N-methyl-N-(1-methylpiperidin-4-yl)-1-thiophen-2-ylsulfonyl-2,3-dihydroindole-3-carboxamide | 583813-74-5

• 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: N-methyl-N-(1-methylpiperidin-4-yl)-1-thiophen-2-ylsulfonyl-2,3-dihydroindole-3-carboxamide
• CAS: 583813-74-5
• 化学式: C₂₀H₂₅N₃O₃S₂
• 分子量: 419.569
• InChiKey: ZXTAVKXRQREDLV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  97.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-噻吩磺酰氯 、 2,3-dihydro-1H-indole-3-carboxylic acid methyl-(1-methyl-piperidin-4-yl)-amide 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 N-methyl-N-(1-methylpiperidin-4-yl)-1-thiophen-2-ylsulfonyl-2,3-dihydroindole-3-carboxamide
  参考文献：
  名称：

  The discovery and SAR of indoline-3-carboxamides—A new series of 5-HT6 antagonists

  摘要：

  Antagonists of the 5-HT6 receptor have been shown to improve cognitive function in a wide range of animal models and as such may prove to be attractive agents for the symptomatic treatment of cognitive disorders such as Alzheimer's disease ( AD) and schizophrenia. We report herein the identification and SAR around N-(2-aminoalkyl)-1-(arylsulfonyl)indoline-3-carboxamides-a novel chemotype of 5-HT6 antagonists. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.085

文献信息

• 1-ARYLSULFONYL-3-SUBSTITUED INDOLE AND INDOLINE DERIVATES USEFUL IN THE TREATMENT OF CENTRAL NERVOUS SYSTEM DISORDERS
  申请人：Akzo Nobel N.V.

  公开号：EP1476151A1

  公开（公告）日：2004-11-17
• [EN] 1-ARYLSULFONYL-3-SUBSTITUTED INDOLE AND INDOLINE DERIVATIVES USEFUL IN THE TREATMENT OF CENTRAL NERVOUS SYSTEM DISORDERS<br/>[FR] DERIVES D'INDOLE ET D'INDOLINE 1-ARYLSULFONYL-3-SUBSTITUES UTILES DANS LE TRAITEMENT DE TROUBLES DU SYSTEME NERVEUX CENTRAL
  申请人：AKZO NOBEL NV

  公开号：WO2003068220A1

  公开（公告）日：2003-08-21

  The present invention relates to 1- arylsulfonyl-3 substituted indoline derivatives having the general formula (I) (I) wherein the dotted line represents an optional bond, n is 0 or 1, m is 0-5 and Ar, R6-R11 are as defined in the description. The invention further relates to pharmaceutical compositions comprising the said derivatives, and to the use of these 1- arylsulfonyl-3- substituted indole or indoline derivatives in the treatment of central nervous disorders such as psychosis, schizophrenia, manic depressions, depressions, neurological disorders, cognitive enhancement, Parkinson' s disease, amyotrophic lateral sclerosis, Alzheimer' s disease and Huntington' s disease.
• The discovery and SAR of indoline-3-carboxamides—A new series of 5-HT6 antagonists
  作者：Mark Reid、Ian Carlyle、Wilson L. Caulfield、Tom R. Clarkson、Fiona Cusick、Ola Epemolu、Robert Gilfillan、Richard Goodwin、David Jaap、Elise C. O’Donnell、Jeremy Presland、Zoran Rankovic、Daniel Spinks、Gayle Spinks、Anne M. Thomson、Fiona Thomson、James Strain、Grant Wishart

  DOI：10.1016/j.bmcl.2010.04.085

  日期：2010.6

  Antagonists of the 5-HT6 receptor have been shown to improve cognitive function in a wide range of animal models and as such may prove to be attractive agents for the symptomatic treatment of cognitive disorders such as Alzheimer's disease ( AD) and schizophrenia. We report herein the identification and SAR around N-(2-aminoalkyl)-1-(arylsulfonyl)indoline-3-carboxamides-a novel chemotype of 5-HT6 antagonists. (C) 2010 Elsevier Ltd. All rights reserved.