2,2'''-bis[2-((Boc)amino)ethyl]-4,2':4',4'':2'',4'''-quaterthiazole | 1030824-48-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2,2'''-bis[2-((Boc)amino)ethyl]-4,2':4',4'':2'',4'''-quaterthiazole
• 英文别名: tert-butyl N-[2-[4-[4-[2-[2-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]-1,3-thiazol-4-yl]-1,3-thiazol-4-yl]-1,3-thiazol-2-yl]-1,3-thiazol-2-yl]ethyl]carbamate
• CAS: 1030824-48-6
• 化学式: C₂₆H₃₂N₆O₄S₄
• 分子量: 620.842
• InChiKey: GIRYZUJEDKXZHD-UHFFFAOYSA-N

物化性质

• 熔点：
  219-221 °C(Solvent: Chloroform)
• 密度：
  1.316±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  40
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  241
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  2,2'''-bis[2-((Boc)amino)ethyl]-4,2':4',4'':2'',4'''-quaterthiazole 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 10.0h， 以92%的产率得到2,2'''-bis(2-aminoethyl)-4,2':4',4'':2'',4'''-quaterthiazole dihydrochloride
  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-[2-((Boc)amino)ethyl]thiazole-4-carbothioamide 、 1,4-二溴-2,3-丁二酮 以 乙醇 为溶剂， 反应 2.0h， 以81%的产率得到2,2'''-bis[2-((Boc)amino)ethyl]-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