2.4-Diamino-6-(3.4-methylendioxy-phenyl)-s-triazin | 36303-46-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 2.4-Diamino-6-(3.4-methylendioxy-phenyl)-s-triazin
• 英文别名: 6-(1,3-benzodioxol-5-yl)-1,3,5-triazine-2,4-diamine
• CAS: 36303-46-5
• 化学式: C₁₀H₉N₅O₂
• mdl: MFCD25357972
• 分子量: 231.214
• InChiKey: JTOHJHOOBJFJGW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  109
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  苯磺酰氯 、 2.4-Diamino-6-(3.4-methylendioxy-phenyl)-s-triazin 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以68%的产率得到N,N'-(6-(1,3-benzodioxol-5-yl)-1,3,5-triazine-2,4-diyl)dibenzenesulfonamide
  参考文献：
  名称：

  Probing the antiamoebic and cytotoxicity potency of novel tetrazole and triazine derivatives

  摘要：

  A series of compounds bearing a Tetrazole and Triazine ring motif conjugated with a SO2NH function were synthesized and investigated for their antiamoebic potency. Cytotoxicity of the compounds was checked on human hepatocellular carcinoma cell line HepG2. Incorporation of Triazine ring in place of tetrazole resulted in a precipitous increase in the antiamoebic activity of the compounds. Antiamoebic activity of the investigated compounds was found to be position and substituent dependent. In vitro cytotoxicity results revealed noncytotoxic nature of all the tested compounds up to a concentration of 25 mu M. Compound 5c and 5d were obtained as least cytotoxic (IC50 > 100 mu M) and excellent Entamoeba histolytica inhibitors with IC50 values of 1.05 mu M and 1.02 mu M respectively. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.12.033
• 作为产物：
  描述：

  (E)-3,4-methylenedioxybenzaldehyde oxime 在 乙酸酐 、 potassium hydroxide 作用下， 以 水 为溶剂， 生成 2.4-Diamino-6-(3.4-methylendioxy-phenyl)-s-triazin
  参考文献：
  名称：

  Probing the antiamoebic and cytotoxicity potency of novel tetrazole and triazine derivatives

  摘要：

  A series of compounds bearing a Tetrazole and Triazine ring motif conjugated with a SO2NH function were synthesized and investigated for their antiamoebic potency. Cytotoxicity of the compounds was checked on human hepatocellular carcinoma cell line HepG2. Incorporation of Triazine ring in place of tetrazole resulted in a precipitous increase in the antiamoebic activity of the compounds. Antiamoebic activity of the investigated compounds was found to be position and substituent dependent. In vitro cytotoxicity results revealed noncytotoxic nature of all the tested compounds up to a concentration of 25 mu M. Compound 5c and 5d were obtained as least cytotoxic (IC50 > 100 mu M) and excellent Entamoeba histolytica inhibitors with IC50 values of 1.05 mu M and 1.02 mu M respectively. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.12.033

文献信息

• Microwave-assisted clean synthesis of 6-aryl-2,4-diamino-1,3,5-triazines in [bmim][PF6]
  作者：Yanqing Peng、Gonghua Song

  DOI：10.1016/j.tetlet.2004.04.195

  日期：2004.6

  An efficient and green approach was developed to prepare 6-aryl-2,4-diamino-1,3,5-triazines from corresponding arylnitriles and dicyanodiamide in ionic liquid [bmim][PF6] under computer-controlled microwave irradiation. Particularly valuable features of this method included the short reaction time, good yield, convenient operation and eco-friendly solvent. (C) 2004 Elsevier Ltd. All rights reserved.
• Probing the antiamoebic and cytotoxicity potency of novel tetrazole and triazine derivatives
  作者：Mohmmad Younus Wani、Abdul Roouf Bhat、Amir Azam、Inho Choi、Fareeda Athar

  DOI：10.1016/j.ejmech.2011.12.033

  日期：2012.2

  A series of compounds bearing a Tetrazole and Triazine ring motif conjugated with a SO2NH function were synthesized and investigated for their antiamoebic potency. Cytotoxicity of the compounds was checked on human hepatocellular carcinoma cell line HepG2. Incorporation of Triazine ring in place of tetrazole resulted in a precipitous increase in the antiamoebic activity of the compounds. Antiamoebic activity of the investigated compounds was found to be position and substituent dependent. In vitro cytotoxicity results revealed noncytotoxic nature of all the tested compounds up to a concentration of 25 mu M. Compound 5c and 5d were obtained as least cytotoxic (IC50 > 100 mu M) and excellent Entamoeba histolytica inhibitors with IC50 values of 1.05 mu M and 1.02 mu M respectively. (C) 2011 Elsevier Masson SAS. All rights reserved.