thionine | 26754-93-8

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: thionine
• 英文别名: thionin；thionine cation；(7-aminophenothiazin-3-ylidene)azanium
• CAS: 26754-93-8；78338-22-4
• 化学式: C₁₂H₉N₃S*H
• 分子量: 228.297
• InChiKey: SHHZUHVSERGLNW-UHFFFAOYSA-O

物化性质

• 熔点：
  >200℃
• 溶解度：
  易溶于水、乙醇
• 最大波长(λmax)：
  598 nm

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  89.3
• 氢给体数：
  2
• 氢受体数：
  3

制备方法与用途

生物活性

Thionin acetate（Thionine acetate）是一种广泛应用的异色阳离子组织学染料，常用于生物学染色。

用途

作为一种异色阳离子染料，Thionin acetate 广泛应用于生物染色，尤其是在组织学领域。

反应信息

• 作为反应物：
  描述：

  thionine 在 十六烷基二甲基苄基氯化铵 、 苯胺 作用下， 以 水 、 苯 为溶剂， 生成 leucothionine
  参考文献：
  名称：

  Schlenker, Wolfgang; Steiner, Ulrich E., Berichte der Bunsen-Gesellschaft, 1985, vol. 89, p. 1041 - 1046

  摘要：

  DOI：
• 作为产物：
  描述：

  thionine radical cation 在 zinc(II) oxide 作用下， 生成 thionine
  参考文献：
  名称：

  Photoelectrochemistry in semiconductor particulate systems. 17. Photosensitization of large-bandgap semiconductors: charge injection from triplet excited thionine into zinc oxide colloids

  摘要：

  The kinetics and mechanism of a diffusion-controlled interfacial charge transfer between excited triplet thionine and ZnO colloids in ethanol have been elucidated with laser flash photolysis. The singlet excited state of thionine, which has a lifetime of 450 ps in ethanol, did not participate in the charge injection process. However, the triplet excited state of thionine was quenched by ZnO colloids. The triplet lifetime (tau(T)) decreased from 88 to 15-mu-s with increasing ZnO colloid concentration. The maximum charge injection efficiency (phi(TH.2+)) which was measured from the yield of dye cation radical was 0.1. The increase in the rate constant for reverse electron transfer (k(r)) at high ZnO concentration resulted in a small decrease in charge-transfer efficiency. The dependence of tau(T), phi(TH.2+), and k(r) on the concentration of ZnO is described.

  DOI：

  10.1021/j100182a072

文献信息

• Electrochemical study of the reaction between progressively alkylated thiazine leucodyes and Fe(III) on a glassy carbon electrode
  作者：S. Ahmed、S.K. Saha

  DOI：10.1139/v96-213

  日期：1996.10.1

  An electrochemical investigation on five progressively alkylated thiazine dyes in the presence of Fe(II1) ions is reported. The theory of the catalytic regeneration mechanism involving an electrode reaction followed by a coupled chemical reaction is applied to derive kinetic parameters of homogeneous reaction. The second-order rate constant for the reaction of thiazine leucodyes with Fe(II1) ions was

  报道了在 Fe(II1) 离子存在下对五种逐渐烷基化的噻嗪染料进行的电化学研究。应用涉及电极反应和耦合化学反应的催化再生机制理论来推导均相反应的动力学参数。发现噻嗪无色染料与 Fe(II1) 离子反应的二级速率常数在单甲基化时从 0.25 x lo4 增加到 1.6 x lo4 dm3 mol-' s-'，二甲基衍生物从 0.7 x lo4 变化对于四甲基的 1.4 x lo4 dm3 mol-I sI。甲基的给电子性质以及疏水特性影响均相反应的动力学。
• NMR analysis of Nile Blue (C. I. Basic Blue 12) and Thionine (C. I. 52000) in solution
  作者：David Hazafy、Marie-Virginie Salvia、Andrew Mills、Michael G. Hutchings、Maxim P. Evstigneev、John A. Parkinson

  DOI：10.1016/j.dyepig.2010.07.014

  日期：2011.3

  The dyes Nile Blue (C I Basic Blue 12) and Thionine (C I 52000) were examined in both ionic and neutral forms in different solvents using NMR and UV-visible spectroscopy to firmly establish the structures of the molecules and to assess the nature and extent of their aggregation H-1 and C-13 NMR assignments and chemical shift data were used together with nuclear Overhauser effect information to propose a self-assembly structure These data were supplemented with variable temperature dilution and diffusion-based experimental results using H-1 NMR spectroscopy thereby enabling extended aggregate structures to be assessed in terms of the relative strength of self-association and the extent to which extended aggregates could form (C) 2010 Elsevier Ltd All rights reserved
• Solar, Sonja; Getoff, Nilola; Solar, Wolfgang, Canadian Journal of Chemistry, <hi>1981</hi>, vol. 59, p. 2719 - 2723
  作者：Solar, Sonja、Getoff, Nilola、Solar, Wolfgang、Mark, Franz

  DOI：——

  日期：——