4-(2-(1H-benzo[d]imidazol-1-yl)ethyl)-2-(4-chlorophenyl)-5-methyl-2H-1,2,4-triazol-3(4H)-one | 1430405-41-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(2-(1H-benzo[d]imidazol-1-yl)ethyl)-2-(4-chlorophenyl)-5-methyl-2H-1,2,4-triazol-3(4H)-one
• 英文别名: 4-[2-(Benzimidazol-1-yl)ethyl]-2-(4-chlorophenyl)-5-methyl-1,2,4-triazol-3-one；4-[2-(benzimidazol-1-yl)ethyl]-2-(4-chlorophenyl)-5-methyl-1,2,4-triazol-3-one
• CAS: 1430405-41-6
• 化学式: C₁₈H₁₆ClN₅O
• 分子量: 353.811
• InChiKey: AHMZGCCRVUYNDJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  53.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-(4-氯苯基)-1,2,3-氧杂二氮唑-3-鎓-5-酸内盐 在 溴 、 potassium carbonate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4-(2-(1H-benzo[d]imidazol-1-yl)ethyl)-2-(4-chlorophenyl)-5-methyl-2H-1,2,4-triazol-3(4H)-one
  参考文献：
  名称：

  Synthesis, characterization and in vitro anticancer evaluation of novel 1,2,4-triazolin-3-one derivatives

  摘要：

  A series of novel 2-(4-chlorophenyl)-5-methyl-4-(2-amine/oxy-ethyl)-2,4-dihydro-[1,2,4]triazol-3-one (5a-t) were synthesized and in vitro anticancerous action of the resulting compounds was studied against NCI-60 Human Tumor Cell Line at a single high dose (10(-5) M) concentration for primary cytotoxicity assay. Among the tested compounds (5a-e, 5g-h, 5k, 5p), the compound 5g (NSC: 761736/1) was further evaluated for five dose criteria at five different minimal concentrations against the full panel of 60 human tumor cell lines which exhibited activity against Leukemia (GI(50): 1.10 mu M), Non-Small Cell Lung Cancer (GI(50): 1.00 mu M), Renal Cancer (GI(50): 1.00 mu M), Colon Cancer (GI(50): 1.66 mu M), CNS Cancer (GI(50): 1.36 mu M), Melanoma (GI(50): 1.82 mu M), Ovarian Cancer (GI(50): 1.64 mu M) and Breast Cancer (GI(50): 1.69 mu M). (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.01.004

文献信息

• Synthesis, characterization and in vitro anticancer evaluation of novel 1,2,4-triazolin-3-one derivatives
  作者：Pramod P. Kattimani、Ravindra R. Kamble、Mahadevappa Y. Kariduraganavar、Atukuri Dorababu、Raveendra K. Hunnur

  DOI：10.1016/j.ejmech.2013.01.004

  日期：2013.4

  A series of novel 2-(4-chlorophenyl)-5-methyl-4-(2-amine/oxy-ethyl)-2,4-dihydro-[1,2,4]triazol-3-one (5a-t) were synthesized and in vitro anticancerous action of the resulting compounds was studied against NCI-60 Human Tumor Cell Line at a single high dose (10(-5) M) concentration for primary cytotoxicity assay. Among the tested compounds (5a-e, 5g-h, 5k, 5p), the compound 5g (NSC: 761736/1) was further evaluated for five dose criteria at five different minimal concentrations against the full panel of 60 human tumor cell lines which exhibited activity against Leukemia (GI(50): 1.10 mu M), Non-Small Cell Lung Cancer (GI(50): 1.00 mu M), Renal Cancer (GI(50): 1.00 mu M), Colon Cancer (GI(50): 1.66 mu M), CNS Cancer (GI(50): 1.36 mu M), Melanoma (GI(50): 1.82 mu M), Ovarian Cancer (GI(50): 1.64 mu M) and Breast Cancer (GI(50): 1.69 mu M). (C) 2013 Elsevier Masson SAS. All rights reserved.