[4-(5-methoxy-2-naphthalen-2-yl-benzoimidazol-1-yl)-pyridin-2-yl]-(tetrahydro-pyran-4-yl)-amine | 1428958-73-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: [4-(5-methoxy-2-naphthalen-2-yl-benzoimidazol-1-yl)-pyridin-2-yl]-(tetrahydro-pyran-4-yl)-amine
• CAS: 1428958-73-9
• 化学式: C₂₈H₂₆N₄O₂
• 分子量: 450.54
• InChiKey: JWPGTGMYXPLIGI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.84
• 重原子数：
  34.0
• 可旋转键数：
  5.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  61.2
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  [4-(5-methoxy-2-naphthalen-2-yl-benzoimidazol-1-yl)-pyridin-2-yl]-(tetrahydro-pyran-4-yl)-amine 在 三溴化硼 、 甲醇 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以47%的产率得到2-naphthalen-2-yl-1-[2-(tetrahydro-pyran-4-ylamino)-pyridin-4-yl]-1H-benzoimidazol-5-ol
  参考文献：
  名称：

  Syntheses and biological evaluation of 1-heteroaryl-2-aryl-1 H -benzimidazole derivatives as c-Jun N-terminal kinase inhibitors with neuroprotective effects

  摘要：

  1-Heteroaryl-2-aryl-1H-benzimidazole derivatives were synthesized as inhibitors of c-Jun N-terminal kinases, JNK3. Their activities were evaluated through measurement of K-d using SPR, JNK3 kinase assay, and cell-viability of human neuroblastoma cells. Most tested compounds showed high affinity (10 mu M-46 nM) to JNK3. Among them, compound 16f exhibited potent activities (K-d = 46 nM). Especially, 16f was also found to present a potent cell protective effect (IC50 = 1.09 mu M) against toxicity induced by anisomycin, showing a possibility as protective therapeutics in neuronal cell apoptosis. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.02.021
• 作为产物：
  描述：

  4-氨基四氢吡喃 在 potassium phosphate 、 ammonium cerium (IV) nitrate 、 BINAP 、 palladium on activated charcoal 、 氢气 、 双氧水 、 palladium diacetate 作用下， 以 甲醇 、 乙醇 、 甲苯 为溶剂， 反应 33.5h， 生成 [4-(5-methoxy-2-naphthalen-2-yl-benzoimidazol-1-yl)-pyridin-2-yl]-(tetrahydro-pyran-4-yl)-amine
  参考文献：
  名称：

  Syntheses and biological evaluation of 1-heteroaryl-2-aryl-1 H -benzimidazole derivatives as c-Jun N-terminal kinase inhibitors with neuroprotective effects

  摘要：

  1-Heteroaryl-2-aryl-1H-benzimidazole derivatives were synthesized as inhibitors of c-Jun N-terminal kinases, JNK3. Their activities were evaluated through measurement of K-d using SPR, JNK3 kinase assay, and cell-viability of human neuroblastoma cells. Most tested compounds showed high affinity (10 mu M-46 nM) to JNK3. Among them, compound 16f exhibited potent activities (K-d = 46 nM). Especially, 16f was also found to present a potent cell protective effect (IC50 = 1.09 mu M) against toxicity induced by anisomycin, showing a possibility as protective therapeutics in neuronal cell apoptosis. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.02.021