4-{2-[2-(2-methyl-1-pyrrolidinyl)ethyl]-1-benzofuran-5-yl}benzonitrile

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 4-{2-[2-(2-methyl-1-pyrrolidinyl)ethyl]-1-benzofuran-5-yl}benzonitrile
• 英文别名: (R)-4-(2-(2-(2-Methylpyrrolidin-1-yl)-ethyl)benzofuran-5-yl)benzonitrile；4-[2-[2-(2-methylpyrrolidin-1-yl)ethyl]-1-benzofuran-5-yl]benzonitrile
• 化学式: C₂₂H₂₂N₂O
• 分子量: 330.429
• InChiKey: KFHYZKCRXNRKRC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  40.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-[2-(2-羟基乙基)-1-苯并呋喃-5-基]苯甲腈 在 三乙胺 作用下， 以 乙腈 为溶剂， 生成 4-{2-[2-(2-methyl-1-pyrrolidinyl)ethyl]-1-benzofuran-5-yl}benzonitrile
  参考文献：
  名称：

  A new class of potent non-imidazole H3 antagonists: 2-aminoethylbenzofurans

  摘要：

  2-Aminoethylbenzofurans constitute a new class of H-3 antagonists that are more rotationally constrained than most previously reported H-3 antagonists. They retain high potency at human and rat receptors, with efficient CNS penetration observed in 35. The SAR of the basic amine moiety was compared in three different series of analogues. The greatest potency was found in analogues bearing a 2-methylpyrrolidine, a 2,5-dimethylpyrrolidine, or a 2,6-dimethylpiperidine. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.11.032

文献信息

• DETERMINATION OF HISTAMINE-3 BIOACTIVITY
  申请人：Radek Richard J.

  公开号：US20080159958A1

  公开（公告）日：2008-07-03

  The invention relates to an in vivo method for determining the bioactivity of chemical compounds as histamine-3 receptor (H 3 R) ligands, and provides animal models to determine such bioactivity. The invention further relates to methods for screening therapeutic compounds demonstrating a desired property, using such methods and models described.

  这项发明涉及一种体内方法，用于确定化合物作为组胺-3受体（H3R）配体的生物活性，并提供动物模型来确定这种生物活性。该发明还涉及使用所述方法和模型筛选展示所需特性的治疗化合物的方法。
• Novel amines as histamine-3 receptor ligands and their therapeutic applications
  申请人：——

  公开号：US20020169188A1

  公开（公告）日：2002-11-14

  Compounds of formula (I) 1 or a pharmaceutically acceptable salts or prodrug thereof which are useful for the modulation of the histamine-3 receptors in mammals and which are useful for the treatment of disorders ameliorated by histamine-3 receptor ligands.

  化合物的公式(I)1或其药用可接受的盐或前药，对哺乳动物的组胺-3受体进行调节是有用的，并且对组胺-3受体配体改善的疾病的治疗是有用的。
• Process for preparing amine-substituted benzofurans
  申请人：——

  公开号：US20040054185A1

  公开（公告）日：2004-03-18

  The present invention relates to processes for preparing amine substituted benzofurans, and more particularly 4-(2-{2-[(2R)-2-methyl-1-pyrrolidinyl]ethyl}-1-benzofuran-5-yl)benzonitrile, and salts thereof. Compounds prepared by the processes of the invention have demonstrated activity as histamine-3 receptor ligands.

  本发明涉及制备胺基取代苯并呋喃的方法，更具体地是4-(2-2-[(2R)-2-甲基-1-吡咯基]乙基}-1-苯并呋喃-5-基)苯甲腈及其盐。根据本发明的方法制备的化合物已经表现出作为组胺-3受体配体的活性。
• TREATMENT OF OSTEOARTHRITIS PAIN
  申请人：AbbVie Inc.

  公开号：US20160089378A1

  公开（公告）日：2016-03-31

  This invention discloses a method of treatment of osteoarthritis pain by administration of a histamine H 3 receptor antagonist, described herein, a salt thereof, or a composition comprising such compound or salt.

  本发明公开了一种治疗骨关节炎疼痛的方法，通过给予本文描述的组织胺H3受体拮抗剂，其盐，或包含该化合物或盐的组合物。
• Amines as histamine-3 receptor ligands and their therapeutic applications
  申请人：Abbott Laboratories

  公开号：US07538138B2

  公开（公告）日：2009-05-26

  Compounds of formula (I) or a pharmaceutically acceptable salts or prodrug thereof which are useful for the modulation of the histamine-3 receptors in mammals and which are useful for the treatment of disorders ameliorated by histamine-3 receptor ligands.

  公式（I）的化合物或其药学上可接受的盐或前药，对哺乳动物组织中组胺-3受体的调节具有有用作用，并且对通过组胺-3受体配体改善的疾病的治疗具有有用作用。