[4-[4-(4-二甲基氨基苯基)-6-甲硫基吡喃-2-亚基]-1-环己-2,5-二烯亚基]-二甲基铵碘化物 | 151921-87-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: [4-[4-(4-二甲基氨基苯基)-6-甲硫基吡喃-2-亚基]-1-环己-2,5-二烯亚基]-二甲基铵碘化物
• 英文名称: 2-methyl-4,6-bis-(4-N,N-dimethylaminophenyl) thiopyrylium iodide
• 英文别名: 2-methyl-4,6-bis-(4-N,N-dimethylaminophenyl)thiopyrylium iodide；2-Methyl-4,6-bis-(N,N-dimethylaminophenyl)thiopyrylium iodide；[4-[4-[4-(dimethylamino)phenyl]-6-methylthiopyran-2-ylidene]cyclohexa-2,5-dien-1-ylidene]-dimethylazanium;iodide
• CAS: 151921-87-8
• 化学式: C₂₂H₂₅N₂S*I
• 分子量: 476.424
• InChiKey: OCFGKGHGZHCPHP-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.88
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 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-[4-(dimethylamino)phenyl]-6-methyl-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74%的产率得到[4-[4-(4-二甲基氨基苯基)-6-甲硫基吡喃-2-亚基]-1-环己-2,5-二烯亚基]-二甲基铵碘化物
  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

• Fluorescent stain containing pyrylium salt or its similar salt, detection method of nucleic acid by use of it, and fluorescent staining method of biological sample
  申请人：CANON KABUSHIKI KAISHA

  公开号：EP0603783A1

  公开（公告）日：1994-06-29

  A stain for a nucleic acid characterized by containing, as an effective component, a pyrylium salt compound having Y as a negative portion and a pyrylium ring or a pyrylium-similar ring, wherein the ring is comprised of X selected from O, S, Se and Te as a hetero atom and has substituents R¹, R² and R³, wherein each of R¹ and R² is independently a hydrogen atom, sulfonate group, amino group, substituted or unsubstituted aryl group, etc., R³ is -A or -L-A, L is -L¹-, -L²-L³- or -L⁴-L⁵-L⁶-, and each of L¹ to L⁶ is independently -(CH=CH)-, a divalent group derived from the substituted or unsubstituted aryl group, etc., A is a substituted or unsubstituted aryl group, etc., and Y⁻ is an anion. A method for detecting a nucleic acid which comprises the steps of reacting a sample with the stain, and then detecting, by an optical means, the double-strand nucleic acid stained with the stain in the case that the double-strand nucleic acid is contained in the sample.

  一种用于核酸的染色剂，其特征在于作为有效成分含有一种吡鎓盐化合物，该化合物以Y为负极部分，具有吡鎓环或吡鎓类似环，其中该环由选自O、S、Se和Te的X作为杂原子组成，并具有取代基R¹、R²和R³，其中R¹和R²各自独立地为氢原子、磺酸基、氨基、取代或未取代的芳基等、R³是-A或-L-A，L是-L¹-、-L²-L³-或-L⁴-L⁵-L⁶-，其中L¹至L⁶各自独立地是-(CH=CH)-、衍生自取代或未取代芳基等的二价基团，A是取代或未取代芳基等，Y-是阴离子。一种检测核酸的方法，包括以下步骤：将样品与染色剂反应，然后在样品中含有双链核酸的情况下，通过光学手段检测被染色剂染色的双链核酸。
• A method for detecting a target substance in a sample, utilizing pyrylium compound
  申请人：CANON KABUSHIKI KAISHA

  公开号：EP0684239B1

  公开（公告）日：2003-12-10
• Fluorescent stain containing pyrylium salt or its similar salt, detection method of nucleic acid by use of it
  申请人：CANON KABUSHIKI KAISHA

  公开号：EP0603783B1

  公开（公告）日：2001-09-26
• Determination of nucleic acid by PCR, measurement of number of microbial cells, genes, or gene-copies by PCR, and measuring-kit employed for the same
  申请人：CANON KABUSHIKI KAISHA

  公开号：EP0643140B1

  公开（公告）日：2001-10-31
• Decontamination of biological fluids using diphenylpyrilium compounds
  申请人：Wagner J Stephen

  公开号：US20060269907A1

  公开（公告）日：2006-11-30

  The present invention affords means for decontaminating biological fluids such as blood and blood components. The method involves contacting a biological fluid with a diphenylpyrilium compound, and irradiating the mixture with red light. The method is a potent and effective means for eliminating or diminishing active pathogens such as viruses, bacteria, and parasites, without causing substantial hemolysis or otherwise degrading the storage stability of the decontaminated biological fluid.