3-benzyl-7-methyl-2,3,6,7,8,9-hexahydro-1H-purine-2,6,8-trione

• ChemBase ID: 176605
• Molecular Formular: C13H12N4O3
• Molecular Mass: 272.25938
• Monoisotopic Mass: 272.09094026
• SMILES: c1(=O)[nH]c(=O)c2c(n1Cc1ccccc1)[nH]c(=O)n2C
• Canonical SMILES: O=c1[nH]c(=O)c2c(n1Cc1ccccc1)[nH]c(=O)n2C
• InChI: InChI=1S/C13H12N4O3/c1-16-9-10(14-12(16)19)17(13(20)15-11(9)18)7-8-5-3-2-4-6-8/h2-6H,7H2,1H3,(H,14,19)(H,15,18,20)
• InChIKey: LGRZSXBOIJJXNO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-benzyl-7-methyl-2,3,6,7,8,9-hexahydro-1H-purine-2,6,8-trione
• IUPAC Traditional name: 3-benzyl-7-methyl-1,9-dihydropurine-2,6,8-trione
• Synonyms: 7,9-Dihydro-7-methyl-3-(phenylmethyl)-1H-purine-2,6,8(3H)-trione; N-Phenylmethyl-7-methyluric Acid

Database IDs

• CAS Number: 72816-95-6
• PubChem SID: 164232515
• PubChem CID: 12564844

CALCULATED PROPERTIES

• Acid pKa: 8.2504635
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.62690127
• LogD (pH = 7.4): 0.573032
• Log P: 0.6276323
• Molar Refractivity: 80.0346 cm^3
• Polarizability: 26.357746 Å^3
• Polar Surface Area: 81.75 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

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

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - P335775

Protected metabolite of Theobromine.

REFERENCES

• Tarka, S.M., et al.: Clin. Pharmacol. Therap., 34, 546 (1983)
• Bonati, M., et al.: Toxicology, 30, 327 (1984)