Phenazine methosulfate | 299-11-6

• 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 - 二氮杂萘
• 英文名称: Phenazine methosulfate
• 英文别名: 5-methylphenazinium methylsulfate；N-methylphenazinium methanesulfonate；5-Methylphenazin-5-ium methanesulfonate；methanesulfonate;5-methylphenazin-5-ium
• CAS: 299-11-6
• 化学式: CH₃O₃S*C₁₃H₁₁N₂
• 分子量: 290.343
• InChiKey: BYMUXEQXFOPHPV-UHFFFAOYSA-M

物化性质

• 熔点：
  158-160 °C (dec.)(lit.)
• 密度：
  1.3395 (rough estimate)
• 溶解度：
  H2O：0.2 g/mLat 20 °C，透明，深橙色

计算性质

• 辛醇/水分配系数(LogP)：
  1.37
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  82.4
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• TSCA：
  Yes
• 危险品标志：
  Xn
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R68,R36/37/38
• WGK Germany：
  3
• 海关编码：
  2933990090
• 危险品运输编号：
  2811
• RTECS号：
  SG1645000
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319

制备方法与用途

生物活性

Phenazine methosulfate（5-甲基苯并咪唑甲磺酸）广泛用作中间电子载体，将NADH或NADPH的生成与着色甲瓒四唑盐的减少偶联起来。

用途 酶检测的电子受体

反应信息

• 作为反应物：
  描述：

  Phenazine methosulfate 在 三氟化硼乙醚 作用下， 以 甲醇 为溶剂， 反应 102.0h， 生成 2-(N-methylacetamido)phenazine
  参考文献：
  名称：

  多功能吩嗪盐衍生物的新合成方法

  摘要：

  提供了两种不同的方法用于在温和条件下合成双取代吩嗪和苯并 [a] 吩嗪盐。在分子的脂肪族部分含有额外正电荷的季吩嗪盐中，通过伯胺和仲胺进行直接亲核取代。取代在位置 2 和 7 中连续进行，这允许将不同的取代基选择性地引入杂环中。在 2-N-烷基-乙酰氨基吩嗪季铵盐和 5-烷氧基-苯并[a]吩嗪鎓盐中与不同胺的直接亲核取代也可以作为引入两种不同取代基的方便方法。

  DOI：

  10.3390/80600505

文献信息

• Interaction of bis(1,2,6,7-tetracyano-3,5-dihydro-3,5-diiminopyrrolizinide) metal complexes with phenazine and derivatives. Crystal structures of addition compounds of the nickel(II) complex with phenazine and 5,10-dimethyl-5,10-dihydrophenazine
  作者：Mario Bonamico、Vincenzo Fares、Alberto Flamini、Nicola Poli、Yoshiro Yamashita、Kenichi Imaeda

  DOI：10.1039/dt9930003463

  日期：——

  The charge-transfer compounds of the electron-acceptor moiety [NiL2] (L = 1,2,6,7-tetracyano-3,5-dihydro-3,5-diiminopyrrolizinide) and the electron-donating phenazine derivatives [phenazine (phz), 5,10-dimethyl-5,10-dihydrophenazine (dmphz) and N-methylphenazinium cation (mphz+)] have been synthesized and characterized. The X-ray crystal structures of [NiL2].2phz.2MeCN 1a and [NiL2].dmphz.2MeCN 1b have been determined. Both compounds are monoclinic, mixed-stacked compounds, with planar acceptor and donor moieties alternating along the c axis [1 a: space group P2(1)/n, a = 14.687(l), b = 21.364(2), c = 7.8208(6) angstrom, beta = 110.958(6)-degrees, Z = 2; 1b: space group P2(1)/c, a = 12.975(5), b = 19.838(7), c = 7.651(3) angstrom, beta = 106.05(2)-degrees, Z = 2]. While 1a, as expected, does not show any solid-state collective property, 1b is a semiconductor (single crystal p = 3.6 x 10(3) OMEGA cm at room temperature; E(a) = 0.28 eV); its degree of ionicity gradually increases, on lowering the temperature, from zero to a small amount corresponding to an effective magnetic moment (mu(eff)) = of 0.28 mu(B) per molecular formula. The cobalt derivative [CoL2].dmphz.2MeCN has also been synthesized and characterized, which is isomorphous and isostructural with the nickel analogue, and qualitatively behaves likewise (single crystal p = 4.2 x 10(5) OMEGA cm at room temperature; E(a) = 0.26 eV); its magnetic measurements show a high-spin metal configuration (S = 3/2, mu(eff) = 4.13 mu(B)). The N-methylphenazinium (mphz+) derivative, isolated as [NiL2].-.mphz+-2MeOH, is assumed to be a mixed-stacked radical anion salt from magnetic (mu(eff) = 1.72 mu(B)) and electrical (powder rho = 5.5 x 10(6) OMEGA cm at room temperature, E(a) = 0.43 eV) measurements.