2-[1-(phenylsulfonyl)-1H-indol-3-yl]ethanamines | 808134-47-6

• 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: 2-[1-(phenylsulfonyl)-1H-indol-3-yl]ethanamines
• 英文别名: 2-(1-(phenylsulfonyl)-1H-indol-3-yl)ethan-1-amine；2-[1-(benzenesulfonyl)-1H-indol-3-yl]ethan-1-amine；2-[1-(benzenesulfonyl)indol-3-yl]ethanamine
• CAS: 808134-47-6
• 化学式: C₁₆H₁₆N₂O₂S
• 分子量: 300.381
• InChiKey: GSOZASAZEKGFMK-UHFFFAOYSA-N

物化性质

• 沸点：
  517.4±42.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  73.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[1-(phenylsulfonyl)-1H-indol-3-yl]ethanamines 在 sodium hydroxide 作用下， 反应 2.0h， 生成 色胺
  参考文献：
  名称：

  Nagarathnam, Dhanapalan, Journal of Heterocyclic Chemistry, 1992, vol. 29, # 4, p. 953 - 958

  摘要：

  DOI：
• 作为产物：
  描述：

  tert-butyl N-[2-[1-(benzenesulfonyl)indol-3-yl]ethyl]carbamate 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 生成 2-[1-(phenylsulfonyl)-1H-indol-3-yl]ethanamines
  参考文献：
  名称：

  Discovery of N₁-(6-Chloroimidazo[2,1-b][1,3]thiazole-5-sulfonyl)tryptamine as a Potent, Selective, and Orally Active 5-HT₆ Receptor Agonist

  摘要：

  N-1-Arylsulfonyltryptamines have been identified as 5-HT6 receptor ligands. In particular, N-1-(6-chloroimidazo[2,1-b][1,3]thiazole5-sulfonyl)tryptamine (11q) is a high affinity, potent full agonist (5HT(6) K-i = 2 nM, EC50 = 6.5 nM, E-max = 95.5%). Compound 11q is selective in a panel of over 40 receptors and ion channels, has good pharmacokinetic profile, has been shown to increase GABA levels in the rat frontal cortex, and is active in the schedule-induced polydipsia model for obsessive compulsive disorders.

  DOI：

  10.1021/jm070521y

文献信息

• Aryl Indolyl Sulfonamide Compounds and Their Use as 5-HT6 Ligands
  申请人：Nirogi Ramakrishna

  公开号：US20110281849A1

  公开（公告）日：2011-11-17

  The present invention relates to novel aryl indolyl sulfonamide compounds of the formula (I), their tautomeric forms, their stereoisomers, their polymorphs, their pharmaceutically acceptable salts, their pharmaceutically acceptable solvates described herein and pharmaceutically acceptable compositions containing them.

  本发明涉及新颖的芳基吲哚磺酰胺化合物（I）的结构式，它们的互变异构体、立体异构体、多晶形态、本文所述的药用可接受盐、药用可接受溶剂化合物以及含有它们的药用可接受组合物。
• SULFONE COMPOUNDS AS 5-HT6 RECEPTOR LIGANDS
  申请人：Nirogi Ramakrishna

  公开号：US20130005709A1

  公开（公告）日：2013-01-03

  The present invention relates to novel sulfone compounds as 5-HT 6 receptor ligands of the formula (I), and their derivatives, prodrugs, tautomers, stereoisomers, polymorphs, solvates, hydrates, metabolites, N-oxides, pharmaceutically acceptable salts and compositions containing them. The present invention also relates to a process for the preparation of above said novel compounds, and their derivatives, prodrugs, tautomers, stereoisomers, polymorphs, solvates, hydrates, metabolites, N-oxides, pharmaceutically acceptable salts and compositions containing them. These compounds are useful in the treatment/prevention of various disorders that are related to 5-HT 6 receptor functions.

  本发明涉及一种新型砜化合物，作为式(I)的5-HT6受体配体，以及它们的衍生物、前药、互变异构体、立体异构体、多晶形态、溶剂合物、水合物、代谢物、N-氧化物、药学上可接受的盐和含有它们的组合物。本发明还涉及上述新型化合物的制备方法，以及它们的衍生物、前药、互变异构体、立体异构体、多晶形态、溶剂合物、水合物、代谢物、N-氧化物、药学上可接受的盐和含有它们的组合物。这些化合物在治疗/预防与5-HT6受体功能相关的各种疾病方面是有用的。
• [EN] N-(2-ARYLETHYL)BENZYLAMINES AS ANTAGONISTS OF THE 5-HT6 RECEPTOR<br/>[FR] N-(2-ARYLETHYL)BENZYLAMINES UTILISEES EN TANT QU'ANTAGONISTES DU RECEPTEUR 5-HT6
  申请人：LILLY CO ELI

  公开号：WO2002078693A2

  公开（公告）日：2002-10-10

  The present invention provides compounds of formula (I), which are antagonists of the 5-HT6 receptor.

  本发明提供了式（I）的化合物，它们是5-HT6受体的拮抗剂。
• N-(2-arylethyl) benzylamines as antagonists of the 5-ht6 receptor
  申请人：Chen Zhaogen

  公开号：US20060009511A9

  公开（公告）日：2006-01-12

  The present invention provides compounds of formula (I), which are antagonists of the 5-HT 6 receptor.

  本发明提供了式(I)的化合物，它们是5-HT6受体的拮抗剂。
• N-(2-ARYLETHYL)BENZYLAMINES AS ANTAGONISTS OF THE 5-HT6 RECEPTOR
  申请人：Chen Zhaogen

  公开号：US20070099909A1

  公开（公告）日：2007-05-03

  The present invention provides compounds of formula (I), which are antagonists of the 5-HT 6 receptor.

  本发明提供了公式（I）的化合物，它们是5-HT6受体的拮抗剂。