tert-butyl 4-(4-(4-oxo-3,4-dihydroquinazolin-2-yl)benzoyl)piperazine-1-carboxylate | 1335014-00-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: tert-butyl 4-(4-(4-oxo-3,4-dihydroquinazolin-2-yl)benzoyl)piperazine-1-carboxylate
• 英文别名: tert-butyl 4-[4-(4-oxo-3H-quinazolin-2-yl)benzoyl]piperazine-1-carboxylate
• CAS: 1335014-00-0
• 化学式: C₂₄H₂₆N₄O₄
• 分子量: 434.495
• InChiKey: PTOVFJXVBKFFSN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  91.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-(4-(4-oxo-3,4-dihydroquinazolin-2-yl)benzoyl)piperazine-1-carboxylate 在 盐酸 、 sodium hydride 作用下， 以 1,4-二氧六环 、 氯仿 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 19.0h， 生成 2-(4-(4-(2-(trifluoromethyl)phenylsulfonyl)piperazine-1-carbonyl)phenyl)quinazolin-4(3H)-one
  参考文献：
  名称：

  Synthesis and cytotoxicity of 2-phenylquinazolin-4(3H)-one derivatives

  摘要：

  Thirty 2-phenylquinazolin-4(3H)-one derivatives were prepared and their cytotoxic activities were tested in five human tumor cell lines. Some compounds (5e, 5k, 5t, 6c and 6f) showed relatively high cytotoxic activity. Especially, compound 6c showed the most cytotoxicity against all cell lines tested among the synthesized derivatives, and the inhibitory activity of 6c against HeLa cell was higher than that of adriamycin. The putative mechanism of antitumor action in apoptotic cell death was cell cycle arrest in the G0/G1 phase by compounds 5k, 5v, 5m, 6c, and 6f in HeLa cells. These compounds showed relatively high cytotoxicity in this cell type. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.05.061
• 作为产物：
  描述：

  4-(2-carbamoylphenylcarbamoyl)benzoic acid methyl ester 在 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 、 sodium hydroxide 作用下， 以 氯仿 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 40.0h， 生成 tert-butyl 4-(4-(4-oxo-3,4-dihydroquinazolin-2-yl)benzoyl)piperazine-1-carboxylate
  参考文献：
  名称：

  Synthesis and cytotoxicity of 2-phenylquinazolin-4(3H)-one derivatives

  摘要：

  Thirty 2-phenylquinazolin-4(3H)-one derivatives were prepared and their cytotoxic activities were tested in five human tumor cell lines. Some compounds (5e, 5k, 5t, 6c and 6f) showed relatively high cytotoxic activity. Especially, compound 6c showed the most cytotoxicity against all cell lines tested among the synthesized derivatives, and the inhibitory activity of 6c against HeLa cell was higher than that of adriamycin. The putative mechanism of antitumor action in apoptotic cell death was cell cycle arrest in the G0/G1 phase by compounds 5k, 5v, 5m, 6c, and 6f in HeLa cells. These compounds showed relatively high cytotoxicity in this cell type. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.05.061

文献信息

• Synthesis and cytotoxicity of 2-phenylquinazolin-4(3H)-one derivatives
  作者：Hee-Kyung Rhee、Ji Hye Yoo、Eunyoung Lee、Young Joo Kwon、Hang-Rhan Seo、Yun-Sil Lee、Hea-Young Park Choo

  DOI：10.1016/j.ejmech.2011.05.061

  日期：2011.9

  Thirty 2-phenylquinazolin-4(3H)-one derivatives were prepared and their cytotoxic activities were tested in five human tumor cell lines. Some compounds (5e, 5k, 5t, 6c and 6f) showed relatively high cytotoxic activity. Especially, compound 6c showed the most cytotoxicity against all cell lines tested among the synthesized derivatives, and the inhibitory activity of 6c against HeLa cell was higher than that of adriamycin. The putative mechanism of antitumor action in apoptotic cell death was cell cycle arrest in the G0/G1 phase by compounds 5k, 5v, 5m, 6c, and 6f in HeLa cells. These compounds showed relatively high cytotoxicity in this cell type. (C) 2011 Elsevier Masson SAS. All rights reserved.