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P209 Aldrich

Parabanic acid

99%

Synonym: Imidazolidinetrione, Oxalylurea, Trioxoimidazolidine

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Properties

Related Categories Building Blocks, Chemical Synthesis, Heterocyclic Building Blocks, Imidazolines/Imidazolidines
assay   99%
mp   249 °C (dec.)(lit.)

Description

Packaging

5 g in glass bottle

Application

Reactant for:
• Enantiospecific assembly of homochiral, hexanuclear palladium complexes1
• Mitsunobu reactions2
• Quantitative cascade condensation reactions3

Reactant for synthesis of:
• Pyridine derivatives4
• Nitroesters5
• Parabanic acid derivatives6

Price and Availability

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Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
Hazard Codes (Europe) 
Xi
Risk Statements (Europe) 
Safety Statements (Europe) 
26-36
WGK Germany 
3

Protocols & Articles

Peer-Reviewed Papers

References

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1. Enantiospecific assembly of a homochiral, hexanuclear palladium complex H. M. Colquhoun, et al., Inorg. Chem. 8, 2009, (2009)

2. The Mitsunobu reaction D. L. Hughes, et al., Org. React. 42, (1992)

3. Quantitative cascade condensations between o-phenylenediamines and 1,2-dicarbonyl compounds without production of wastes G. Kaupp and M. R. Jamal, European J. Org. Chem. 8, 1368-1373, (2002)

4. An efficient synthesis of 3-amino-2-arylimidazo[1,2-a]pyridines M. Adib, et al., Tetrahedron Lett. 49, 5108-5110, (2008)

5. Synthesis of nitroesters based on methylol derivatives of parabanic and isocyanuric acids A. S. Ermakov, et al., Russ. J. Org. Chem. 41, 255-256, (2005)

6. [(η5-C5H5)Fe(CO)2](Fp)-complexes of the parabanic acid mono- and dianion: synthesis, X-ray structures and reactivity of the heterocyclic ligand K. Iski, et al., Polyhedron 23, 1441-1446, (2004)

Suitability of reverse-phase columns from different sources for separation of uric acid from its oxidation products. Hicks M, Wong LS, and Day RO Anal. Biochem. 210(2), 428-30, (1993)

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Reduction of oxalogenesis in a rapid gas chromatographic procedure for the analysis of oxalate ion in urine. Moye HA, Malagodi MH, and Clarke DH Clin. Chim. Acta 129(3), 385-90, (1983)

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Thermal vibrations and electrostatic properties of parabanic acid at 123 and 298 K. He XM, Swaminathan S, Craven BM, et al. Acta Crystallogr. B 44 ( Pt 3), 271-81, (1988)

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Highly selective aldose reductase inhibitors. II. Optimization of the aryl part of 3-(arylmethyl)-2,4,5-trioxoimidazolidine-1-acetic acids. Kotani T, Ishii A, Nagaki Y, et al. Chem. Pharm. Bull. 45(2), 297-304, (1997)

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Parabanic acid for monitoring of oxygen radical activity in the injured human brain. Hillered L and Persson L Neuroreport 6(13), 1816-20, (1995)

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Computational thermochemistry of six ureas, imidazolidin-2-one, N,N'-trimethyleneurea, benzimidazolinone, parabanic acid, barbital (5,5'-diethylbarbituric acid), and 3,4,4'-trichlorocarbanilide, with an extension to related compounds. Dávalos JZ, Ribeiro da Silva Md, Ribeiro da Silva MA, et al. J. Phys. Chem. A 114(34), 9237-45, (2010)

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Action of biologically-relevant oxidizing species upon uric acid. Identification of uric acid oxidation products. Kaur H and Halliwell B Chem. Biol. Interact. 73(2-3), 235-47, (1990)

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Merck 14,7022

Beil. 24,449

FT-IR 2 (1), 1373:B / IR-Spectra (2), 425:D / IR-Spectra (3), 480:D / Structure Index 1, 148:A:1

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