2,4-dichloro-N-{[4-(3-fluoropyridin-2-yl)piperidin-4-yl]methyl}benzamide | 866560-10-3

• 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: 2,4-dichloro-N-{[4-(3-fluoropyridin-2-yl)piperidin-4-yl]methyl}benzamide
• 英文别名: 2,4-dichloro-N-[[4-(3-fluoropyridin-2-yl)piperidin-4-yl]methyl]benzamide
• CAS: 866560-10-3
• 化学式: C₁₈H₁₈Cl₂FN₃O
• 分子量: 382.265
• InChiKey: NHUCSUKTTXVHDQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  54
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,4-dichloro-N-{[4-(3-fluoropyridin-2-yl)piperidin-4-yl]methyl}benzamide 、 丙基磺酰氯 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 2,4-dichloro-N-{[-4-(3-fluoropyridin-2-yl)-1-(propylsulfonyl)piperidin-4-yl]methyl}benzamide
  参考文献：
  名称：

  Optimisation of a series of potent, selective and orally bioavailable GlyT1 inhibitors

  摘要：

  A series of heterocyclic sulfonamides have been developed which are potent and selective inhibitors of hGlyT1. SAR studies to optimise the in vitro and in vivo properties are described. Optimisation of the central scaffold resulted in cyclohexane sulfones 28 and 29, which have good PK properties and show promise for further development. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.02.102
• 作为产物：
  描述：

  tert-butyl 4-{2,4-dichlorobenzoyl}aminomethyl-4-(3-fluoropyridin-2-yl)piperidine-1-carboxylate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 2,4-dichloro-N-{[4-(3-fluoropyridin-2-yl)piperidin-4-yl]methyl}benzamide
  参考文献：
  名称：

  WO2006/67529

  摘要：

  公开号：

文献信息

• Heteroaryl Piperidine Glycine Transporter Inhibitors
  申请人：Blackaby Wesley

  公开号：US20070254880A1

  公开（公告）日：2007-11-01

  The present invention is directed to pyridyl, pyridazinyl, pyrimidinyl and pyrazinyl piperidine compounds that inhibit the glycine transporter GlyT1 and which are useful in the treatment of neurological and psychiatric disorders associated with glycinergic or glutamatergic neurotransmission dysfunction and diseases in which the glycine transporter GlyT1 is involved.

  本发明涉及抑制甘氨酸转运蛋白GlyT1的吡啶基、吡啶并嗪基、嘧啶基和吡嗪基哌啶化合物，这些化合物在治疗与甘氨酸或谷氨酸神经传递功能障碍相关的神经系统和精神疾病以及涉及甘氨酸转运蛋白GlyT1的疾病中具有用途。
• Piperidine And Azetidine Derivatives As Glyt1 Inhibitors
  申请人：Blackaby Peter Wesley

  公开号：US20080090796A1

  公开（公告）日：2008-04-17

  The present invention provides compounds of formula (I), wherein both p's are one or two, R 1 is generally heteroaryl or cycloalkyl, R 2 is C 3-6 cycloalkyl or phenyl and R 3 is heteroaryl, and pharmaceutically acceptable salts thereof, as GlyT1 inhibitors for treating schizophrenia, pharmaceutical compositions comprising the same and methods for their preparation.

  本发明提供了式(I)的化合物，其中p的值均为1或2，R1通常为杂环烷基或环烷基，R2为C3-6环烷基或苯基，R3为杂环烷基，以及其药学上可接受的盐，作为GlyT1抑制剂用于治疗精神分裂症，包括该化合物的制药组合物以及其制备方法。
• Heteroaryl piperidine glycine transporter inhibitors
  申请人：Merck Sharp & Dohme Limited

  公开号：US07825135B2

  公开（公告）日：2010-11-02

  The present invention is directed to pyridyl, pyridazinyl, pyrimidinyl and pyrazinyl piperidine compounds that inhibit the glycine transporter GlyT1 and which are useful in the treatment of neurological and psychiatric disorders associated with glycinergic or glutamatergic neurotransmission dysfunction and diseases in which the glycine transporter GlyT1 is involved.

  本发明涉及抑制甘氨酸转运体GlyT1的吡啶基、吡啶嗪基、嘧啶基和吡嗪基哌啶化合物，这些化合物在治疗与甘氨酸能或谷氨酸能神经递质失调相关的神经和精神障碍以及涉及甘氨酸转运体GlyT1的疾病中具有用途。
• HETEROARYL PIPERIDINE GLYCINE TRANSPORTER INHIBITORS
  申请人：Merck and Co., Inc.

  公开号：EP1729772A2

  公开（公告）日：2006-12-13
• EP1729772A4
  申请人：——

  公开号：EP1729772A4

  公开（公告）日：2009-05-27