ureidoacetylaminoethanoic acid | 17303-54-7

• 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: ureidoacetylaminoethanoic acid
• 英文别名: N-(N-carbamoyl-glycyl)-glycine；N-(N-Carbamoyl-glycyl)-glycin；(Ureidoacetyl-amino)-essigsaeure；Diglycinhydantoinsaeure；N-Ureidoacetyl-glycin；(2-Ureido-acetylamino)-acetic acid；2-[[2-(carbamoylamino)acetyl]amino]acetic acid
• CAS: 17303-54-7
• 化学式: C₅H₉N₃O₄
• 分子量: 175.144
• InChiKey: BMRYPQYWSJESHA-UHFFFAOYSA-N

物化性质

• 熔点：
  220-222 °C
• 沸点：
  531.1±50.0 °C(Predicted)
• 密度：
  1.444±0.06 g/cm3(Predicted)
• 溶解度：
  0.13 M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.1
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  122
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4,5-二羟基四氢-2H-咪唑-2-酮 、 ureidoacetylaminoethanoic acid 在 盐酸 作用下， 以 水 为溶剂， 反应 1.0h， 以40%的产率得到(1R*,5S*)-N-[(3,7-dioxo-2,4,6,8-tetraazabicyclo[3.3.0]oct-2-yl)acetyl]aminoethanoic acid
  参考文献：
  名称：

  摘要：

  New (1R(*),5S(*))-2-R-2,4,6,8-tetraazabicyclo[3.3.0]octane-3.7-diones containing the terminal carboxy or hydroxy group in the substituent R were synthesized by cyclocondensation of 4,5-dihydroxyimidazolidin-2-one with 1-R-ureas. Single-crystal X-ray diffraction analysis showed that 2-carboxyethyl-2,4,6,8-tetraazabicyclo[3.3.0] octane-3,7-dione crystallizes as a racemate.

  DOI：

  10.1023/a:1022473004714
• 作为产物：
  描述：

  potassium cyanate 、 双甘肽 在 水 作用下， 生成 ureidoacetylaminoethanoic acid
  参考文献：
  名称：

  McMeekin; Cohn; Weare, Journal of the American Chemical Society, 1936, vol. 58, p. 2174

  摘要：

  DOI：

文献信息

• α-Thioureidoalkylation of functionally substituted ureas: I. Tandem cyclization and esterification in reactions of N-(carboxyalkyl)ureas with 1,3-dialkyl-4,5-dihydroxy-4,5-diphenylimidazolidine-2-thiones in alcohols
  作者：V. V. Baranov、G. A. Gazieva、Yu. V. Nelyubina、A. N. Kravchenko、N. N. Makhova

  DOI：10.1134/s1070428011100204

  日期：2011.10

  Acid-catalyzed reactions of N-(carboxyalkyl)ureas with 1,3-dialkyl-4,5-dihydroxy-4,5-diphenylimidazolidine-2-thiones in methanol or propan-2-ol led to the formation of previously unknown omega-(4,6-dialkyl-2-oxo-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)alkanoic acids and their methyl and isopropyl esters. The structure of some esters was proved by X-ray analysis. Methyl (4,6-diethyl-2-oxo-3a,6adiphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)acetate showed anxiolytic effect.
• Specific features of the reaction of vanadyl acetylacetonate with tert-butyl hydroperoxide
  作者：L. P. Stepovik、M. V. Gulenova

  DOI：10.1134/s1070363209080143

  日期：2009.8

  Reaction of vanadyl acetylacetonate with tert-butyl hydroperoxide (benzene, 20 degrees C) at any molar ratio leads to the elimination of ligand and its oxidation mainly to CO2 and acetic acid. At the (acac)(2)VO: t-BuOOH ratio above 1: 10 liberation of oxygen partially in the singlet state takes place.
• ——
  作者：A. N. Kravchenko、E. Yu. Maksareva、P. A. Belyakov、A. S. Sigachev、K. Yu. Chegaev、K. A. Lyssenko、O. V. Lebedev、N. N. Makhova

  DOI：10.1023/a:1022473004714

  日期：——

  New (1R(*),5S(*))-2-R-2,4,6,8-tetraazabicyclo[3.3.0]octane-3.7-diones containing the terminal carboxy or hydroxy group in the substituent R were synthesized by cyclocondensation of 4,5-dihydroxyimidazolidin-2-one with 1-R-ureas. Single-crystal X-ray diffraction analysis showed that 2-carboxyethyl-2,4,6,8-tetraazabicyclo[3.3.0] octane-3,7-dione crystallizes as a racemate.
• McMeekin; Cohn; Weare, Journal of the American Chemical Society, 1936, vol. 58, p. 2174
  作者：McMeekin、Cohn、Weare

  DOI：——

  日期：——