5-amino(4,5-13C2,3-15N)-1H-imidazole-4-carboxamide hydrochloride

• ChemBase ID: 160199
• Molecular Formular: C4H7ClN4O
• Molecular Mass: 165.55629857
• Monoisotopic Mass: 165.03458311
• SMILES: [13c]1([13c]([nH]c[15n]1)N)C(=O)N.Cl
• Canonical SMILES: NC(=O)[13c]1[15n]c[nH][13c]1N.Cl
• InChI: InChI=1S/C4H6N4O.ClH/c5-3-2(4(6)9)7-1-8-3;/h1H,5H2,(H2,6,9)(H,7,8);1H/i2+1,3+1,7+1
• InChIKey: MXCUYSMIELHIQL-UJQHOCGYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-amino(4,5-^1^3C₂,3-^1^5N)-1H-imidazole-4-carboxamide hydrochloride
• IUPAC Traditional name: 5-amino(4,5-^1^3C₂,3-^1^5N)-1H-imidazole-4-carboxamide hydrochloride
• Synonyms: AICA-13C2,15N; 4-Amino-5-carbamoylimidazole-13C2,15N2Hydrochloride Salt; 5-Aminoimidazole-4-carboxamide-13C2,15N Hydrochloride Salt; AIC-13C2,15N; Ba 2756-13C2,15N; NSC 7784-13C2,15N; 5-Aminoimidazole-4-carboxamide-13C2,15N Hydrochloride Salt

Database IDs

• CAS Number: 1246816-45-4
• PubChem SID: 162254334
• PubChem CID: 71313277

CALCULATED PROPERTIES

• Acid pKa: 10.471152
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -1.1780831
• LogD (pH = 7.4): -1.0016403
• Log P: -0.99836856
• Molar Refractivity: 31.6729 cm^3
• Polarizability: 11.237611 Å^3
• Polar Surface Area: 97.79 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Light Tan to Pale Pink Solid
• Melting Point: 235-240°C (dec.)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - A611692

A metabolite of Temozolomide.

REFERENCES

• Jaeken, J., et al.: Lancet, 2, 1058 (1984)
• Baggott, J., et al.: Biochem. J., 236, 193 (1984)
• Baggott, J., et al.: Arch. Dermatol., 135, 813 (1984)