Barbituric acid

Barbituric acid
Names
	Preferred IUPAC name 1,3-Diazinane-2,4,6-trione
	Other names 2,4,6(1H,3H,5H)-Pyrimidinetrione; Pyrimidine-2,4,6(1H,3H,5H)-trione; 2,4,6-Trioxohexahydropyrimidine; 2,4,6-Trihydroxypyrimidine; 2,4,6-Trioxypyrimidine; 2,4,6-Pyrimidinetriol; 2,4,6-Pyrimidinetrione; Pyrimidinetriol; 2,4,6-Trihydroxy-1,3-diazine; N,N-Malonylurea; Malonylurea; 6-Hydroxyuracil; 6-Hydroxy-hydrouracil; N,N-(1,3-Dioxo-1,3-propanediyl)urea;
Identifiers
CAS Number	67-52-7 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	120502
ChEBI	CHEBI:16294 ;
ChEMBL	ChEMBL574699 ;
ChemSpider	5976 ;
ECHA InfoCard	100.000.598
EC Number	200-658-0;
Gmelin Reference	101571
KEGG	C00813 ;
PubChem CID	6211;
UNII	WQ92Y2793G ;
CompTox Dashboard (EPA)	DTXSID8020129 ;
	InChI InChI=1S/C4H4N2O3/c7-2-1-3(8)6-4(9)5-2/h1H2,(H2,5,6,7,8,9) Key: HNYOPLTXPVRDBG-UHFFFAOYSA-N ; InChI=1/C4H4N2O3/c7-2-1-3(8)6-4(9)5-2/h1H2,(H2,5,6,7,8,9) Key: HNYOPLTXPVRDBG-UHFFFAOYAE;
	SMILES O=C1NC(=O)NC(=O)C1;
Properties
Chemical formula	C4H4N2O3
Molar mass	128.087 g·mol−1
Appearance	White crystals
Melting point	245 °C (473 °F; 518 K)
Boiling point	260 °C (500 °F; 533 K)
Solubility in water	142 g/L (20 °C)
Acidity (pKa)	4.01 (H2O)
Magnetic susceptibility (χ)	−78.6·10−6 cm3/mol crystal+2H20; −53.8·10−6 cm3/mol Anhy.;
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
NFPA 704 (fire diamond)	2 1 0
Safety data sheet (SDS)	External MSDS
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Barbituric acid or malonylurea or 6-hydroxyuracil is an organic compound based on a pyrimidine heterocyclic skeleton. It is an odorless powder soluble in water. Barbituric acid is the parent compound of barbiturate drugs, although barbituric acid itself is not pharmacologically active. The compound was first synthesised by Adolf von Baeyer.