1-[(2R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-1,2,4-triazole-5-carboxamide

• ChemBase ID: 171952
• Molecular Formular: C8H12N4O5
• Molecular Mass: 244.20468
• Monoisotopic Mass: 244.0807695
• SMILES: [C@H]1(C([C@@H](O[C@@H]1CO)n1ncnc1C(=O)N)O)O
• Canonical SMILES: OC[C@H]1O[C@H](C([C@H]1O)O)n1ncnc1C(=O)N
• InChI: InChI=1S/C8H12N4O5/c9-6(16)7-10-2-11-12(7)8-5(15)4(14)3(1-13)17-8/h2-5,8,13-15H,1H2,(H2,9,16)/t3-,4+,5?,8-/m1/s1
• InChIKey: HAMRZKKGAOJPDG-PLQOEAATSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-1,2,4-triazole-5-carboxamide
• IUPAC Traditional name: 2-[(2R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,4-triazole-3-carboxamide
• Synonyms: 1-β-D-Ribofuranosyl-1H-1,2,4-triazole-5-carboxamide; Ribavirin Impurity G; Iso Ribavirin (Ribavirin Impurity G)

Database IDs

• CAS Number: 39030-43-8
• PubChem SID: 164227862
• PubChem CID: 46782001

CALCULATED PROPERTIES

• Acid pKa: 11.754064
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -2.8408558
• LogD (pH = 7.4): -2.8408465
• Log P: -2.8408558
• Molar Refractivity: 64.3907 cm^3
• Polarizability: 20.504242 Å^3
• Polar Surface Area: 143.72 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 58-60°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - I895000

Ribavirin impurity G. The N-isomer of Ribavirin.

REFERENCES

• Dea, P., et al.: Biochemistry, 13, 1862 (1974)