-ethyl]-tert-butoxycarbonyl-amino}-ethyl)-1H-indol-7-yl ester | 879498-32-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: Methanesulfonic acid 3-(2-{[(R)-2-(3-amino-phenyl)-2-hydroxy-ethyl]-tert-butoxycarbonyl-amino}-ethyl)-1H-indol-7-yl ester
• 英文别名: [3-[2-[[(2R)-2-(3-aminophenyl)-2-hydroxyethyl]-[(2-methylpropan-2-yl)oxycarbonyl]amino]ethyl]-1H-indol-7-yl] methanesulfonate
• CAS: 879498-32-5
• 化学式: C₂₄H₃₁N₃O₆S
• 分子量: 489.593
• InChiKey: IMFAJMQLXFMOIR-FQEVSTJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  34
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  143
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Methanesulfonic acid 3-(2-{[(R)-2-(3-amino-phenyl)-2-hydroxy-ethyl]-tert-butoxycarbonyl-amino}-ethyl)-1H-indol-7-yl ester 在 吡啶 、 盐酸 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 生成 [3-[2-[[(2R)-2-[3-(benzenesulfonamido)phenyl]-2-hydroxyethyl]amino]ethyl]-1H-indol-7-yl] methanesulfonate
  参考文献：
  名称：

  Tryptamine-based human β3-adrenergic receptor agonists. Part 2: SAR of the methylene derivatives

  摘要：

  A series of tryptamine derivatives with modified sulfonamide were designed, synthesized, and evaluated for their ability to stimulate CAMP accumulation in CHO cells expressing the cloned human beta(3)-adrenergic receptor (AR). For this series of compounds, our objective was to symmetrize the a-position of the tryptamine moiety maintaining its activity and reducing the cost of production. Compound 11h, having m-aminobenzene, exhibited excellent agonistic activity for beta(3)-AR with excellent subtype selectivity. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.09.054
• 作为产物：
  描述：

  (R)-(-)-(3-硝基苯基)环氧乙烷 在 铁粉 、 氯化铵 作用下， 以 乙醇 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 生成 Methanesulfonic acid 3-(2-{[(R)-2-(3-amino-phenyl)-2-hydroxy-ethyl]-tert-butoxycarbonyl-amino}-ethyl)-1H-indol-7-yl ester
  参考文献：
  名称：

  Tryptamine-based human β3-adrenergic receptor agonists. Part 2: SAR of the methylene derivatives

  摘要：

  A series of tryptamine derivatives with modified sulfonamide were designed, synthesized, and evaluated for their ability to stimulate CAMP accumulation in CHO cells expressing the cloned human beta(3)-adrenergic receptor (AR). For this series of compounds, our objective was to symmetrize the a-position of the tryptamine moiety maintaining its activity and reducing the cost of production. Compound 11h, having m-aminobenzene, exhibited excellent agonistic activity for beta(3)-AR with excellent subtype selectivity. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.09.054