tert-butyl N-[(2R)-1-[7-[2-(1,3-dioxoisoindol-2-yl)ethoxy]-1H-indol-3-yl]propan-2-yl]carbamate | 776302-43-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: tert-butyl N-[(2R)-1-[7-[2-(1,3-dioxoisoindol-2-yl)ethoxy]-1H-indol-3-yl]propan-2-yl]carbamate
• CAS: 776302-43-3
• 化学式: C₂₆H₂₉N₃O₅
• 分子量: 463.533
• InChiKey: PPDLGUOSLIXZHN-MRXNPFEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  34.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  100.73
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[(2R)-1-[7-[2-(1,3-dioxoisoindol-2-yl)ethoxy]-1H-indol-3-yl]propan-2-yl]carbamate 在 盐酸 、 二乙基异丙基胺 、 potassium iodide 作用下， 以 乙酸乙酯 、 乙腈 为溶剂， 生成 Thiophene-2-sulfonic acid {3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-2-((R)-2-{7-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethoxy]-1H-indol-3-yl}-1-methyl-ethylamino)-ethyl]-phenyl}-amide
  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 甲酸铵 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲醇 、 氯仿 为溶剂， 生成 tert-butyl N-[(2R)-1-[7-[2-(1,3-dioxoisoindol-2-yl)ethoxy]-1H-indol-3-yl]propan-2-yl]carbamate
  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.