2-[3,6,9-tri(Boc)-3,6,9-triazanonyl]thiazole-4-carbothioamide | 1030824-47-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-[3,6,9-tri(Boc)-3,6,9-triazanonyl]thiazole-4-carbothioamide
• 英文别名: tert-butyl N-[2-(4-carbamothioyl-1,3-thiazol-2-yl)ethyl]-N-[2-[(2-methylpropan-2-yl)oxycarbonyl-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]amino]ethyl]carbamate
• CAS: 1030824-47-5
• 化学式: C₂₅H₄₃N₅O₆S₂
• 分子量: 573.778
• InChiKey: FFULUTGAZOGNHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  38
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  197
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2-[3,6,9-tri(Boc)-3,6,9-triazanonyl]thiazole-4-carbothioamide 、 1,4-二溴-2,3-丁二酮 以 乙醇 为溶剂， 反应 2.0h， 以72%的产率得到2,2'''-bis[3,6,9-tri(Boc)-3,6,9-triazanonyl]-4,2':4',4'':2'',4'''-quaterthiazole
  参考文献：
  名称：

  Synthesis and DNA Cleavage Activity of 4,2’:4’,4’’:2’’,4’’’-Quaterthiazoles

  摘要：

  A series of 4,2':4',4 '':2 '',4"'-quaterthiazole derivatives (2) were readily synthesized via a novel five-steps reaction. The key reaction involved the condensation of 1,4-dibromobutane-2,3-dione with two equimolar amounts of 2-(Boc-protected aminoalkyl)-thiazole-4-carbothioamide. The obtained 2,2"'-bis-(3,6-diazahexyl)- and 2,2"'-bis(3,6,9-triazanonyl)-4,2':4',4 '':2 '',4"'-quaterthiazole (2b and 2c) exhibited significant affinity for double-stranded DNA, such as calf thymus DNA, as well as marked DNA cleavage activity in the presence of Co(II) ions under physiological conditions. Furthermore, the formation of a Co(II)-complex with 2b and 2c was found to be necessary for the DNA cleavage activity.

  DOI：

  10.3987/com-07-11228
• 作为产物：
  描述：

  2-[3,6,9-tri(Boc)-3,6,9-triazanonyl]thiazole-4-carboxamide 在 劳森试剂 作用下， 以 乙二醇二甲醚 为溶剂， 反应 4.0h， 以77%的产率得到2-[3,6,9-tri(Boc)-3,6,9-triazanonyl]thiazole-4-carbothioamide
  参考文献：
  名称：

  Synthesis and DNA Cleavage Activity of 4,2’:4’,4’’:2’’,4’’’-Quaterthiazoles

  摘要：

  A series of 4,2':4',4 '':2 '',4"'-quaterthiazole derivatives (2) were readily synthesized via a novel five-steps reaction. The key reaction involved the condensation of 1,4-dibromobutane-2,3-dione with two equimolar amounts of 2-(Boc-protected aminoalkyl)-thiazole-4-carbothioamide. The obtained 2,2"'-bis-(3,6-diazahexyl)- and 2,2"'-bis(3,6,9-triazanonyl)-4,2':4',4 '':2 '',4"'-quaterthiazole (2b and 2c) exhibited significant affinity for double-stranded DNA, such as calf thymus DNA, as well as marked DNA cleavage activity in the presence of Co(II) ions under physiological conditions. Furthermore, the formation of a Co(II)-complex with 2b and 2c was found to be necessary for the DNA cleavage activity.

  DOI：

  10.3987/com-07-11228