semi-reduced methylene blue | 66881-02-5

• 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: semi-reduced methylene blue
• 英文别名: methylene blue radical；semimethylene blue；3,7-bis-dimethylamino-phenothiazin-10-yl；Methylenblau-Semichinon
• CAS: 66881-02-5
• 化学式: C₁₆H₁₈N₃S
• 分子量: 284.405
• InChiKey: SVWZRGULYRDGJX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.85
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  20.58
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  semi-reduced methylene blue 在 四氰基-2,2-联吡啶铁(III) 作用下， 以 水 、 乙腈 为溶剂， 生成 亚甲基蓝阳离子
  参考文献：
  名称：

  铁 (II) 络合物猝灭三线态亚甲蓝中的电子转移

  摘要：

  在 693.4 nm 处发射 1.0-J 闪光的 Q 开关脉冲红宝石激光器用于通过闪光光解动力学分光光度法研究通过取代惰性淬灭 2 至 10 μM 三重亚甲基蓝的机制Fe(II) 的配合物。配合物包括 Fe(H/sub 2/O)/sub 6//sup 2 +/, H/sub 2/Fe/sup II/(CN)/sub 6//sup 2 -/, HFe/sup II/( CN)/sub 6//sup 3 -/, Fe/sup II/(CN)/sub 6//sup 4 -/, Fe/sup II/(CN)/sub 4/bpy/sup 2 -/, Fe /sup II/(CN)/sub 2/(bpy)/sub 2//sup 0/、二茂铁/sup 0/和Fe/sup II/(bpy)/sub 3//sup 2 +/。系统变量包括溶剂（H/sub 2/O、EtOH 水溶液、CH/sub 3/CN 水溶液和

  DOI：

  10.1021/ja00534a012
• 作为产物：
  描述：

  亚甲兰 以 N,N-二甲基甲酰胺 为溶剂， 生成 semi-reduced methylene blue
  参考文献：
  名称：

  等离子引发聚合的研究。第11部分。辉光放电等离子体还原固态和溶剂化状态下的紫精同源物和有机染料

  摘要：

  DOI：

  10.1021/j150668a041

文献信息

• Photoreduction of some dyes by styrene
  作者：Hans-Joachim Timpe、Steffen Neuenfeld

  DOI：10.1039/ft9928802329

  日期：——

  between 10–2 and 10–4 by excitation at their long-wavelength maximum in methanol solutions containing styrene (5 mol dm–3). The photoreduction of the dye safranine T by styrene has been investigated. The excited safranine T singlet undergoes and electron-transfer reaction with a rate constant of ksq= 5 × 107 dm3 mol–1 s–1 and an overall efficiency of ηel= 0.019. Three different experimental procedures (fluorescence

  一些含有杂原子的蒽染料与量子产率，Φ一个还原途径漂白出b，10之间-2和10 -4在它们的长波长最大在含有苯乙烯（5摩尔分米甲醇溶液中通过激励-3）。已经研究了染料番红花T被苯乙烯光还原。用的速率常数激发藏红T单线经历和电子转移反应ķ小号q = 5×10 7分米3摩尔-1小号-1和的总效率η EL= 0.019。三种不同的实验程序（荧光淬灭，三重峰态产率测定，Φ b测量）得到实验限度内相同的值。如通过短时技术所确定的，激发的三重态不与烯烃相互作用。在氧气的存在下，还有一条额外的氧化途径，涉及光还原过程的主要产物。的Φ b值取决于所使用的溶剂。已获得与Gutmann的供体数（DN）的相关性（-logΦ b = 0.030DN + 1.9）。半还原的藏红花T物种能够以k rm = 6×10 3 dm 3的速率常数加到苯乙烯双键上。mol –1 s –1引发该烯烃的自由基聚合。
• Mechanistic Implications of a Linear Free-Energy Correlation of Rate Constants for the Reduction of Active- and Met-R2 Forms of <i>E. coli</i> Ribonucleotide Reductase with Eight Organic Radicals
  作者：A. Mark Dobbing、Christopher D. Borman、Mark B. Twitchett、David N. Leese、G. Arthur Salmon、A. Geoffrey Sykes

