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

• ChemBase ID: 177519
• Molecular Formular: C9H13N3O6
• Molecular Mass: 259.21602
• Monoisotopic Mass: 259.08043515
• SMILES: [C@@H]1([C@H]([C@@H](O[C@@H]1CO)n1cnc(n1)C(=O)OC)O)O
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc(n1)C(=O)OC
• InChI: InChI=1S/C9H13N3O6/c1-17-9(16)7-10-3-12(11-7)8-6(15)5(14)4(2-13)18-8/h3-6,8,13-15H,2H2,1H3/t4-,5-,6-,8-/m1/s1
• InChIKey: RFJYLFZDYHCYNF-UAKXSSHOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-1,2,4-triazole-3-carboxylate
• IUPAC Traditional name: methyl 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,4-triazole-3-carboxylate
• Synonyms: 1-β-D-Ribofuranosyl-1H-1,2,4-triazole-3-carboxylic Acid Methyl Ester; Methyl 1-(β-D-Ribofuranosyl)-1,2,4-triazole-3-carboxylate; NSC 360639; Ribavirin Impurity H; 1-β-D-Ribofuranosyl-1,2,4-triazole-3-carboxylic Acid Methyl Ester(Ribavirin Impurity H)

Database IDs

• CAS Number: 38934-69-9
• PubChem SID: 164233429
• PubChem CID: 15590161

CALCULATED PROPERTIES

• Acid pKa: 12.420823
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -1.890501
• LogD (pH = 7.4): -1.8905048
• Log P: -1.8905008
• Molar Refractivity: 67.5213 cm^3
• Polarizability: 22.082506 Å^3
• Polar Surface Area: 126.93 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: White Low Melting Solid

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - R415725

Ribavirin impurity H.

REFERENCES

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