2,2,2-Trichloro-1-(1-{6-[2-(2,2,2-trichloro-acetyl)-pyrrol-1-yl]-hexyl}-1H-pyrrol-2-yl)-ethanone | 158628-20-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,2,2-Trichloro-1-(1-{6-[2-(2,2,2-trichloro-acetyl)-pyrrol-1-yl]-hexyl}-1H-pyrrol-2-yl)-ethanone
• CAS: 158628-20-7
• 化学式: C₁₈H₁₈Cl₆N₂O₂
• 分子量: 507.071
• InChiKey: BPXDQGHKUIMNLL-UHFFFAOYSA-N

物化性质

• 沸点：
  551.9±50.0 °C(predicted)
• 密度：
  1.45±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.66
• 重原子数：
  28.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  44.0
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2,2,2-Trichloro-1-(1-{6-[2-(2,2,2-trichloro-acetyl)-pyrrol-1-yl]-hexyl}-1H-pyrrol-2-yl)-ethanone 在 硝酸 、 乙酸酐 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.58h， 生成 1,1'-(hexane-1,6-diyl)bis(N-(5-((3-(dimethylamino)propyl)carbamoyl)-1-methyl-1H-pyrrol-3-yl)-4-nitro-1H-pyrrole-2-carboxamide)
  参考文献：
  名称：

  A New DNA Minor Groove Binding Motif: Cross-Linked Lexitropsins

  摘要：

  The nitrogen atoms of central pyrrole rings on two separate tripyrrolecarboxamide strands were covalently linked through poly(methylene) chains to provide a novel class of lexitropsins potentially capable of B-DNA double-strand reading via the minor groove, CD titration experiments revealed increasingly enhanced binding of 1:1 stoichiometry to the poly(dA-dT)-poly(dA-dT) DNA from the tetrakis(methylene) linkage to the heptakis(methylene) linkage, suggesting gradually growing importance of the bidentate antiparallel side by side binding. Ethidium bromide fluorescence displacement experiments on both poly(dA-dT)-poly(dA-dT) and poly(dA)-poly(dT) DNA's supported this analysis by providing quantitative measurement of intrinsic binding constants. The heptakis(methylene) linkage offered a binding enhancement of approximately 1000 times compared with that of the monomer.

  DOI：

  10.1021/ja00095a001
• 作为产物：
  描述：

  1,6-二溴己烷 在 1.) K 作用下， 以 二氯甲烷 为溶剂， 反应 29.0h， 生成 2,2,2-Trichloro-1-(1-{6-[2-(2,2,2-trichloro-acetyl)-pyrrol-1-yl]-hexyl}-1H-pyrrol-2-yl)-ethanone
  参考文献：
  名称：

  A New DNA Minor Groove Binding Motif: Cross-Linked Lexitropsins

  摘要：

  The nitrogen atoms of central pyrrole rings on two separate tripyrrolecarboxamide strands were covalently linked through poly(methylene) chains to provide a novel class of lexitropsins potentially capable of B-DNA double-strand reading via the minor groove, CD titration experiments revealed increasingly enhanced binding of 1:1 stoichiometry to the poly(dA-dT)-poly(dA-dT) DNA from the tetrakis(methylene) linkage to the heptakis(methylene) linkage, suggesting gradually growing importance of the bidentate antiparallel side by side binding. Ethidium bromide fluorescence displacement experiments on both poly(dA-dT)-poly(dA-dT) and poly(dA)-poly(dT) DNA's supported this analysis by providing quantitative measurement of intrinsic binding constants. The heptakis(methylene) linkage offered a binding enhancement of approximately 1000 times compared with that of the monomer.

  DOI：

  10.1021/ja00095a001