1H-吲哚,5-甲基-3-(1,2,3,6-四氢-1-甲基-4-吡啶基)- | 116480-59-2

• 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
• 中文名称: 1H-吲哚,5-甲基-3-(1,2,3,6-四氢-1-甲基-4-吡啶基)-
• 英文名称: 5-methyl-3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole
• 英文别名: 5-methyl-3-(1-methyl-3,6-dihydro-2H-pyridin-4-yl)-1H-indole
• CAS: 116480-59-2
• 化学式: C₁₅H₁₈N₂
• 分子量: 226.321
• InChiKey: OZABQVLBBKUAEC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  19
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  N-甲基-4-哌啶酮 、 5-甲基吲哚 在 四氢吡咯 作用下， 以 乙醇 为溶剂， 生成 1H-吲哚,5-甲基-3-(1,2,3,6-四氢-1-甲基-4-吡啶基)-
  参考文献：
  名称：

  Conformationally restricted homotryptamines 3. Indole tetrahydropyridines and cyclohexenylamines as selective serotonin reuptake inhibitors

  摘要：

  A series of indole tetrahydropyridine and indole cyclohexenylamines was prepared, and their binding affinities at the human serotonin transporter (SERT) were determined. In particular, a nitrile substituent at the C5 position of the indole ring gave potent SERT activity. The stereochemistry of the NN-dimethylamine substituent was determined for the most potent indole cyclohexenylamine, 6a. The enantiomers of 6a were energy minimized and compared to other conformationally restricted SSRIs. Compound 6a was found to give a dose-response similar to the SSRI fluoxetine in microdialysis studies in rats. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.03.040

文献信息

• Compounds having 5-HT6 receptor affinity
  申请人：Dunn Robert

  公开号：US20080039462A1

  公开（公告）日：2008-02-14

  The present disclosure provides compounds having affinity for the 5HT6 receptor which are of the formula (I): wherein R 1 -R 3 A, B, D, E, G, Q, and x are as defined herein. The disclosure also relates to methods of preparing such compounds, compositions containing such compounds, and methods of use thereof.

  本公开提供具有5HT6受体亲和力的化合物，其化学式为（I）：其中R1-R3A、B、D、E、G、Q和x如本文所定义。 本公开还涉及制备这种化合物的方法，含有这种化合物的组合物以及使用它们的方法。
• COMPOUNDS HAVING 5-HT6 RECEPTOR AFFINITY
  申请人：Dunn Robert

  公开号：US20100152177A1

  公开（公告）日：2010-06-17

  The present disclosure provides compounds having affinity for the 5HT6 receptor which are of the formula (I): wherein R 1 -R 3 A, B, D, E, G, Q, and x are as defined herein. The disclosure also relates to methods of preparing such compounds, compositions containing such compounds, and methods of use thereof.

  本公开提供了具有5HT6受体亲和力的化合物，其化学式为(I)：其中R1-R3A，B，D，E，G，Q和x如此处所定义。本公开还涉及制备这些化合物的方法，含有这些化合物的组合物，以及使用这些化合物的方法。
• NOVEL COMPOUNDS FOR THE TREATMENT OF DISEASES ASSOCIATED WITH AMYLOID OR AMYLOID-LIKE PROTEINS
  申请人：AC Immune S.A.

  公开号：EP2558446B1

  公开（公告）日：2019-06-12
• US7696229B2
  申请人：——

  公开号：US7696229B2

  公开（公告）日：2010-04-13
• Conformationally restricted homotryptamines 3. Indole tetrahydropyridines and cyclohexenylamines as selective serotonin reuptake inhibitors
  作者：Jeffrey A. Deskus、James R. Epperson、Charles P. Sloan、Joseph A. Cipollina、Pierre Dextraze、Jingfang Qian-Cutrone、Qi Gao、Baoqing Ma、Brett R. Beno、Gail K. Mattson、Thaddeus F. Molski、Rudolph G. Krause、Matthew T. Taber、Nicholas J. Lodge、Ronald J. Mattson

  DOI：10.1016/j.bmcl.2007.03.040

  日期：2007.6

  A series of indole tetrahydropyridine and indole cyclohexenylamines was prepared, and their binding affinities at the human serotonin transporter (SERT) were determined. In particular, a nitrile substituent at the C5 position of the indole ring gave potent SERT activity. The stereochemistry of the NN-dimethylamine substituent was determined for the most potent indole cyclohexenylamine, 6a. The enantiomers of 6a were energy minimized and compared to other conformationally restricted SSRIs. Compound 6a was found to give a dose-response similar to the SSRI fluoxetine in microdialysis studies in rats. (C) 2007 Elsevier Ltd. All rights reserved.