benzofuran-3-carboxylic acid [6-(2-methylpyridin-3-yloxy)-pyridin-3-yl]-amide | 1051942-17-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: benzofuran-3-carboxylic acid [6-(2-methylpyridin-3-yloxy)-pyridin-3-yl]-amide
• 英文别名: benzofuran-3-carboxylic acid [6-(2-methyl-pyridine-3-yloxy)-pyridine-3-yl]-amide；N-(6-(2-methylpyridin-3-yloxy)pyridin-3-yl)benzofuran-3-carboxamide；N-[6-(2-methylpyridin-3-yl)oxypyridin-3-yl]-1-benzofuran-3-carboxamide
• CAS: 1051942-17-6
• 化学式: C₂₀H₁₅N₃O₃
• 分子量: 345.357
• InChiKey: GHQAGPBPLINQPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  77.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-羟基-2-甲基吡啶 在 盐酸 、 sodium hydride 、 N,N'-二环己基碳二亚胺 、 tin(ll) chloride 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 9.0h， 生成 benzofuran-3-carboxylic acid [6-(2-methylpyridin-3-yloxy)-pyridin-3-yl]-amide
  参考文献：
  名称：

  [EN] NOVEL INDOL CARBOXYLIC ACID BISPYRIDYL CARBOXAMIDE DERIVATIVES, PHARMACEUTICALLY ACCEPTABLE SALT THEREOF, PREPARATION METHOD AND COMPOSITION CONTAINING THE SAME AS AN ACTIVE INGREDIENT
  [FR] NOUVEAUX DÉRIVÉS DE BISPYRIDYL CARBOXAMIDE D'ACIDE INDOLE CARBOXYLIQUE, LEURS SELS PHARMACEUTIQUEMENT ACCEPTABLES, PROCÉDÉ DE PRÉPARATION ET COMPOSITION LES CONTENANT EN TANT D'INGRÉDIENT ACTIF

  摘要：

  公开号：

  WO2009125923A3

文献信息

• NOVEL INDOL CARBOXYLIC ACID BISPYRIDYL CARBOXAMIDE DERIVATIVES, PHARMACEUTICALLY ACCEPTABLE SALT THEREOF, PREPARATION METHOD AND COMPOSITION CONTAINING THE SAME AS AN ACTIVE INGREDIENT
  申请人：SEONG Churlmin

  公开号：US20090258876A1

  公开（公告）日：2009-10-15

  Disclosed herein are a new indole carboxylic acid bispyridyl carboxamide derivative, a preparation method thereof, and a composition for prevention or treatment of obesity, urinary disorders, and CNS disorders, containing the same as an active ingredient. Because the indole carboxylic acid bispyridyl carboxamide derivatives according to the present invention have high affinity for 5-HT 2c receptors, act selectively on the 5-HT 2c receptors, the derivatives rarely have adverse effects caused by other receptors. Because the derivatives effectively inhibit serotonin activity, they may be useful for treatment or prevention of obesity; urinary disorders such as urinary incontinence, premature ejaculation, erectile dysfunction, and prostatic hyperplasia; CNS disorders such as depression, anxiety, concern, panic disorder, epilepsy, obsessive-compulsive disorder, migraine, sleep disorder, withdrawal from drug abuse, Alzheimer's disease, and schizophrenia, associated with 5-HT 2c receptors.

  本公开涉及一种新的吲哚羧酸双吡啶羧酰胺衍生物，其制备方法，以及包含该衍生物作为活性成分的用于预防或治疗肥胖、泌尿系统疾病和中枢神经系统疾病的组合物。根据本发明的吲哚羧酸双吡啶羧酰胺衍生物具有高亲和力5-HT2c受体，对5-HT2c受体选择性作用，这些衍生物很少出现由其他受体引起的不良反应。由于这些衍生物有效抑制5-羟色胺活性，它们可能对治疗或预防肥胖；泌尿系统疾病，如尿失禁、早泄、勃起功能障碍和前列腺增生；以及与5-HT2c受体相关的中枢神经系统疾病，如抑郁症、焦虑症、关注症、恐慌症、癫痫、强迫症、偏头痛、睡眠障碍、戒毒、阿尔茨海默病和精神分裂症可能有用。
• Novel indol carboxylic acid bispyridyl carboxamide derivatives as 5-HT2c receptor antagonists
  申请人：KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY

  公开号：EP2108649B1

  公开（公告）日：2013-04-24
• Synthesis and structure–activity relationship of 1H-indole-3-carboxylic acid pyridine-3-ylamides: A novel series of 5-HT2C receptor antagonists
  作者：Chul Min Park、So Young Kim、Woo Kyu Park、No Sang Park、Churl Min Seong

  DOI：10.1016/j.bmcl.2008.06.064

  日期：2008.7

  A novel series of 1H-indole-3-carboxylic acid pyridine-3-ylamides were synthesized and identified to show high affinity and selectivity for 5-HT2C receptor. Among them, 1H-indole-3-carboxylic acid[6-(2chloro-pyridin-3-yloxy)-pyridin-3-yl]-amide (15k) exhibits the highest affinity (IC50 = 0.5 nM) with an excellent selectivity (>2000 times) over other serotonin (5-HT1A, 5-HT2A, and 5-HT6) and dopamine (D-2-D-4) receptors. (C) 2008 Elsevier Ltd. All rights reserved.
• US8324246B2
  申请人：——

  公开号：US8324246B2

  公开（公告）日：2012-12-04
• [EN] NOVEL INDOL CARBOXYLIC ACID BISPYRIDYL CARBOXAMIDE DERIVATIVES, PHARMACEUTICALLY ACCEPTABLE SALT THEREOF, PREPARATION METHOD AND COMPOSITION CONTAINING THE SAME AS AN ACTIVE INGREDIENT<br/>[FR] NOUVEAUX DÉRIVÉS DE BISPYRIDYL CARBOXAMIDE D'ACIDE INDOLE CARBOXYLIQUE, LEURS SELS PHARMACEUTIQUEMENT ACCEPTABLES, PROCÉDÉ DE PRÉPARATION ET COMPOSITION LES CONTENANT EN TANT D'INGRÉDIENT ACTIF
  申请人：KOREA RESERACH INST OF CHEMICA

  公开号：WO2009125923A3

  公开（公告）日：2009-12-03