4'-methoxy-3'-(N-(3-((2-(3-methoxybenzamido)ethyl)amino)phenyl)sulfamoyl)-N,N-dimethyl-[1,1'-biphenyl]-3-carboxamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4'-methoxy-3'-(N-(3-((2-(3-methoxybenzamido)ethyl)amino)phenyl)sulfamoyl)-N,N-dimethyl-[1,1'-biphenyl]-3-carboxamide
• 英文别名: 3-[4-methoxy-3-[[3-[2-[(3-methoxybenzoyl)amino]ethylamino]phenyl]sulfamoyl]phenyl]-N,N-dimethylbenzamide
• 化学式: C₃₂H₃₄N₄O₆S
• 分子量: 602.711
• InChiKey: AINDCHPKOIXBSO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  43
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  134
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  N1-(3-硝基苯基)-1,2-乙二胺 在 吡啶 、 盐酸 、 四(三苯基膦)钯 、 palladium 10% on activated carbon 、 氢气 、 四丁基碘化铵 、 铁粉 、 sodium carbonate 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 氯化铵 、 三乙胺 、 potassium hydroxide 作用下， 以 甲醇 、 乙二醇二甲醚 、 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 102.0h， 生成 4'-methoxy-3'-(N-(3-((2-(3-methoxybenzamido)ethyl)amino)phenyl)sulfamoyl)-N,N-dimethyl-[1,1'-biphenyl]-3-carboxamide
  参考文献：
  名称：

  Design and Synthesis of Non-Peptide, Selective Orexin Receptor 2 Agonists

  摘要：

  Orexins are a family of neuropeptides that regulate sleep/wakefulness, acting on two G-protein-coupled receptors, orexin receptors 1 (OX1R) and 2 (OX2R). Genetic and pharmacologic evidence suggests that orexin receptor agonists, especially OX2R agonist, will be useful for mechanistic therapy of the sleep disorder narcolepsy/cataplexy. We herein report the discovery of a potent (EC50 on OX2R is 0.023 mu M) and OX2R-selective (OX1R/OX2R EC50 ratio is 70) agonist, 4'-methoxy-N,N-dimethy1-3'-[N-(3-{[2-(3-methylbenzamido) ethyl] amino}phenyl) sulfamoyl]-(1,1'-biphenyl)-3-carboxamide 26.

  DOI：

  10.1021/acs.jmedchem.5b00988

文献信息

• SULFONAMIDE DERIVATIVE OR PHARMACEUTICALLY ACCEPTABLE ACID ADDITION SALT THEREOF
  申请人：University of Tsukuba

  公开号：EP3081553B1

  公开（公告）日：2018-12-12
• US9815787B2
  申请人：——

  公开号：US9815787B2

  公开（公告）日：2017-11-14
• Design and Synthesis of Non-Peptide, Selective Orexin Receptor 2 Agonists
  作者：Takashi Nagahara、Tsuyoshi Saitoh、Noriki Kutsumura、Yoko Irukayama-Tomobe、Yasuhiro Ogawa、Daisuke Kuroda、Hiroaki Gouda、Hidetoshi Kumagai、Hideaki Fujii、Masashi Yanagisawa、Hiroshi Nagase

  DOI：10.1021/acs.jmedchem.5b00988

  日期：2015.10.22

  Orexins are a family of neuropeptides that regulate sleep/wakefulness, acting on two G-protein-coupled receptors, orexin receptors 1 (OX1R) and 2 (OX2R). Genetic and pharmacologic evidence suggests that orexin receptor agonists, especially OX2R agonist, will be useful for mechanistic therapy of the sleep disorder narcolepsy/cataplexy. We herein report the discovery of a potent (EC50 on OX2R is 0.023 mu M) and OX2R-selective (OX1R/OX2R EC50 ratio is 70) agonist, 4'-methoxy-N,N-dimethy1-3'-[N-(3-[2-(3-methylbenzamido) ethyl] amino}phenyl) sulfamoyl]-(1,1'-biphenyl)-3-carboxamide 26.