2-methyl-N-((1-(4-phenylpiperazin-1-yl)cyclohexyl)methyl)-1,2,3,4-tetrahydroisoquinoline-5-carboxamide | 1428327-35-8

• 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: 2-methyl-N-((1-(4-phenylpiperazin-1-yl)cyclohexyl)methyl)-1,2,3,4-tetrahydroisoquinoline-5-carboxamide
• 英文别名: JNJ-42253432；2-methyl-N-[[1-(4-phenylpiperazin-1-yl)cyclohexyl]methyl]-3,4-dihydro-1H-isoquinoline-5-carboxamide
• CAS: 1428327-35-8
• 化学式: C₂₈H₃₈N₄O
• 分子量: 446.636
• InChiKey: DIKKTLPJDURHSW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  38.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-Cyano-1-(4-phenylpiperazin-1-yl)-cyclohexane 在 lithium aluminium tetrahydride 、 三乙酰氧基硼氢化钠 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 13.0h， 生成 2-methyl-N-((1-(4-phenylpiperazin-1-yl)cyclohexyl)methyl)-1,2,3,4-tetrahydroisoquinoline-5-carboxamide
  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

• Synthesis and Pharmacological Characterization of Two Novel, Brain Penetrating P2X₇ Antagonists
  作者：Michael A. Letavic、Brian Lord、Francois Bischoff、Natalie A. Hawryluk、Serge Pieters、Jason C. Rech、Zachary Sales、Adriana I. Velter、Hong Ao、Pascal Bonaventure、Victor Contreras、Xiaohui Jiang、Kirsten L. Morton、Brian Scott、Qi Wang、Alan D. Wickenden、Nicholas I. Carruthers、Anindya Bhattacharya

  DOI：10.1021/ml400040v

  日期：2013.4.11

  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.