5-Fluoro-3-{1-[2-(2,3-dihydrobenzo[1,4]dioxin-5-yloxy)ethyl]-piperidin-4-ylmethyl}-1 H-indole

• 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: 5-Fluoro-3-{1-[2-(2,3-dihydrobenzo[1,4]dioxin-5-yloxy)ethyl]-piperidin-4-ylmethyl}-1 H-indole
• 英文别名: 3-{1-[2-(2,3-Dihydro-benzo[1,4]dioxin-5-yloxy)-ethyl]-piperidin-4-ylmethyl}-5-fluoro-1H-indole；3-[[1-[2-(2,3-dihydro-1,4-benzodioxin-5-yloxy)ethyl]piperidin-4-yl]methyl]-5-fluoro-1H-indole
• 化学式: C₂₄H₂₇FN₂O₃
• 分子量: 410.488
• InChiKey: RBQMHQKLCCUIDH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  46.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2,3-乙二氧基酚 在 偶氮二甲酸二异丙酯 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 生成 5-Fluoro-3-{1-[2-(2,3-dihydrobenzo[1,4]dioxin-5-yloxy)ethyl]-piperidin-4-ylmethyl}-1 H-indole
  参考文献：
  名称：

  Studies toward the discovery of the next generation of antidepressants. Part 2: Incorporating a 5-HT1A antagonist component into a class of serotonin reuptake inhibitors

  摘要：

  The design and synthesis of a novel series of indole derivatives (9) having dual 5-HT transporter reuptake and 5-HT1A antagonist activity are described. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00746-6

文献信息

• Aryloxy piperidinyl derivatives for the treatment of depression
  申请人：American Home Products Corporation

  公开号：US20020091141A1

  公开（公告）日：2002-07-11

  This invention provides compounds useful in treating serotonin-related central nervous system disorders, including anxiety, generalized anxiety disorder, panic disorder, obsessive-compulsive disorder, sleep disorders, sexual dysfunction, alcohol and drug addiction, Alzheimer's disease, Parkinson's disease, obesity and migraine, the compounds having the general formula: 1 wherein: R 1 and R 2 may each be H or an alkyl or alkoxy group; or R 1 and R 2 may be concatenated to form a bicyclic ring system with the phenyl ring to which they are bound; X is selected from hydrogen, halogen, cyano, C 1 —C 6 alkoxy; Z is (CH 2 )n or carbonyl; n is 0, 1 or 2; the dashed line indicates an optional double bond; or a pharmaceutically acceptable salt thereof.

  本发明提供了一种用于治疗与血清素相关的中枢神经系统疾病的化合物，包括焦虑、广泛性焦虑症、惊恐障碍、强迫症、睡眠障碍、性功能障碍、酒精和药物成瘾、阿尔茨海默病、帕金森病、肥胖症和偏头痛，该化合物具有以下通式：1其中：R1和R2可以分别是氢或烷基或烷氧基；或者R1和R2可以连接成与它们所结合的苯环形成的双环环系统；X选自氢、卤素、氰基、C1-C6烷氧基；Z是(CH2)n或羰基；n为0、1或2；虚线表示可选的双键；或其药学上可接受的盐。
• US6610712B2
  申请人：——

  公开号：US6610712B2

  公开（公告）日：2003-08-26
• [EN] ARYLOXY PIPERIDINYL DERIVATIVES FOR THE TREATMENT OF DEPRESSION<br/>[FR] DERIVES D'ARYLOXY-PIPERIDINYLE POUR LE TRAITEMENT DES DEPRESSIONS
  申请人：WYETH CORP

  公开号：WO2002048105A2

  公开（公告）日：2002-06-20

  This invention provides compounds useful in treating serotonin-related central nervous system disorders, including anxiety, generalized anxiety disorder, panic disorder, obsessive-compulsive disorder, sleep disorders, sexual dysfunction, alcohol and drug addiction, Alzheimer's disease, Parkinson's disease, obesity and migraine, the compounds having the general formula: wherein: R1 and R2 may each be H or an alkyl or alkoxy group; or R1 and R2 may be concatenated to form a bicyclic ring system with the phenyl ring to which they are bound; X is selected from hydrogen, halogen, cyano, C1-C6 alkoxy; Z is (CH2)n or carbonyl; n is 0, 1 or 2; the dashed line indicates an optional double bond; or a pharmaceutically acceptable salt thereof.
• Studies toward the discovery of the next generation of antidepressants. Part 2: Incorporating a 5-HT1A antagonist component into a class of serotonin reuptake inhibitors
  作者：Richard E. Mewshaw、Kristin L. Meagher、Ping Zhou、Dahui Zhou、Xiaojie Shi、Rosemary Scerni、Deborah Smith、Lee E. Schechter、Terrance H. Andree

  DOI：10.1016/s0960-894x(01)00746-6

  日期：2002.2

  The design and synthesis of a novel series of indole derivatives (9) having dual 5-HT transporter reuptake and 5-HT1A antagonist activity are described. (C) 2002 Elsevier Science Ltd. All rights reserved.