1-(2H3)methyl-7-methyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione

• ChemBase ID: 176234
• Molecular Formular: C7H8N4O2
• Molecular Mass: 180.16402
• Monoisotopic Mass: 180.06472552
• SMILES: n1(c(=O)[nH]c2c(c1=O)n(cn2)C)C
• Canonical SMILES: Cn1cnc2c1c(=O)n(c(=O)[nH]2)C
• InChI: InChI=1S/C7H8N4O2/c1-10-3-8-5-4(10)6(12)11(2)7(13)9-5/h3H,1-2H3,(H,9,13)
• InChIKey: QUNWUDVFRNGTCO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(^2H₃)methyl-7-methyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
• IUPAC Traditional name: 1-(^2H₃)methyl-7-methyl-3H-purine-2,6-dione
• Synonyms: 1,7-Dimethylxanthine-d3; 3,7-Dihydro-1-(methyl-d3)-7-methyl-1H-purine-2,6-dione; Paraxanthine-1-methyl-d3

Database IDs

• CAS Number: 188297-90-7
• PubChem SID: 164232144
• PubChem CID: 59272721

CALCULATED PROPERTIES

• Acid pKa: 10.761287
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.2402859
• LogD (pH = 7.4): 0.24010879
• Log P: 0.24028835
• Molar Refractivity: 46.7153 cm^3
• Polarizability: 16.055336 Å^3
• Polar Surface Area: 67.23 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 0.1N Sodium Hydroxide (2 mg/ml); DMSO; Ethanol (0.6 mg/ml); Water (1 mg/ml)
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 283-285°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - P192502

An adenosine receptor ligand and a major metabolite of caffeine.

REFERENCES

• Proc. Natl. Acad. Sci. USA 78, 3260 (1981)
• Cell Mol. Neurobiol., 3, 69 (1981)
• Eur. J. Pharmacol., 179, 295 (1990)