3,7-bis(2H3)methyl-1-(5-oxohexyl)-2,3,6,7-tetrahydro-1H-purine-2,6-dione

• ChemBase ID: 176338
• Molecular Formular: C13H18N4O3
• Molecular Mass: 278.30702
• Monoisotopic Mass: 278.13789046
• SMILES: c1(=O)n(c(=O)n(c2c1n(cn2)C)C)CCCCC(=O)C
• Canonical SMILES: CC(=O)CCCCn1c(=O)c2n(C)cnc2n(c1=O)C
• InChI: InChI=1S/C13H18N4O3/c1-9(18)6-4-5-7-17-12(19)10-11(14-8-15(10)2)16(3)13(17)20/h8H,4-7H2,1-3H3
• InChIKey: BYPFEZZEUUWMEJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,7-bis(^2H₃)methyl-1-(5-oxohexyl)-2,3,6,7-tetrahydro-1H-purine-2,6-dione
• IUPAC Traditional name: 3,7-bis(^2H₃)methyl-1-(5-oxohexyl)purine-2,6-dione
• Synonyms: 3,7-Dihydro-3,7-(dimethyl-d6)-1-(5-oxohexyl)-1H-purine-2,6-dione; 1-(5-Oxohexyl)-3,7-(dimethyl-d6)xanthine-d6; 1-(5-Oxohexyl)theobromine-d6; Oxpentifylline-d6; Vazofirin-d6; Trental-d6; Pentoxifylline-d6

Database IDs

• CAS Number: 1185878-98-1
• PubChem SID: 164232248
• PubChem CID: 46782702

CALCULATED PROPERTIES

• Acid pKa: 19.642868
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 0.23220569
• LogD (pH = 7.4): 0.23220584
• Log P: 0.23220585
• Molar Refractivity: 73.5223 cm^3
• Polarizability: 27.198517 Å^3
• Polar Surface Area: 75.51 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethanol; Methanol
• Apperance: Off-White Solid
• Melting Point: 81-83°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - P276502

A labelled metabolite of Pentifylline. Methylxanthine derivative that improves blood flow by decreasing blood viscosity. Phosphodiesterase inhibitor. Inhibits the synthesis of tumor necrosis factor α (TNF-α).

REFERENCES

• Ward, A., et al.: Drugs, 34, 50 (1987)
• Samlaska, C.P., et al.: J. Am. Acad. Dermatol., 30, 603 (1987)
• Poulakis, et al.: Respir. Med., 93, 52 (1987)
• Reuter, et al.: Am J. Physiol., 277, 854 (1987)