N-glyoxylylglycinamide | 107378-26-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-glyoxylylglycinamide
• 英文别名: N-glyoxylglycineamide；2-(Oxaldehydoylamino)acetamide
• CAS: 107378-26-7
• 化学式: C₄H₆N₂O₃
• mdl: MFCD19205528
• 分子量: 130.103
• InChiKey: RHAZNQDNPTWRED-UHFFFAOYSA-N

物化性质

• 密度：
  1.319±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.9
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  89.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 N-glyoxylylglycinamide 以 溶剂黄146 为溶剂， 反应 4.0h， 以28%的产率得到Acetic acid 5-acetoxy-pyrazin-2-yl ester
  参考文献：
  名称：

  Adachi, Jiro; Sato, Nobuhiro, Journal of Heterocyclic Chemistry, 1986, vol. 23, # 3, p. 871 - 875

  摘要：

  DOI：
• 作为产物：
  描述：

  N,N'-bis(2-amino-2-oxoethyl)-2,3-dihydroxybutanediamide 在 过碘酸 作用下， 以 水 为溶剂， 反应 4.0h， 以41%的产率得到N-glyoxylylglycinamide
  参考文献：
  名称：

  Adachi, Jiro; Sato, Nobuhiro, Journal of Heterocyclic Chemistry, 1986, vol. 23, # 3, p. 871 - 875

  摘要：

  DOI：

文献信息

• Mieden, Oliver J.; Sonntag, Clemens von, Zeitschrift fur Naturforschung, B: Chemical Sciences, 1989, vol. 44, # 8, p. 959 - 974
  作者：Mieden, Oliver J.、Sonntag, Clemens von

  DOI：——

  日期：——
• Peptide peroxyl radicals: base-induced superoxide radical ion elimination versus bimolecular decay. A pulse radiolysis and product study
  作者：Oliver J. Mieden、Man Nien Schuchmann、Clemens von Sonntag

  DOI：10.1021/j100117a026

  日期：1993.4

  Radiolytically generated OH radicals react with the cyclic dipeptides glycine anhydride (1) and alanine anhydride (2), forming a single type of peptide radical in each case by abstracting a carbon-bound H atom at the ring. In the case of sarcosine anhydride (3), besides the C(3) or C(6) H atoms (78%), the H atoms at the N-methyl groups are also targets of the OH radical attack (22%). In N2O/O2 (4:1 v/v) saturated solutions these peptide radicals add oxygen (k almost-equal-to 2 x 10(9) dm3 mol-1 s-1) to form the corresponding peroxyl radicals 6 (from 1), 7 (from 2), and 12 and 13 (from 3). The kinetics of O2.- elimination from the radicals 6 and 7 has been monitored by pulse radiolysis techniques. The pK(a) values of the peroxyl radicals 6 and 7 have been determined to be 10.8 and 11.2, respectively. The anions of these peroxyl radicals (6a and 7a) rapidly eliminate O2.- with the rate constants 1.6 x 10(5) and 3.7 x 10(6) s-1, respectively. In contrast, the spontaneous HO2. elimination reactions of the peroxyl radicals 6 and 7 are very slow, with rate constants of < 1 and approximately 0.5 s-1 as estimated from product analysis. The overall bimolecular decay rate constants of the cyclic dipeptide peroxyl radicals have been determined by pulse radiolysis measurements (2k(6) = 8.6 x 10(8) dm3 mol-1 s-1; 2k(7) = 1.6 x 10(8) dm3 mol-1 s-1; 2k(12/13) = 4.0 X 10(8) dm3 mol-1 s-1). The main products (G values) in the gamma radiolysis of glycine anhydride in N2O/O2-saturated solution at pH 6 are 3-hydroxy-2,5-dioxopiperazine (14) (3.5 x 10(-7) mol J-1), 2,3,5-trioxopiperazine (17) (1.6 X 10(-7) mol J-1), and 2,5-dioxo-2,3,4,5-tetrahydropyrazine (8) (0.4 x 10(-7) mol J-1). The product 8 is in equilibrium with its hydrate 14, which is again in equilibrium with its ring-opened form N-glyoxylyl glycinamide (16). In acidic solutions radical 6 decays essentially bimolecularly, giving equal amounts of 14 (present in an equilibrium mixture of 8, 14, and 16) and 17. In basic solutions 14 becomes the single main product as the OH--induced O2.- elimination reaction becomes much faster than the bimolecular decay. This is in good agreement with the yield of O2.- formation as monitored by its reaction with tetranitromethane under various pH conditions. With alanine anhydride (2), the main reaction under gamma radiolysis conditions even at pH 6 is still the OH--induced O2.- elimination reaction with 3-hydroxy-2,5-dioxo-3,6-dimethylpiperazine (15) as the single main product (G(15) = 4.7 x 10(-7) mol J-1). The major peroxyl radical in the sarcosine anhydride system (12) only decays bimolecularly either by self-termination or by cross-termination with the minor peroxy radical 13 (products at pH 6 in gamma radiolysis: 2,3,5-trioxo-1,4-dimethylpiperazine (20), G = 4.0 x 10(-7) mol J-1; 3-hydroxy-2,5-dioxo-1,4-dimethylpiperazine(21), G = 0.4 x 10(-7) mol J-1; 1-formyl-2,5-dioxo-4-methylpiperazine (22), G = 0.6 x 10(-7) mol J-1; and 2,5-dioxo-1-methylpiperazine (24), G = 0.6 x 10(-7) mol J-1). The O2.-elimination reaction of radical 13 is estimated to have a rate constant of < 5 s-1.
• Adachi, Jiro; Sato, Nobuhiro, Journal of Heterocyclic Chemistry, 1986, vol. 23, # 3, p. 871 - 875
  作者：Adachi, Jiro、Sato, Nobuhiro

  DOI：——

  日期：——