4,5-Dimethoxy-2-[(pyridin-4-ylmethyl)amino]benzonitrile | 890093-01-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4,5-Dimethoxy-2-[(pyridin-4-ylmethyl)amino]benzonitrile
• 英文别名: 4,5-dimethoxy-2-(pyridin-4-ylmethylamino)benzonitrile
• CAS: 890093-01-3
• 化学式: C₁₅H₁₅N₃O₂
• mdl: MFCD07801047
• 分子量: 269.303
• InChiKey: FVMITRPSEPMHLP-UHFFFAOYSA-N

物化性质

• 沸点：
  474.8±45.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  67.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4,5-Dimethoxy-2-[(pyridin-4-ylmethyl)amino]benzonitrile 、 邻氨基三氟甲苯 在 三甲基铝 作用下， 以 甲苯 为溶剂， 以80%的产率得到4,5-dimethoxy-2-(pyridin-4-ylmethylamino)-N'-[2-(trifluoromethyl)phenyl]benzenecarboximidamide
  参考文献：
  名称：

  Synthesis and biological evaluation of benzamides and benzamidines as selective inhibitors of VEGFR tyrosine kinases

  摘要：

  A series of benzamidines and benzamides was synthesized as selective inhibitors of vascular endothelial growth factor receptor (VEGFR) tyrosine kinases, and tested for inhibitory activity toward autophosphorylation by the enzyme assay. Selective inhibition of VEGFR-2 tyrosine kinase was observed in the salicylic amide 4e and the anthranilic amidine 5a, and their percent inhibitions of VEGFR-2 tyrosine kinase were 44-60% at a 10 mu M concentration of compounds. The salicylic amide 4a showed inhibition of both VEGFR-1 and VEGFR-2 tyrosine kinases at a 10 mu M concentration. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.07.075
• 作为产物：
  描述：

  2-氨基-4,5-二甲氧基苯腈 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 生成 4,5-Dimethoxy-2-[(pyridin-4-ylmethyl)amino]benzonitrile
  参考文献：
  名称：

  Synthesis and biological evaluation of benzamides and benzamidines as selective inhibitors of VEGFR tyrosine kinases

  摘要：

  A series of benzamidines and benzamides was synthesized as selective inhibitors of vascular endothelial growth factor receptor (VEGFR) tyrosine kinases, and tested for inhibitory activity toward autophosphorylation by the enzyme assay. Selective inhibition of VEGFR-2 tyrosine kinase was observed in the salicylic amide 4e and the anthranilic amidine 5a, and their percent inhibitions of VEGFR-2 tyrosine kinase were 44-60% at a 10 mu M concentration of compounds. The salicylic amide 4a showed inhibition of both VEGFR-1 and VEGFR-2 tyrosine kinases at a 10 mu M concentration. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.07.075

文献信息

• Synthesis and biological evaluation of benzamides and benzamidines as selective inhibitors of VEGFR tyrosine kinases
  作者：Hiroyuki Nakamura、Yusuke Sasaki、Masaharu Uno、Tomohiro Yoshikawa、Toru Asano、Hyun Seung Ban、Hidesuke Fukazawa、Masabumi Shibuya、Yoshimasa Uehara

  DOI：10.1016/j.bmcl.2006.07.075

  日期：2006.10

  A series of benzamidines and benzamides was synthesized as selective inhibitors of vascular endothelial growth factor receptor (VEGFR) tyrosine kinases, and tested for inhibitory activity toward autophosphorylation by the enzyme assay. Selective inhibition of VEGFR-2 tyrosine kinase was observed in the salicylic amide 4e and the anthranilic amidine 5a, and their percent inhibitions of VEGFR-2 tyrosine kinase were 44-60% at a 10 mu M concentration of compounds. The salicylic amide 4a showed inhibition of both VEGFR-1 and VEGFR-2 tyrosine kinases at a 10 mu M concentration. (c) 2006 Elsevier Ltd. All rights reserved.