N²-cyclohexyl-pyridine-2,4-diamine | 1249311-46-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N²-cyclohexyl-pyridine-2,4-diamine
• 英文别名: N2-cyclohexylpyridine-2,4-diamine；2-N-cyclohexylpyridine-2,4-diamine
• CAS: 1249311-46-3
• 化学式: C₁₁H₁₇N₃
• 分子量: 191.276
• InChiKey: JQKCYNGMFFMNDX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  50.9
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N²-cyclohexyl-pyridine-2,4-diamine 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 11.5h， 生成 cyclohexyl-{4-[2-(3,4-dichloro-phenyl)-5-methoxy-benzoimidazol-1-yl]-pyridin-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
• 作为产物：
  描述：

  2-氯-4-硝基吡啶 N-氧化物 在 氢气 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 22.0h， 生成 N²-cyclohexyl-pyridine-2,4-diamine
  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.