(4-(4-phenylpiperazin-1-yl)tetrahydro-2H-pyran-4-yl)methanamine | 1157013-41-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: (4-(4-phenylpiperazin-1-yl)tetrahydro-2H-pyran-4-yl)methanamine
• 英文别名: [4-(4-Phenylpiperazin-1-yl)oxan-4-yl]methanamine
• CAS: 1157013-41-6
• 化学式: C₁₆H₂₅N₃O
• 分子量: 275.394
• InChiKey: IKIDDZLFPJQJDF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  41.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4-(4-phenylpiperazin-1-yl)tetrahydro-2H-pyran-4-yl)methanamine 、 2-(phenylthio)nicotinoyl chloride 以 二氯甲烷 为溶剂， 反应 2.75h， 以53%的产率得到N-[[4-(4-phenyl-piperazin-1-yl)tetrahydro-2H-pyran-4-yl]methyl]-2-(phenylthio)nicotinamide
  参考文献：
  名称：

  Synthesis and Pharmacological Characterization of Two Novel, Brain Penetrating P2X₇ Antagonists

  摘要：

  The synthesis and preclinical characterization of two novel, brain penetrating P2X(7) compounds will be described. Both compounds are shown to be high potency P2X(7) antagonists in human, rat, and mouse cell lines and both were shown to have high brain concentrations and robust receptor occupancy in rat. Compound 7 is of particular interest as a probe compound for the preclinical assessment of P2X(7) blockade in animal models of neuro-inflammation.

  DOI：

  10.1021/ml400040v
• 作为产物：
  描述：

  N-苯基哌嗪 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 (4-(4-phenylpiperazin-1-yl)tetrahydro-2H-pyran-4-yl)methanamine
  参考文献：
  名称：

  Synthesis and Pharmacological Characterization of Two Novel, Brain Penetrating P2X₇ Antagonists

  摘要：

  The synthesis and preclinical characterization of two novel, brain penetrating P2X(7) compounds will be described. Both compounds are shown to be high potency P2X(7) antagonists in human, rat, and mouse cell lines and both were shown to have high brain concentrations and robust receptor occupancy in rat. Compound 7 is of particular interest as a probe compound for the preclinical assessment of P2X(7) blockade in animal models of neuro-inflammation.

  DOI：

  10.1021/ml400040v

文献信息

• NOVEL INDOLE DERIVATIVES AND THEIR USE IN NEURODEGENERATIVE DISEASES
  申请人：Merck Patent GmbH

  公开号：US20160168090A1

  公开（公告）日：2016-06-16

  The present invention relates to indole compounds, and pharmaceutically acceptable compositions thereof, useful as antagonists of P2X7, and for the treatment of P2X7-related disorders.

  本发明涉及吲哚化合物及其药用可接受的组合物，用作P2X7拮抗剂，用于治疗与P2X7相关的疾病。
• Indole derivatives and their use in neurodegenerative diseases
  申请人：Merck Patent GmbH

  公开号：US10323000B2

  公开（公告）日：2019-06-18

  The present invention relates to indole compounds, and pharmaceutically acceptable compositions thereof, useful as antagonists of P2X7, and for the treatment of P2X7-related disorders.

  本发明涉及作为 P2X7 拮抗剂和用于治疗 P2X7 相关疾病的吲哚化合物及其药学上可接受的组合物。
• INDOLE AND AZAINDOLES DERIVATIVES AND THEIR USE IN NEURODEGENERATIVE DISEASES
  申请人：Merck Patent GmbH

  公开号：EP3233841A1

  公开（公告）日：2017-10-25
• [EN] INDOLE AND AZAINDOLES DERIVATIVES AND THEIR USE IN NEURODEGENERATIVE DISEASES<br/>[FR] DÉRIVÉS INDOLIQUES ET AZAINDOLIQUES ET LEUR UTILISATION DANS LE TRAITEMENT DE MALADIES NEURODÉGÉNÉRATIVES
  申请人：MERCK PATENT GMBH

  公开号：WO2016100281A1

  公开（公告）日：2016-06-23

  The present invention relates to indole and azaindole compounds of formula (I), and pharmaceutically acceptable compositions thereof, useful as antagonists of P2X7, and for the treatment of P2X7-related disorders.