| 42986-37-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• CAS: 42986-37-8
• 化学式: C₇H₉N₂O
• 分子量: 137.161
• InChiKey: XSCIXONZQUICNU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.02
• 重原子数：
  10.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  46.33
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  在 氧气 作用下， 以 水 为溶剂， 生成 1-甲基烟酰胺
  参考文献：
  名称：

  直接观察与单电子氧化剂反应产生的 NADH 自由基阳离子

  摘要：

  首次观察到在与单电子氧化剂反应中形成NADH自由基阳离子。涉及两种互变异构体（酮和烯醇）形式的自由基阳离子和中性自由基的瞬态产物通过脉冲辐射分解的光谱特征进行了表征。研究了酮基阳离子和中性自由基的衰变动力学。测定了烯醇形式的NADH自由基阳离子的pKa值。研究了 NADH 和 NAD+ 的简单类似物，即 1-甲基-1,4-二氢烟酰胺及其氧化形式，以进行比较。

  DOI：

  10.1021/jp035803y
• 作为产物：
  描述：

  1,4-二氢-1-甲基-3-吡啶甲酰胺 在 水 作用下， 生成
  参考文献：
  名称：

  直接观察与单电子氧化剂反应产生的 NADH 自由基阳离子

  摘要：

  首次观察到在与单电子氧化剂反应中形成NADH自由基阳离子。涉及两种互变异构体（酮和烯醇）形式的自由基阳离子和中性自由基的瞬态产物通过脉冲辐射分解的光谱特征进行了表征。研究了酮基阳离子和中性自由基的衰变动力学。测定了烯醇形式的NADH自由基阳离子的pKa值。研究了 NADH 和 NAD+ 的简单类似物，即 1-甲基-1,4-二氢烟酰胺及其氧化形式，以进行比较。

  DOI：

  10.1021/jp035803y

文献信息

• Radical cations of some low-potential viologen compounds. Reduction potentials and electron-transfer reactions
  作者：Robert F. Anderson、Kantilal B. Patel

  DOI：10.1039/f19848002693

  日期：——

  The one-electron reduction potentials (E1) of certain pyrazinediium, diazepinediium and diazocinediium viologen compounds substituted with methyl groups, V2+, have been determined from the position of the one-electron transfer equilibria with reference compounds using pulse radiolysis. E1 ranges from –491 ± 6 mV (vs NHE) for 6,7-dihydro-2,11-dimethyldipyrido-[1,2-a : 2′,1′-c]pyrazinediium dibromide

  某些吡嗪二酮，二氮杂二氮杂和重氮电影二茂氮化合物被甲基V 2+取代后的单电子还原电位（E 1）已通过脉冲辐射分解法从参考化合物的单电子转移平衡位置确定。对于1,7,7-二氢-2,11-二甲基二吡啶基-[1,2- a：2'，1'- c ]吡嗪二溴化物（V21 2 +），E 1的范围为–491±6 mV（vs NHE）-对于6,7,8,9-tetrahydro-2,3,12,13-tetramethyldipyrido [1,2- a：2'，1'- c ] [1,4] dizocinediium dibromide （V42 2+）。
• Mechanism and kinetics of homogeneous 1-methyl-carbamidopyridinyl radical reactions
  作者：Robert J. Forster

  DOI：10.1039/a808445i

  日期：——

  The effect of changing the substitution pattern on the mechanism and kinetics of homogeneous solution reactions of electrogenerated 1-methyl-carbamidopyridinyl radicals has been investigated. The dynamics and energetics of the reactions of 1-methyl-3-carbamidopyridinium, 1-methyl-4-carbamidopyridinium and 1-methyl-3,4-dicarbamidopyridinium perchlorate have been explored using fast scan cyclic voltammetry and double potential step chronoamperometry conducted on a microsecond timescale at ultramicroelectrodes. The reaction mechanisms have been probed by determining the dependence of the peak potential, the peak currents and current ratios on the experimental timescale, the pyridinium concentration and solution pH. 1-Methyl-3-carbamidopyridinyl radicals react via a dimerisation mechanism involving direct coupling of the electrogenerated neutral radicals at a rate of approximately 1.6±0.1×107 M-1 s-1 in DMF containing 1.0 M tetraethylammonium perchlorate (TEAP) as supporting electrolyte. The 1-methyl-4-carbamidopyridinyl and 1-methyl-3,4-dicarbamidopyridinyl radicals react via a pH dependent ECE–DISP1 mechanism, E, C and DISP denote electron transfer, following chemical and disproportionation reactions, respectively. In this mechanism, the radical, R, generated after the first electron transfer step (E), reacts with the protonated radical, RH+, and RH+ reacts with other RH+ to yield pyridinium and a dihydropyridine. The rate constant for the reaction of 1-methyl-4-carbamidopyridinyl radicals in aqueous acetate buffer at pH 7 is approximately 1.6±0.1×105 M-1 s-1. In contrast, the rate constant for the loss of 1-methyl-3,4-carbamidopyridinyl radicals is significantly smaller being approximately 1.2±0.1×103 M-1 s-1. This reduced rate constant reflects both steric constraints and the electron withdrawing character of the second carbamido group which stabilises the radical species. In all three cases, temperature resolved potential step measurements reveal low activation energies (<40 kJ mol-1) which are consistent with the rapid nature of the radical coupling reactions observed.

  s-1。
• Steenken; Telo; Novais, Journal of the American Chemical Society, 1992, vol. 114, # 12, p. 4701 - 4709
  作者：Steenken、Telo、Novais、Candeias

  DOI：——

  日期：——