(S)-5-氟-1-(2-氟苯基)-3-(哌啶-3-基甲氧基)-1H-吲唑 | 1050210-94-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: (S)-5-氟-1-(2-氟苯基)-3-(哌啶-3-基甲氧基)-1H-吲唑
• 英文名称: (S)-5-fluoro-1-(2-fluorophenyl)-3-(piperidin-3-ylmethoxy)-1H-indazole L-tartrate
• 英文别名: (S)-5-Fluoro-1-(2-fluorophenyl)-3-(piperidin-3-ylmethoxy)-1H-indazole (2R,3R)-2,3-dihydroxysuccinate；(2R,3R)-2,3-dihydroxybutanedioic acid;5-fluoro-1-(2-fluorophenyl)-3-[[(3S)-piperidin-3-yl]methoxy]indazole
• CAS: 1050210-94-0
• 化学式: C₄H₆O₆*C₁₉H₁₉F₂N₃O
• 分子量: 493.464
• InChiKey: ZZWLKJMHNKQSJP-TZXXFBNGSA-N

物化性质

• 熔点：
  181-182 °C

计算性质

• 辛醇/水分配系数(LogP)：
  1.56
• 重原子数：
  35
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  154
• 氢给体数：
  5
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  3-哌啶甲醇 在 potassium carbonate 、 三乙胺 、 乙酰氯 、 sodium hydroxide 作用下， 以 乙醇 、 二氯甲烷 、 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 71.42h， 生成 (S)-5-氟-1-(2-氟苯基)-3-(哌啶-3-基甲氧基)-1H-吲唑
  参考文献：
  名称：

  The Synthesis of (S)-5-Fluoro-1-(2-fluorophenyl)-3-(piperidin-3-ylmethoxy)-1H-indazole, a Norepinephrine/Serotonin Reuptake Inhibitor for the Treatment of Fibromyalgia

  摘要：

  Compound 1, a norepinephrine/serotonin reuptake, inhibitor (NSRI) for the treatment of fibromyalgia, has been synthesized in optically pure form in six linear steps and 48% overall yield with no chromatography. This route features a novel and efficient intramolecular cyclization to generate the indazolone core via a diazotization reaction and the preparation of a stable polymorph of the tartaric acid salt as the desired final form. The original synthetic route has been modified to avoid the use of toxic and expensive reagents, thus enabling the preparation of multigram quantities of API for toxicology studies.

  DOI：

  10.1021/op800113s

文献信息

• Therapeutic pyrazolo[3,4-B]pyridines and indazoles
  申请人：Schelkun M. Robert

  公开号：US20060116376A1

  公开（公告）日：2006-06-01

  The present invention provides for compounds of Formula I: wherein R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , X, and L have any of the values defined in the specification, and pharmaceutically acceptable salts thereof, that are useful as agents in the treatment of central nervous disorders and conditions including attention deficit hyperactivity disorder, neuropathic pain, urinary incontinence, anxiety, depression, and schizophrenia and fibromyalgia. Also provided are pharmaceutical compositions comprising one or more compounds of Formula I.

  本发明提供了以下式I的化合物： 其中R2、R3、R4、R5、R6、R7、X和L具有规范中定义的任何值，以及其药学上可接受的盐，这些化合物在治疗中枢神经系统紊乱和症状，包括注意力缺陷多动障碍、神经病性疼痛、尿失禁、焦虑、抑郁、精神分裂症和纤维肌痛中作为药剂是有用的。还提供了包含一个或多个式I化合物的药物组合物。
• Therapeutic pyrazolo[3,4-b]pyridines and indazoles
  申请人：Yuen Po-Wai

  公开号：US20060217376A1

  公开（公告）日：2006-09-28

  The present invention provides for compounds of Formula I: wherein R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , X, and L have any of the values defined in the specification, and pharmaceutically acceptable salts thereof, that are useful as agents in the treatment of central nervous disorders and conditions including attention deficit hyperactivity disorder, neuropathic pain, urinary incontinence, anxiety, depression, and schizophrenia and fibromyalgia. Also provided are pharmaceutical compositions comprising one or more compounds of Formula I.

  本发明提供了公式I的化合物：其中R2，R3，R4，R5，R6，R7，X和L具有规范中定义的任何值，以及其药学上可接受的盐，可用作治疗中枢神经系统疾病和症状的药物，包括注意力缺陷多动障碍，神经病性疼痛，尿失禁，焦虑，抑郁症，精神分裂症和纤维肌痛的药物。还提供了包含一个或多个公式I化合物的制药组合物。
• Therapeutic Pyrazolo[3,4-b]Pyridines and Indazoles
  申请人：Schelkun Robert M.

  公开号：US20080293715A1

  公开（公告）日：2008-11-27

  The present invention provides for compounds of Formula I: wherein R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , X, and L have any of the values defined in the specification, and pharmaceutically acceptable salts thereof, that are useful as agents in the treatment of central nervous disorders and conditions including attention deficit hyperactivity disorder, neuropathic pain, urinary incontinence, anxiety, depression, and schizophrenia and fibromyalgia. Also provided are pharmaceutical compositions comprising one or more compounds of Formula I.

  本发明提供了I式化合物：其中R2、R3、R4、R5、R6、R7、X和L具有规范中定义的任何值，以及其药学上可接受的盐，可用作治疗中枢神经系统障碍和疾病的药物，包括注意力缺陷多动障碍、神经病性疼痛、尿失禁、焦虑、抑郁、精神分裂症和纤维肌痛的药物。还提供了包含一种或多种I式化合物的制药组合物。
• THERAPEUTIC PYRAZOLO[3,4-B]PYRIDINES AND INDAZOLES
  申请人：Warner-Lambert Company LLC

  公开号：EP1828182B1

  公开（公告）日：2010-03-10
• US7423054B2
  申请人：——

  公开号：US7423054B2

  公开（公告）日：2008-09-09