2,4-di(4-N,N-dimethylaminophenyl)-6-tert-butylthiopyrylium iodide

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2,4-di(4-N,N-dimethylaminophenyl)-6-tert-butylthiopyrylium iodide
• 英文别名: [4-[6-Tert-butyl-4-[4-(dimethylamino)phenyl]thiopyran-2-ylidene]cyclohexa-2,5-dien-1-ylidene]-dimethylazanium;iodide
• 化学式: C₂₅H₃₁N₂S*I
• 分子量: 518.505
• InChiKey: BSUVCJIQGAEYOX-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.91
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  31.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-tert-butyl-6-[4-(dimethylamino)phenyl]-4H-thiopyran-4-one 、 4-溴-N,N-二甲基苯胺 在 magnesium 、 氢碘酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 4.0h， 以78%的产率得到2,4-di(4-N,N-dimethylaminophenyl)-6-tert-butylthiopyrylium iodide
  参考文献：
  名称：

  Synthesis of analogues of a flexible thiopyrylium photosensitizer for purging blood-borne pathogens and binding mode and affinity studies of their complexes with DNA

  摘要：

  A series of thio- and selenopyryliurn analogues of 2,4-di(4-dimethylaminophen-yl)-6-methylthiopyrylium iodide were prepared in five steps from 4-dimethylaminophenyl-propargyl aldehyde and the corresponding lithium acetylide. When bound to DNA, all of the dyes absorb at wavelengths >600 nm, which avoids the hemoglobin band I maximum at 575 nm. The binding of the series of dyes to double-stranded DNA was examined spectrophotometrically and by isothermal titration calorimetry to determine binding constants, by a topoisomerase I DNA unwinding assay, by competition dialysis with [poly(dGdC)](2) and [poly(dAdT)](2), and by ethidium bromide displacement studies to examine propensities for intercalation, and by circular dichroism studies. The dyes were found to show mixed binding modes. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.04.033

文献信息

• Synthesis of analogues of a flexible thiopyrylium photosensitizer for purging blood-borne pathogens and binding mode and affinity studies of their complexes with DNA
  作者：Ruel E. McKnight、Mao Ye、Tymish Y. Ohulchanskyy、Sadia Sahabi、Bryan R. Wetzel、Stephen J. Wagner、Andrey Skripchenko、Michael R. Detty

  DOI：10.1016/j.bmc.2007.04.033

  日期：2007.7

  A series of thio- and selenopyryliurn analogues of 2,4-di(4-dimethylaminophen-yl)-6-methylthiopyrylium iodide were prepared in five steps from 4-dimethylaminophenyl-propargyl aldehyde and the corresponding lithium acetylide. When bound to DNA, all of the dyes absorb at wavelengths >600 nm, which avoids the hemoglobin band I maximum at 575 nm. The binding of the series of dyes to double-stranded DNA was examined spectrophotometrically and by isothermal titration calorimetry to determine binding constants, by a topoisomerase I DNA unwinding assay, by competition dialysis with [poly(dGdC)](2) and [poly(dAdT)](2), and by ethidium bromide displacement studies to examine propensities for intercalation, and by circular dichroism studies. The dyes were found to show mixed binding modes. (c) 2007 Elsevier Ltd. All rights reserved.