2-((1H-benzo[d]imidazol-2-yl)methylthio)-4-(4-benzoylpiperazin-1-yl)-6-phenylpyrimidine-5-carbonitrile | 1229027-93-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2-((1H-benzo[d]imidazol-2-yl)methylthio)-4-(4-benzoylpiperazin-1-yl)-6-phenylpyrimidine-5-carbonitrile
• 英文别名: 2-(1H-benzimidazol-2-ylmethylsulfanyl)-4-(4-benzoylpiperazin-1-yl)-6-phenylpyrimidine-5-carbonitrile
• CAS: 1229027-93-3
• 化学式: C₃₀H₂₅N₇OS
• 分子量: 531.641
• InChiKey: YRIBSJUIWGKKLF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  39
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  127
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-((1H-benzo[d]imidazol-2-yl)methylthio)-4-phenyl-6-(piperazin-1-yl)pyrimidine-5-carbonitrile 、 苯甲酰氯 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以80%的产率得到2-((1H-benzo[d]imidazol-2-yl)methylthio)-4-(4-benzoylpiperazin-1-yl)-6-phenylpyrimidine-5-carbonitrile
  参考文献：
  名称：

  Novel benzimidazole–pyrimidine conjugates as potent antitumor agents

  摘要：

  As a continuation to our previous work in synthesizing antitumor benzimidazoles, a series of 2-((1H-benzo[d]imidazol-2-yl)methylthio)-4-(substituted)-6-phenylpyrimidine-5-carbonitriles was synthesized. Evaluation of the synthesized compounds for their in vitro cytotoxic activity against twelve cell lines namely, Cervical carcinoma (KB), Ovarial carcinoma (SK OV-3), CNS cancer (SF-268), Non small lung cancer (NCI H460), Colonadenocarcinoma (RKOP27), Leukaemia (HL60, U937, K562), Melanoma (G361, SK-MEL-28) and Neuroblastoma (GOTO, NB-1) revealed their marked potency when compared with known anticancer drugs.

  DOI：

  10.1016/j.ejmech.2010.02.011

文献信息

• Novel benzimidazole–pyrimidine conjugates as potent antitumor agents
  作者：Heba T. Abdel-Mohsen、Fatma A.F. Ragab、Mostafa M. Ramla、Hoda I. El Diwani

  DOI：10.1016/j.ejmech.2010.02.011

  日期：2010.6

  As a continuation to our previous work in synthesizing antitumor benzimidazoles, a series of 2-((1H-benzo[d]imidazol-2-yl)methylthio)-4-(substituted)-6-phenylpyrimidine-5-carbonitriles was synthesized. Evaluation of the synthesized compounds for their in vitro cytotoxic activity against twelve cell lines namely, Cervical carcinoma (KB), Ovarial carcinoma (SK OV-3), CNS cancer (SF-268), Non small lung cancer (NCI H460), Colonadenocarcinoma (RKOP27), Leukaemia (HL60, U937, K562), Melanoma (G361, SK-MEL-28) and Neuroblastoma (GOTO, NB-1) revealed their marked potency when compared with known anticancer drugs.