585-05-7

Basic information

• Product Name: 3-OXALURIC ACID
• Synonyms: oxaluricacid;3-OXALURIC ACID;Carbamoyloxamic acid;N-Oxarourea;Oxalic monoureide;Ureidooxoacetic acid;2-(aminocarbonylamino)-2-oxo-ethanoic acid;2-(carbamoylamino)-2-oxoacetic acid
• CAS NO: 585-05-7
• Molecular Formula: C₃H₄N₂O₄
• Molecular Weight: 132.07
• Mol File: 585-05-7.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• Density: 1.663g/cm³
• Refractive Index: 1.534
• PKA: 1.22±0.20(Predicted)
• CAS DataBase Reference: 3-OXALURIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-OXALURIC ACID(585-05-7)
• EPA Substance Registry System: 3-OXALURIC ACID(585-05-7)

Safety Data

• Hazardous Substances Data: 585-05-7(Hazardous Substances Data)

Usage

Definition

ChEBI: A 2-oxo monocarboxylic acid that is amino(oxo)acetic acid substituted by a carbamoylamino group at the nitrogen atom.

InChI:InChI=1/C3H4N2O4/c4-3(9)5-1(6)2(7)8/h(H,7,8)(H3,4,5,6,9)

Upstream product

• 611-08-5 5-nitrobarbituric acid 
• 61066-33-9 pyrimidine-2,4,5,6(1H,3H)-tetraone 
• 51-20-7 5-bromouracil 
• 7647-01-0 hydrogenchloride 
• 857977-45-8 (4,5-diamino-5-hydroxy-2-oxo-imidazolidin-4-yl)-urea 
• 23090-99-5 diazo-(5-hydroxy-2,4,6-trioxo-hexahydro-pyrimidin-5-yl)-acetic acid ethyl ester 
• 7722-84-1 dihydrogen peroxide 
• 69-93-2 uric Acid 
• 7664-41-7 ammonia 
• 7697-37-2 nitric acid 
• 120-89-8 parabanic acid 
• 64-19-7 acetic acid 
• 20636-41-3 5-hydroxyuracil 
• 25589-18-8 3-benzyl-6-methylpyrimidine-2,4(1H,3H)-dione 

Downstream Products

• 120-89-8 parabanic acid 
• 2207-75-2 monopotassium 1,2,3,4-tetrahydro-2,4-dioxo-1,3,5-triazine-6-carboxylate 
• 144-62-7 oxalic acid 
• 57-13-6 urea 
• 6009-70-7 ammonium oxalate monohydrate 
• 631-62-9 urea-oxalic acid co-crystal 2:1 
• 530084-26-5 oxalic acid methyl ester ureide 

Relevant articles and documents

(2,5-Dioxoimidazolidin-4-ylidene)aminocarbonylcarbamic Acid as a Precursor of Parabanic Acid, the Singlet Oxygen-Specific Oxidation Product of Uric Acid

Previously, we identified that parabanic acid (PA) and its hydrolysate, oxaluric acid (OUA), are the singlet oxygen-specific oxidation products of uric acid (UA). In this study, we investigated the PA formation mechanism by using HPLC and a time-of-flight mass spectrometry technique and identified unknown intermediates as (2,5-dioxoimidazolidin-4-ylidene)aminocarbonylcarbamic acid (DIAA), dehydroallantoin, and 4-hydroxyallantoin (4-HAL). DIAA is the key to PA production, and its formation pathway was characterized using 18O2 and H218O. Two oxygen atoms were confirmed to be incorporated into DIAA: the 5-oxo- oxygen from singlet oxygen and the carboxylic oxygen from water. Isolated DIAA and 4-HAL gave PA stoichiometrically. A plausible reaction scheme in which two pathways branch out from DIAA is presented, and the potential for PA as an endogenous probe for biological formation of singlet oxygen is discussed.