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Barbituric acid

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Name

Barbituric acid

EINECS 200-658-0
CAS No. 67-52-7 Density 1.455 g/cm3
PSA 75.27000 LogP -0.59990
Solubility 142 g/L (20 °C) in water Melting Point 248-252 °C (dec.)(lit.)
Formula C4H4N2O3 Boiling Point 260 °C
Molecular Weight 128.087 Flash Point 150 °C
Transport Information N/A Appearance cream coloured fine crystalline powder
Safety 24/25 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 67-52-7 (Barbituric acid) Hazard Symbols N/A
Synonyms

Hexahydropyrimidine-2,4,6-trione;2,4,6-Pyrimidinetrione;Barbitursaeure;Hydrouracil, 6-hydroxy-;2,4,6-Trihydroxypyrimidine(Barbituric acid);2, 4, 6-Trihydroxypyrimidine;Malonylurea;6-Hydroxyuracil;Urea, N,N-(1,3-dioxo-1,3-propanediyl)-;2,4,6-Pyrimidinetriol;pyrimidine-2,4,6(1H,3H,5H)-trione;2,4,6 (1H,3H,5H)-Pyrimidinetrione;Barbituric acid (VAN) (8CI);1,3-diazinane-2,4,6-trione;Pyrimidinetrione;sodium 4,6-dioxo-1H-pyrimidin-2-olate;Urea, N, N-(1,3-dioxo-1,3-propanediyl)-;2,4,6-Trioxohexahydropyrimidine;2,4,6-(1H,3H,5H)-Pyrimidinetrione;Malonylharnstoff;Pyrimidinetriol;1,2,3,4,5,6-Hexahydro-2,4,6-pyrimidinetrione;Barbiturate;2,4,6-Trihydroxypyrimidine;

Article Data 96

Barbituric acid Chemical Properties

IUPAC Name: 1,3-diazinane-2,4,6-trione 
Empirical Formula: C4H4N2O3
Molecular Weight: 128.0862g/mol
EINECS: 200-658-0 
Structure of Barbituric acid (CAS NO.67-52-7):

Melting Point: 248-252 °C (dec.)(lit.)
Boiling Point: 260 °C 
Flash Point: 150 °C
Water Solubility: 142 g/L (20 ºC)
Index of Refraction: 1.492
Molar Refractivity: 25.53 cm3
Molar Volume: 88 cm3
Polarizability: 10.12×10-24cm3
Surface Tension: 48.7 dyne/cm
Density: 1.455 g/cm3 
Product Categories: Pharmaceutical Intermediates;PYRIMIDINE;Miscellaneous Biochemicals;Pyrimidine series 
Canonical SMILES: C1C(=O)NC(=O)NC1=O
InChI: InChI=1S/C4H4N2O3/c7-2-1-3(8)6-4(9)5-2/h1H2,(H2,5,6,7,8,9)
InChIKey: HNYOPLTXPVRDBG-UHFFFAOYSA-N

Barbituric acid History

 Barbituric acid (CAS NO.67-52-7) was discovered by the German chemist Adolf von Baeyer on 4. December 1864—the feast of St Barbara and therefore the name given to the compound—by combining urea and malonic acid in a condensation reaction. and The first to be used in medicine was barbital (Veronal) starting in 1903, and the second, phenobarbitone a.k.a. phenobarbital was first marketed in 1912.

Barbituric acid Uses

  Barbituric acid (CAS NO.67-52-7) is used in synthesis of riboflavin.

Barbituric acid Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 505mg/kg (505mg/kg)   Yakugaku Zasshi. Journal of Pharmacy. Vol. 106, Pg. 504, 1986.
rat LD50 oral > 5gm/kg (5000mg/kg)   Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971.


 

Barbituric acid Safety Profile

Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 24/25
S24/25:Avoid contact with skin and eyes.
WGK Germany: 1
RTECS: CP8000000
HS Code: 29335200

Barbituric acid Specification

  Barbituric acid , its cas register number is 67-52-7. It also can be called 2,4,6(1H,3H,5H)-Pyrimidinetrione ; 2,4,6-Pyrimidinetriol ; 2,4,6-Pyrimidinetrione ; 2,4,6-Trihydroxypyrimidine ; 2,4,6-Trioxohexahydropyrimidine ; 6-Hydroxyuracil ;
 Hydrouracil, 6-hydroxy- ; Malonylurea  ; Pyrimidinetriol ; Pyrimidinetrione ; Urea, N,N'-(1,3-dioxo-1,3-propanediyl)- . Barbituric acid (CAS NO.67-52-7) is a cream coloured fine crystalline powder.

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