2-amino-4-(4-phenylpiperazin-1-yl)-6-(1-bromomethyl)-1,3,5-triazine | 871332-12-6

• 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: 2-amino-4-(4-phenylpiperazin-1-yl)-6-(1-bromomethyl)-1,3,5-triazine
• 英文别名: 4-(bromomethyl)-6-(4-phenylpiperazin-1-yl)-1,3,5-triazin-2-amine
• CAS: 871332-12-6
• 化学式: C₁₄H₁₇BrN₆
• 分子量: 349.233
• InChiKey: RJENFXVCCNGZKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.68
• 重原子数：
  21.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  71.17
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2-amino-4-(4-phenylpiperazin-1-yl)-6-(1-bromomethyl)-1,3,5-triazine 在 sodium methylate 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 1.5h， 生成 4-[(E)-2-(5-nitro-2-thienyl)ethenyl]-6-(4-phenylpiperazin-1-yl)-[1,3,5]triazin-2-ylamine
  参考文献：
  名称：

  Synthesis, structure and anticancer activity of novel alkenyl-1,3,5-triazine derivatives

  摘要：

  A series of novel 4-(E)-ethenyl-6-alkylamino-1,3,5-triazin-2-ylamine derivatives 9-17 have been synthesized by a Wittig reaction of corresponding alkyltriphenylphosphonium bromides 5-8 with (hetero)aromatic aldehydes. The E configuration of these alkenes was confirmed by I H NMR spectroscopic data. All the compounds prepared were screened at the National Cancer Institute (NCI) for their activity against a panel of 56 tumor cell lines and relationship between structure and in vitro antitumor activity is discussed. The most active compounds 14 and 17 showed 50% growth inhibitory activity in low micromolar concentrations against renal cancer A498 cell line and colon cancer cell line COLO 205, respectively. (c) 2006 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2005.12.012
• 作为产物：
  描述：

  溴乙酸乙酯 、 N-carbamimidoyl-4-phenylpiperazine-1-carboximidic acid amide 以 甲醇 为溶剂， 反应 2.5h， 以51%的产率得到2-amino-4-(4-phenylpiperazin-1-yl)-6-(1-bromomethyl)-1,3,5-triazine
  参考文献：
  名称：

  Saczewski; Bulakowska, Polish Journal of Chemistry, 2005, vol. 79, # 4, p. 739 - 748

  摘要：

  DOI：