  DOI：10.1021/ja993412k

  日期：2000.3.1

  Cross-reaction rate constants k(12) (22 degrees C) at pH 7.0 have been determined for the reduction of Fe-2(III) and tyrosyl-radical-containing active-R2 from E. coli ribonucleotide reductase with eight organic radicals (OR), e.g., MV.+ from methyl viologen. The more reactive OR's were generated in situ using pulse radiolysis (PR) techniques, and other OR's were generated by prior reduction of the parent with dithionite, followed by stopped-flow (SF) studies. In both procedures it was necessary to include consideration of doubly-reduced parent forms. Values of k(12) are in the range 10(9) to 10(4) M-1 s(-1) and reduction potentials E-1(o) for the OR vary from -0.446 to +0.194 V. Samples of E. coli active-R2 also have an Fe-2(III) met-R2 component (with no Tyr(.)), which in the present work was close to 40%. From separate experiments met-R2 gave similar kit rate constants ton average 66% bigger) to those for active-R2, suggesting that reduction of the Fe-2(III) center is the common rate-limiting seep. A single Marcus free-energy plot of log k(12) - 0.5 log f vs -E-1(o)/0.059 describes all the data, and the slope of 0.54 is in satisfactory agreement with the theoretical value of 0.50. It is concluded that the rate-limiting step involves electron transfer. In addition, the intercept at -E-1(o)/0.059 = 0 is 5.94, where values of the reduction potential and self-exchange rate constant for met-R2 contribute to this value. To maintain electroneutrality at the similar to 10 Angstrom buried active site H+ uptake is also required. For both e(-) and H+ transfer the conserved pathway Trp-48, Asp-237, His-118 to Fe-A is a possible candidate requiring further examination.
• Spin-orbit coupling induced magnetic field effects in electron-transfer reactions with excited triplets: the role of triplet exciplexes and radical pairs in geminate recombination
  作者：Ulrich E. Steiner、Werner Haas

  DOI：10.1021/j100158a003

  日期：1991.3

  The magnetic field dependence of free-radical yield in the electron-transfer quenching of methylene blue triplet by p-iodoaniline has been determined between 0.00 and 3.30 T in methanol/ethylene glycol mixtures of various viscosities by using laser flash spectroscopy and a photostationary flow technique. The observed decrease of the free-radical yield with the magnetic field is interpreted by heavy-atom-induced spin-orbit coupling causing magnetic field sensitivity according to the triplet mechanism (TM) in intermediate triplet exciplexes and to the DELTA-g type radical pair mechanism (RPM) in geminate triplet radical pairs originating from dissociation of the triplet exciplexes. Analytical expressions are provided for a treatment of a combination of both mechanisms including the case of reversible formation of the triplet exciplex from the geminate radical pair. The formalism of Pedersen developed for the high field radical pair mechanism and modified by Vollenweider and Fischer to account for effects of exchange interaction is generalized to include various boundary conditions for the electron spin density matrix suggested in the literature to describe the effects of encounters and chemical reaction. With a physically consistent choice of TM and RPM parameters model calculations provide a very good quantitative fit of the observed magnetic field and viscosity dependence of the yield of free radicals.
• Electron transfer in the quenching of triplet methylene blue by complexes of iron(II)
  作者：Takeshi Ohno、Norman N. Lichtin

  DOI：10.1021/ja00534a012

  日期：1980.7

  spectrophotometry of the mechanism of quenching of 2 to 10 ..mu..M triplet methylene blue by substitution-inert complexes of Fe(II). Complexes included Fe(H/sub 2/O)/sub 6//sup 2 +/, H/sub 2/Fe/sup II/(CN)/sub 6//sup 2 -/, HFe/sup II/(CN)/sub 6//sup 3 -/, Fe/sup II/(CN)/sub 6//sup 4 -/, Fe/sup II/(CN)/sub 4/bpy/sup 2 -/, Fe/sup II/(CN)/sub 2/(bpy)/sub 2//sup 0/, ferrocene/sup 0/, and Fe/sup II/(bpy)/sub 3//sup 2 +/

  在 693.4 nm 处发射 1.0-J 闪光的 Q 开关脉冲红宝石激光器用于通过闪光光解动力学分光光度法研究通过取代惰性淬灭 2 至 10 μM 三重亚甲基蓝的机制Fe(II) 的配合物。配合物包括 Fe(H/sub 2/O)/sub 6//sup 2 +/, H/sub 2/Fe/sup II/(CN)/sub 6//sup 2 -/, HFe/sup II/( CN)/sub 6//sup 3 -/, Fe/sup II/(CN)/sub 6//sup 4 -/, Fe/sup II/(CN)/sub 4/bpy/sup 2 -/, Fe /sup II/(CN)/sub 2/(bpy)/sub 2//sup 0/、二茂铁/sup 0/和Fe/sup II/(bpy)/sub 3//sup 2 +/。系统变量包括溶剂（H/sub 2/O、EtOH 水溶液、CH/sub 3/CN 水溶液和
• Study of plasma-initiated polymerization. Part 11. Glow discharge plasma reduction of viologen homologs and organic dyes in solid and solvated states
  作者：Yoshihito Osada、Yu Iriyama

  DOI：10.1021/j150668a041

  日期：1984.11