sulfamate salt of GR 125487

• 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: sulfamate salt of GR 125487
• 英文别名: GR 125487；GR 125487 sulfamate salt；hydron;[1-[2-(methanesulfonamido)ethyl]piperidin-4-yl]methyl 5-fluoro-2-methoxy-1H-indole-3-carboxylate;sulfamate
• 化学式: C₁₉H₂₆FN₃O₅S*H₃NO₃S
• 分子量: 524.592
• InChiKey: VQJFDBXITIOGJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.48
• 重原子数：
  34
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  198
• 氢给体数：
  4
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  5-氟-1H-吲哚-3-羧酸甲酯 在 N-氯代丁二酰亚胺 、 正丁基锂 、 palladium 10% on activated carbon 、 氢气 、 sodium hydroxide 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 甲醇 、 四氯化碳 、 水 、 异丙醇 、 乙腈 为溶剂， 反应 93.5h， 生成 sulfamate salt of GR 125487
  参考文献：
  名称：

  Synthesis of GR 125487, a selective 5-HT₄ receptor antagonist

  摘要：

  The 5-HT4 receptor (5-HT4R) agonists are important in treating gastrointestinal motility disorders. Their role is currently being evaluated for the treatment of cognitive and mood disorders. A selective 5-HT4R antagonist GR 125487 is used in many biological assays to cross confirm the 5-HT4R agonist's activity. A practical synthesis of GR 125487 is developed so as to have it in desired quantities. The synthesis consists of seven steps starting from commercially available methyl 5-fluoroindole 3-carboxylate. The GR 125487 thus synthesized was used in blocking the activity of 5-HT4R agonist compound in animal models of cognition.

  DOI：

  10.1080/00397911.2016.1178297

文献信息

• Synthesis of GR 125487, a selective 5-HT₄ receptor antagonist
  作者：Ramakrishna Nirogi、Shankar Reddy Gagginapally、Anil K. Shinde、Abdul Rasheed Mohammed

  DOI：10.1080/00397911.2016.1178297

  日期：2016.6.17

  The 5-HT4 receptor (5-HT4R) agonists are important in treating gastrointestinal motility disorders. Their role is currently being evaluated for the treatment of cognitive and mood disorders. A selective 5-HT4R antagonist GR 125487 is used in many biological assays to cross confirm the 5-HT4R agonist's activity. A practical synthesis of GR 125487 is developed so as to have it in desired quantities. The synthesis consists of seven steps starting from commercially available methyl 5-fluoroindole 3-carboxylate. The GR 125487 thus synthesized was used in blocking the activity of 5-HT4R agonist compound in animal models of cognition.