7-Benzyl-8-bromo-3-methylxanthine

HCID 836152

Notes Reactions

Substructure search Find similar structures

Basic information

CAS: 93703-26-5
Standard SMILES: Cn1c(=O)[nH]c(=O)c2c1nc(Br)n2Cc1ccccc1
InChIKey: SFIWIEFIJQKWQZ-UHFFFAOYSA-N
Molecular formula: C13H11BrN4O2
Average molar mass: 335.16 g/mol
Monoisotopic mass: 334.00653769

Names & identifiers

Preferred name: 7-Benzyl-8-bromo-3-methylxanthine
IUPAC: 7-benzyl-8-bromo-3-methylpurine-2,6-dione
English name: 8-BroMo-3,7-dihydro-3-Methyl-7-(phenylMethyl)-1H-purine-2,6-dione
Molecular formula: C13H11BrN4O2
Molecular weight: 335.16

Names & synonyms

93703-26-57-benzyl-8-bromo-3-methyl-3,7-dihydro-1H-purine-2,6-dione7-benzyl-8-bromo-3-methylxanthine7-benzyl-8-bromo-3-methylpurine-2,6-dione8-Bromo-3,7-dihydro-3-methyl-7-(phenylmethyl)-1H-purine-2,6-dione7-benzyl-8-bromo-3-methyl-1H-purine-2,6(3H,7H)-dione7-Benzyl-8-bromo-3-methyl-3,7-dihydro-purine-2,6-dionestarbld0008799Oprea1_086607Oprea1_826970MLS001209503SCHEMBL4667126

Show more names

1H-Purine-2,6-dione, 8-bromo-3,7-dihydro-3-methyl-7-(phenylmethyl)-

CHEMBL1311662DTXSID70356889TQP1680SFIWIEFIJQKWQZ-UHFFFAOYSA-NHMS2844B05TDA70326STL236187AKOS000576979

Database identifiers

CAS: 93703-26-5
PubChem CID: 836152
DTXSID: DTXSID70356889
ChEMBL: CHEMBL1311662

Properties

Computed structural properties

XLogP: 2
Topological polar surface area: 67.2 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 2
Heavy atoms: 20
Formal charge: 0
Complexity: 413

Experimental & physicochemical properties

Solubility42.7 [ug/mL] (The mean of the results at pH 7.4)

Physicochemical properties

Density: 1.73 · 1.73±0.1 g/cm3(Predicted)
pka: 9.06 · 9.06±0.70(Predicted)

Chemistry & industry

Applications · 1 item

Uses8-Bromo-3,7-dihydro-3-methyl-7-(phenylmethyl)-1H-purine-2,6-dione,is a substituted derivative of of Xanthine (X499950), found in animal organs, yeast, potatoes, coffee beans, tea. It can also be used for the synthesis of Linagliptin (L465900), which is a novel potent and selective dipeptidyl peptidase-4 (DPP-4) inhibitor with potential use in the treatment of type 2 diabetes.