4-amino-1-methyl-1H-imidazole-5-carboxamide

• ChemBase ID: 160245
• Molecular Formular: C5H8N4O
• Molecular Mass: 140.14322
• Monoisotopic Mass: 140.0698109
• SMILES: n1c(c(n(c1)C)C(=O)N)N
• Canonical SMILES: NC(=O)c1c(N)ncn1C
• InChI: InChI=1S/C5H8N4O/c1-9-2-8-4(6)3(9)5(7)10/h2H,6H2,1H3,(H2,7,10)
• InChIKey: QZDBHTVZARFFPC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-1-methyl-1H-imidazole-5-carboxamide
• IUPAC Traditional name: 5-amino-3-methylimidazole-4-carboxamide
• Synonyms: 4-Amino-1-methyl-imidazole-5-carboxamide; NSC 7858; 4-Amino-1-methyl-1H-imidazole-5-carboxamide

Database IDs

• CAS Number: 5413-89-8
• PubChem SID: 162254380
• PubChem CID: 222242

CALCULATED PROPERTIES

• Acid pKa: 15.379031
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.8705397
• LogD (pH = 7.4): -0.7374313
• Log P: -0.73537517
• Molar Refractivity: 37.8793 cm^3
• Polarizability: 12.975596 Å^3
• Polar Surface Area: 86.93 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide
• Apperance: Off-White Solid

Safety Information

• Storage Condition: Room Temp

DETAILS

Toronto Research Chemicals - A613135

A derivative of imidazole used in the synthesis of heteroxanthine.

REFERENCES

• Sarasin, J., et al.: Helv. Chim. Acta, 7, 713 (1924)