cyclohexyl-[4-(2-naphthalen-2-yl-benzoimidazol-1-yl)-pyrimidin-2-yl]-amine | 1428958-96-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: cyclohexyl-[4-(2-naphthalen-2-yl-benzoimidazol-1-yl)-pyrimidin-2-yl]-amine
• 英文别名: N-cyclohexyl-4-(2-naphthalen-2-ylbenzimidazol-1-yl)pyrimidin-2-amine
• CAS: 1428958-96-6
• 化学式: C₂₇H₂₅N₅
• 分子量: 419.529
• InChiKey: YHHANOMLSREBSQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  55.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(naphthalen-2-yl)-1H-1,3-benzodiazole 在 tris-(dibenzylideneacetone)dipalladium(0) 、 BINAP 、 sodium t-butanolate 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 16.0h， 生成 cyclohexyl-[4-(2-naphthalen-2-yl-benzoimidazol-1-yl)-pyrimidin-2-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

文献信息

• Syntheses and biological evaluation of 1-heteroaryl-2-aryl-1 H -benzimidazole derivatives as c-Jun N-terminal kinase inhibitors with neuroprotective effects
  作者：Mi-hyun Kim、Junghun Lee、Kyungjin Jung、Minjung Kim、Yun-Jin Park、Heechul Ahn、Young Hye Kwon、Jung-Mi Hah

  DOI：10.1016/j.bmc.2013.02.021

  日期：2013.4

  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.