(R)-2-(7-Ethoxy-1H-indol-3-yl)-1-methyl-ethylamine | 820216-30-6

• 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: (R)-2-(7-Ethoxy-1H-indol-3-yl)-1-methyl-ethylamine
• 英文别名: (2R)-1-(7-ethoxy-1H-indol-3-yl)propan-2-amine
• CAS: 820216-30-6
• 化学式: C₁₃H₁₈N₂O
• 分子量: 218.299
• InChiKey: ZXSGVURXGYEEJE-SECBINFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  51
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (R)-2-(7-Ethoxy-1H-indol-3-yl)-1-methyl-ethylamine 在 盐酸 、 二乙基异丙基胺 、 potassium iodide 作用下， 以 乙醇 、 乙腈 为溶剂， 生成 N-[3-[(1R)-2-[[(2R)-1-(7-ethoxy-1H-indol-3-yl)propan-2-yl]amino]-1-hydroxyethyl]phenyl]thiophene-2-sulfonamide
  参考文献：
  名称：

  Tryptamine-based human β3-adrenergic receptor agonists. Part 1: SAR studies of the 7-position of the indole ring

  摘要：

  A series of tryptamine-based 2-thiophenesulfonamide derivatives were prepared and their agonistic activity for the beta-adrenergic receptors (ARs) was evaluated. Compound 54, containing 7-methanesulfonyloxy tryptamine, was found to be a highly potent beta(3)-AR agonist (EC50 = 0.21 nM, IA = 97%) with excellent selectivity for the beta(3)-AR over the beta(1)- and beta(2)-ARs (210- and 86-fold, respectively). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.10.035
• 作为产物：
  描述：

  (R)-3-(2-aminopropyl)-7-benzyloxyindole 在 palladium on activated charcoal 盐酸 、 甲酸铵 、 potassium carbonate 作用下， 以 甲醇 、 氯仿 、 乙酸乙酯 、 丙酮 为溶剂， 生成 (R)-2-(7-Ethoxy-1H-indol-3-yl)-1-methyl-ethylamine
  参考文献：
  名称：

  Tryptamine-based human β3-adrenergic receptor agonists. Part 1: SAR studies of the 7-position of the indole ring

  摘要：

  A series of tryptamine-based 2-thiophenesulfonamide derivatives were prepared and their agonistic activity for the beta-adrenergic receptors (ARs) was evaluated. Compound 54, containing 7-methanesulfonyloxy tryptamine, was found to be a highly potent beta(3)-AR agonist (EC50 = 0.21 nM, IA = 97%) with excellent selectivity for the beta(3)-AR over the beta(1)- and beta(2)-ARs (210- and 86-fold, respectively). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.10.035

文献信息

• Tryptamine-based human β3-adrenergic receptor agonists. Part 1: SAR studies of the 7-position of the indole ring
  作者：Kazuhiro Mizuno、Masaaki Sawa、Hiroshi Harada、Hirotaka Tateishi、Mayumi Oue、Hiroshi Tsujiuchi、Yasuji Furutani、Shiro Kato

  DOI：10.1016/j.bmcl.2004.10.035

  日期：2004.12

  A series of tryptamine-based 2-thiophenesulfonamide derivatives were prepared and their agonistic activity for the beta-adrenergic receptors (ARs) was evaluated. Compound 54, containing 7-methanesulfonyloxy tryptamine, was found to be a highly potent beta(3)-AR agonist (EC50 = 0.21 nM, IA = 97%) with excellent selectivity for the beta(3)-AR over the beta(1)- and beta(2)-ARs (210- and 86-fold, respectively). (C) 2004 Elsevier Ltd. All rights reserved.