N-(5-fluoro-2-methylphenyl)-2-(4-(4-(pyridin-4-ylmethyl)phthalazin-1-yl)piperazin-1-yl)acetamide | 1236306-20-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-(5-fluoro-2-methylphenyl)-2-(4-(4-(pyridin-4-ylmethyl)phthalazin-1-yl)piperazin-1-yl)acetamide
• 英文别名: N-(5-fluoro-2-methylphenyl)-2-[4-[4-(pyridin-4-ylmethyl)phthalazin-1-yl]piperazin-1-yl]acetamide
• CAS: 1236306-20-9
• 化学式: C₂₇H₂₇FN₆O
• 分子量: 470.549
• InChiKey: QUDRACQNWGVLMK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  35
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  74.2
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-氯-N-(5-氟-2-甲基-苯基)-乙酰胺 、 1-(piperazin-1-yl)-4-(pyridin-4-ylmethyl)-phthalazine 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 以21%的产率得到N-(5-fluoro-2-methylphenyl)-2-(4-(4-(pyridin-4-ylmethyl)phthalazin-1-yl)piperazin-1-yl)acetamide
  参考文献：
  名称：

  Synthesis and antitumor activities of novel 1,4-disubstituted phthalazine derivatives

  摘要：

  In an attempt to develop potent and selective antitumor agents, a series of novel 1,4-disubstituted phthalazine derivatives was designed and synthesized. All the prepared compounds were screened for their cytotoxic activities against A549, HT-29 and MDA-MB-231 cell lines in vitro. Among them, seven compounds (7a-7e, 7j and 7i) displayed excellent selectivity for MDA-MB-231 cells with IC(50) values in the nM range, a desirable range for pharmacological testing. The most promising compound, 7a (IC(50) = 3.79 mu M, 2.32 mu M, 0.84 nM), was 5.6-, 10.8- and 6.9 x 10(4)- times more active than PTK-787 (IC(50) = 21.16 mu M, 22.11 mu M, 57.72 mu M), respectively. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.05.016

文献信息

• Synthesis and antitumor activities of novel 1,4-disubstituted phthalazine derivatives
  作者：Shulan Zhang、Yanfang Zhao、Yajing Liu、Dong Chen、Weihuan Lan、Qiaoling Zhao、Chengcheng Dong、Lin Xia、Ping Gong

  DOI：10.1016/j.ejmech.2010.05.016

  日期：2010.8

  In an attempt to develop potent and selective antitumor agents, a series of novel 1,4-disubstituted phthalazine derivatives was designed and synthesized. All the prepared compounds were screened for their cytotoxic activities against A549, HT-29 and MDA-MB-231 cell lines in vitro. Among them, seven compounds (7a-7e, 7j and 7i) displayed excellent selectivity for MDA-MB-231 cells with IC(50) values in the nM range, a desirable range for pharmacological testing. The most promising compound, 7a (IC(50) = 3.79 mu M, 2.32 mu M, 0.84 nM), was 5.6-, 10.8- and 6.9 x 10(4)- times more active than PTK-787 (IC(50) = 21.16 mu M, 22.11 mu M, 57.72 mu M), respectively. (C) 2010 Elsevier Masson SAS. All rights reserved.