508-37-2

Basic information

• Product Name: Propanedioic acid,2,2-bis[(aminocarbonyl)amino]-
• Synonyms: Malonicacid, diureido- (7CI,8CI); Propanedioic acid, bis[(aminocarbonyl)amino]- (9CI);Uroxanic acid (6CI)
• CAS NO: 508-37-2
• Molecular Formula: C5H8 N4 O6
• Molecular Weight: 220.142
• Mol File: 508-37-2.mol
• Article Data: 1

Chemical Properties

• Melting Point: 162 °C (decomp)
• Boiling Point: 541.1±50.0 °C(Predicted)
• Density: 1.840±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Propanedioic acid,2,2-bis[(aminocarbonyl)amino]-(CAS DataBase Reference)
• NIST Chemistry Reference: Propanedioic acid,2,2-bis[(aminocarbonyl)amino]-(508-37-2)
• EPA Substance Registry System: Propanedioic acid,2,2-bis[(aminocarbonyl)amino]-(508-37-2)

Safety Data

• Hazardous Substances Data: 508-37-2(Hazardous Substances Data)

Usage

Uses

Uroxanic Acid is an intermediate in synthesizing Allantoic Acid (A541500), which is a metabolic intermediate in nucleic acid metabolism.

Upstream product

• 69-93-2 uric Acid 

Downstream Products

• 461-72-3 2,4-imidazolidinedione 

Relevant articles and documents

THE MECHANISM FOR THE CONVERSION OF URIC ACID INTO UROXANATE AND ALLANTOIN A NEW BASE-INDUCED 1,2-CARBOXYLATE SHIFT

Alkaline permanganate oxidation of uric acid (1), particularly the late stages of the transformation into uroxanate (7) and allantoin (3), was studied by means of isotope-position labelling.A clear-cut degradation procedure developed for distinguishing among carbonyl and α-aminal carbon atoms in these products demonstrated conclusively that the carboxylic carbon of 7 and the 4-carbonyl carbon of 3 have their origin in C(5) of uric acid (1).None of the mechanisms that have been proposed for this reaction would have predicted this result.Isotope-labelling evidence, in combination with other data, revealed the sequence of events and identities of species involved in oxidative transformation of 1; the carbon-skeleton rearrangement of the first transient intermediate 4 must occur by a 1,2-carboxylate shift to give allanatoin-5-carboxylate (6) which either decarboxylates to allantoin (3) or else undergoes hydrolytic ring opening to uroxanate (7).