N-(4-chlorophenyl)-4-(4-methylpiperazin-1-yl)pyrimidin-2-amine | 1620988-91-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: N-(4-chlorophenyl)-4-(4-methylpiperazin-1-yl)pyrimidin-2-amine
• CAS: 1620988-91-1
• 化学式: C₁₅H₁₈ClN₅
• 分子量: 303.794
• InChiKey: FLZQMVPJHLSBIC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  44.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-甲基哌嗪 在 N,N-二异丙基乙胺 作用下， 以 乙二醇甲醚 为溶剂， 反应 12.0h， 生成 N-(4-chlorophenyl)-4-(4-methylpiperazin-1-yl)pyrimidin-2-amine
  参考文献：
  名称：

  One-pot synthesis and antiproliferative activity of novel 2,4-diaminopyrimidine derivatives bearing piperidine and piperazine moieties

  摘要：

  A series of novel 2,4-diaminopyrimidines containing piperidine and piperazine moieties were synthesized via an efficient one-pot methodology. The bioassay tests demonstrated that compounds 27 and 28 displayed much stronger antitumor activities against four human cancer cell lines (HepG2, A549, MDA-MB-231 and MCF-7) than positive control fluorouracil. Particularly, compound 28 showed a two-fold improvement compared to fluorouracil in inhibiting MDA-MB-231 and A549 cell proliferation with IC50 values of 7.46 and 12.78 μM, respectively. Further flow-activated cell sorting analysis revealed that the most promising compound 28 displayed a significant effect on G2/M cell-cycle arrest in a dose-dependent manner in MDA-MB-231 cells.

  DOI：

  10.1016/j.ejmech.2014.07.017

文献信息

• [EN] A METHOD FOR PAIN TREATMENT<br/>[FR] PROCÉDÉ POUR LE TRAITEMENT DE LA DOULEUR
  申请人：ABBOTT LAB

  公开号：WO2008060766A2

  公开（公告）日：2008-05-22

  [EN] This invention discloses a method of treating pain by administering histamine H₄ receptor ligands and compositions comprising the same.
  [FR] L'invention concerne un procédé de traitement de la douleur par l'administration de ligands de récepteur de l'histamine H_4, et des compositions comportant ceux-ci.
• One-pot synthesis and antiproliferative activity of novel 2,4-diaminopyrimidine derivatives bearing piperidine and piperazine moieties
  作者：Wei-Feng Ma、Hai-Kui Yang、Meng-Jin Hu、Qian Li、Tian-Zhu Ma、Zhong-Zhen Zhou、Rui-Yuan Liu、Wen-Wei You、Pei-Liang Zhao

  DOI：10.1016/j.ejmech.2014.07.017

  日期：2014.9

  A series of novel 2,4-diaminopyrimidines containing piperidine and piperazine moieties were synthesized via an efficient one-pot methodology. The bioassay tests demonstrated that compounds 27 and 28 displayed much stronger antitumor activities against four human cancer cell lines (HepG2, A549, MDA-MB-231 and MCF-7) than positive control fluorouracil. Particularly, compound 28 showed a two-fold improvement compared to fluorouracil in inhibiting MDA-MB-231 and A549 cell proliferation with IC50 values of 7.46 and 12.78 μM, respectively. Further flow-activated cell sorting analysis revealed that the most promising compound 28 displayed a significant effect on G2/M cell-cycle arrest in a dose-dependent manner in MDA-MB-231 cells.