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P209

Sigma-Aldrich

Parabanic acid

99%

Synonym(s):

Imidazolidinetrione, Oxalylurea, Trioxoimidazolidine

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About This Item

Empirical Formula (Hill Notation):
C3H2N2O3
CAS Number:
120-89-8
Molecular Weight:
114.06
EC Number:
204-434-3
MDL number:
MFCD00014493
UNSPSC Code:
12352100
eCl@ss:
39161001
PubChem Substance ID:
24278003
NACRES:
NA.22

Quality Level

100

Assay

99%

form

powder

mp

249 °C (dec.) (lit.)

SMILES string

O=C1NC(=O)C(=O)N1

InChI

1S/C3H2N2O3/c6-1-2(7)5-3(8)4-1/h(H2,4,5,6,7,8)

InChI key

ZFLIKDUSUDBGCD-UHFFFAOYSA-N

Application

Reactant for:
  • Enantiospecific assembly of homochiral, hexanuclear palladium complexes
  • Mitsunobu reactions
  • Quantitative cascade condensation reactions

Reactant for synthesis of:
  • Pyridine derivatives
  • Nitroesters
  • Parabanic acid derivatives

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Reduction of oxalogenesis in a rapid gas chromatographic procedure for the analysis of oxalate ion in urine.
H A Moye et al.
Clinica chimica acta; international journal of clinical chemistry, 129(3), 385-390 (1983-04-25)
H Kaur et al.
Chemico-biological interactions, 73(2-3), 235-247 (1990-01-01)
Uric acid is an end-product of purine metabolism in Man, and has been suggested to act as an antioxidant in vivo. Products of attack upon uric acid by various oxidants were measured by high performance liquid chromatography. Hypochlorous acid rapidly
L Hillered et al.
Neuroreport, 6(13), 1816-1820 (1995-09-11)
The authors used intracerebral microdialysis to harvest allantoin and parabanic acid, potential markers of in vivo oxygen radical activity, from the frontal lobe cortex of three patients in the neurointensive care unit after serious aneurysmal subarachnoid haemorrhage. Clinical events involving
X M He et al.
Acta crystallographica. Section B, Structural science, 44 ( Pt 3), 271-281 (1988-06-01)
The crystal structure of parabanic acid (1H,3H-imidazoletrione, C3H2N2O3, Mr = 114.1) at 123 K [monoclinic, P2(1)/n, Z = 4, a = 10.704 (2), b = 8.187 (2), c = 4.969 (1) A, beta = 92.32 (1)o] has been determined by
T Kotani et al.
Chemical & pharmaceutical bulletin, 45(2), 297-304 (1997-02-01)
Accumulation of intracellular sorbitol, the product of glucose reduction catalyzed by aldose reductase (AR) [EC 1.1.1.21], is thought to be the main culprit in the development of diabetic complications. A series of 3-arylalkyl-2,4,5-trioxoimidazolidine-1-acetic acids was prepared and tested for inhibitory
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