4-methyl-7-methoxyflavylium chloride | 799296-22-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 4-methyl-7-methoxyflavylium chloride
• 英文别名: 7-Methoxy-4-methyl-2-phenylchromenylium;chloride
• CAS: 799296-22-3
• 化学式: C₁₇H₁₅O₂*Cl
• 分子量: 286.758
• InChiKey: GMKNUOSOMRILFN-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  10.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-[(3-(苯胺基亚甲基)-2-氯-1-环己烯-1-基)亚甲基]苯胺盐酸盐 、 4-methyl-7-methoxyflavylium chloride 在 2,6-二叔丁基-4-甲基吡啶 作用下， 以 甲苯 、 正丁醇 为溶剂， 反应 0.25h， 以33%的产率得到4-((E)-2-((E)-2-chloro-3-(2-((E)-7-methoxy-2-phenyl-4H-chromen-4-ylidene)ethylidene)cyclohex-1-en-1-yl)vinyl)-7-methoxy-2-phenylchromenylium chloride
  参考文献：
  名称：

  [EN] HETEROCYCLYL POLYMETHINE IR CHROMOPHORES
  [FR] CHROMOPHORES IR À BASE DE POLYMÉTHINE HÉTÉROCYCLYLE

  摘要：

  本公开提供了具有改进性能的近红外和短波红外活性小分子聚甲啉染料，用于光学成像、光热疗法和光动力疗法。

  公开号：

  WO2020118116A1
• 作为产物：
  描述：

  7-甲氧基-4-甲基香豆素 、 苯基溴化镁 在 高氯酸 作用下， 生成 4-methyl-7-methoxyflavylium chloride
  参考文献：
  名称：

  Kinetics of ultra-fast excited state proton transfer from 7-hydroxy-4-methylflavylium chloride to water

  摘要：

  Excited state proton transfer from 7-hydroxy-4-methylflavylium chloride to water is reported. From a modified analysis of picosecond time-resolved fluorescence data (not using the lifetime of a parent compound), all rate constants were determined: the deprotonation rate constant of the flavylium cation, k(d) = 1.4 x 10(11) s(-1), the protonation rate constant of the base form, k(p) = 2.3 x 10(10) l mol(-1) s(-1) and the reciprocal fluorescence lifetimes of these species, k(AH+) = 7.8 x 10(9) s(-1) (tau(AH+) = 128 ps) and k(A) = 7.6 x 10(9) s(-1) (tau(A) = 132 ps), in water, at 20 degrees C. The value of k(d) is the largest measured value for an intermolecular proton transfer (to water). (C) 1998 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0009-2614(98)01199-3

文献信息

• Syntheses of Quaternary Carbon-Containing Oxazatricycle and Spiropyran Libraries via Multicomponent Reactions and Their Molecular Switching Properties
  作者：Chi-Hui Lin、Jhih-Rong Chen、Ding-Yah Yang

  DOI：10.1021/cc900127g

  日期：2010.1.11

  multicomponent reaction from various N-methylisoquinolium or flavylium salts and 4-hydroxycoumarins or dimedone in acetone. Purification of the final products by recrystallization in ethyl acetate/methylene chloride or by column chromatography allowed easy isolation of nine compounds of each array. Preliminary studies indicated that some of the prepared compounds exhibit redox switching, photochromic

  报道了一种用于制备含季碳三氮杂三环和螺吡喃的平行溶液相文库的实用方案。目标化合物是通过Et（3）N介导的多组分反应从丙酮中的各种N-甲基异喹啉盐或黄酮盐和4-羟基香豆素或二甲酮以中等至优异的产率获得的。通过在乙酸乙酯/二氯甲烷中重结晶或通过柱色谱法纯化最终产物，可以容易地分离出每种阵列的九种化合物。初步研究表明，某些制备的化合物具有氧化还原转换，光致变色和热致变色特性。
• Synthesis and Characterization of Coumarin-Based Spiropyran Photochromic Colorants
  作者：Jhih-Rong Chen、Jen-Bing Wong、Pei-Yu Kuo、Ding-Yah Yang

  DOI：10.1021/ol8018902

  日期：2008.11.6

  Two coumarin-based spiropyran derivatives were synthesized and characterized in two steps to explore their photochromic properties. Both prepared compounds are sensitive to UV light and change colors upon irradiation. The resulting photogenerated zwitterions revert to the original compounds while being heated. A new family of organic photochromic colorants is introduced.