[2,5-dioxo(2-13C,1,3-15N2)imidazolidin-4-yl](13C,15N2)urea

• ChemBase ID: 159653
• Molecular Formular: C4H6N4O3
• Molecular Mass: 164.07438527
• Monoisotopic Mass: 164.03883932
• SMILES: C1(=O)C([15NH][13C](=O)[15NH]1)[15NH][13C](=O)[15NH2]
• Canonical SMILES: [15NH2][13C](=O)[15NH]C1[15NH][13C](=O)[15NH]C1=O
• InChI: InChI=1S/C4H6N4O3/c5-3(10)6-1-2(9)8-4(11)7-1/h1H,(H3,5,6,10)(H2,7,8,9,11)/i3+1,4+1,5+1,6+1,7+1,8+1
• InChIKey: POJWUDADGALRAB-LSYAIDEBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [2,5-dioxo(2-^1^3C,1,3-^1^5N₂)imidazolidin-4-yl](^1^3C,^1^5N₂)urea
• IUPAC Traditional name: 2,5-dioxo(2-^1^3C,1,3-^1^5N₂)imidazolidin-4-yl(^1^3C,^1^5N₂)urea
• Synonyms: 5-Ureidohydantoin-13C2,15N4; (2,5-Dioxo-4-imidazolidinyl)urea-13C2,15N4; Allantol-13C2,15N4; Cordianine-13C2,15N4; Glyoxyldiureid-13C2,15N4; NSC 7606-13C2,15N4; Psoralon-13C2,15N4; Sebical-13C2,15N4; Septalan-13C2,15N4; Allantoin-13C2,15N4

Database IDs

• PubChem SID: 162253788
• PubChem CID: 46780111

CALCULATED PROPERTIES

• Acid pKa: 8.929712
• H Acceptors: 3
• H Donor: 4
• LogD (pH = 5.5): -2.3607004
• LogD (pH = 7.4): -2.3730338
• Log P: -2.3605409
• Molar Refractivity: 32.0225 cm^3
• Polarizability: 12.4722 Å^3
• Polar Surface Area: 113.32 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: White Solid
• Melting Point: 224-226°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - A540502

Vulnerary; debriding agent. Purine metabolite via the uric acid pathway.

REFERENCES

• Vissers, S., et al.: Eur. J. Biochem., 181, 357 (1989)
• Baars, J., et al.: Microbiology 140, 1161 (1989)
• Skinner, K., et al.: J. Biol. Chem., 273, 24491 (1989)
• Moriwaki, Y., et al., Histol. Histopathol., 14, 1321(1999).