3-(4'-methylphenyl)-4-phenylethylidenamino-4,5-dihydro-1H-1,2,4-triazol-5-one | 503416-81-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(4'-methylphenyl)-4-phenylethylidenamino-4,5-dihydro-1H-1,2,4-triazol-5-one
• 英文别名: 3-(4-methylphenyl)-4-(2-phenylethylideneamino)-1H-1,2,4-triazol-5-one
• CAS: 503416-81-7
• 化学式: C₁₇H₁₆N₄O
• 分子量: 292.34
• InChiKey: RLNLYSPGOWHVEG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.62
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  63.04
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-(4'-methylphenyl)-4-phenylethylidenamino-4,5-dihydro-1H-1,2,4-triazol-5-one 在 sodium tetrahydroborate 作用下， 以 二乙二醇二甲醚 为溶剂， 以65.68%的产率得到4-Phenethylamino-5-p-tolyl-2,4-dihydro-[1,2,4]triazol-3-one
  参考文献：
  名称：

  Synthesis of 3-alkyl(Aryl)-4-alkylidenamino-4,5-dihydro-1H-1,2,4-triazol-5-ones and 3-alkyl-4-alkylamino-4,5-dihydro-1H-1,2,4-triazol-5-ones as antitumor agents

  摘要：

  A series of 3-alkyl-4-phenylethylidenamino- (8) and 3-alkyl-4-(3-phenylallylidenamino)-4,5-dihydro-1H-1,2,4-triazol-5-ones (9) was synthesized from the reaction of the corresponding 3-alkyl(aryl)-4-amino-4,5-dihydro-1H-1,2,4-triazol-5-ones (1), with phenylacetaldehyde and cinnamaldehyde, 3-Alkyl-4-(2-phenylethyamino)- (10) and 3-alkyl-4-(3-phenylpropylamino)-4,5dihydro- 1H-1,2,4-triazol-5-ones (11) were obtained from the selective reduction of compounds (8) and (9) with NaBH4. The in vitro antitumor activity of the novel compounds was screened and the highest inhibition of tree tumor cell lines was observed for the compounds containing phenylethylenamino and phenylethylamino groups at position 4 of 1,2,4-triazol ring. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00420-0
• 作为产物：
  描述：

  苯乙醛 、 4-amino-3-p-tolyl-1H-1,2,4-triazol-5(4H)-one 反应 2.0h， 以44.86%的产率得到3-(4'-methylphenyl)-4-phenylethylidenamino-4,5-dihydro-1H-1,2,4-triazol-5-one
  参考文献：
  名称：

  Synthesis of 3-alkyl(Aryl)-4-alkylidenamino-4,5-dihydro-1H-1,2,4-triazol-5-ones and 3-alkyl-4-alkylamino-4,5-dihydro-1H-1,2,4-triazol-5-ones as antitumor agents

  摘要：

  A series of 3-alkyl-4-phenylethylidenamino- (8) and 3-alkyl-4-(3-phenylallylidenamino)-4,5-dihydro-1H-1,2,4-triazol-5-ones (9) was synthesized from the reaction of the corresponding 3-alkyl(aryl)-4-amino-4,5-dihydro-1H-1,2,4-triazol-5-ones (1), with phenylacetaldehyde and cinnamaldehyde, 3-Alkyl-4-(2-phenylethyamino)- (10) and 3-alkyl-4-(3-phenylpropylamino)-4,5dihydro- 1H-1,2,4-triazol-5-ones (11) were obtained from the selective reduction of compounds (8) and (9) with NaBH4. The in vitro antitumor activity of the novel compounds was screened and the highest inhibition of tree tumor cell lines was observed for the compounds containing phenylethylenamino and phenylethylamino groups at position 4 of 1,2,4-triazol ring. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00420-0