1,3-dibutyl-7-(2-oxopropyl)-2,3,6,7-tetrahydro-1H-purine-2,6-dione

• ChemBase ID: 165829
• Molecular Formular: C16H24N4O3
• Molecular Mass: 320.38676
• Monoisotopic Mass: 320.18484065
• SMILES: c1(=O)n(c(=O)n(c2c1n(cn2)CC(=O)C)CCCC)CCCC
• Canonical SMILES: CCCCn1c(=O)c2n(cnc2n(c1=O)CCCC)CC(=O)C
• InChI: InChI=1S/C16H24N4O3/c1-4-6-8-19-14-13(18(11-17-14)10-12(3)21)15(22)20(16(19)23)9-7-5-2/h11H,4-10H2,1-3H3
• InChIKey: HJPRDDKCXVCFOH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3-dibutyl-7-(2-oxopropyl)-2,3,6,7-tetrahydro-1H-purine-2,6-dione
• IUPAC Traditional name: 1,3-dibutyl-7-(2-oxopropyl)purine-2,6-dione
• Synonyms: 1,3-Di-n-butyl-7-[2’-oxopropyl)xanthine; BRL 30892; 1,3-Dibutyl-3,7-dihydro-7-(2-oxopropyl)-1H-purine-2,6-dione; Denbufylline

Database IDs

• CAS Number: 57076-71-8
• PubChem SID: 162259962
• PubChem CID: 2984

CALCULATED PROPERTIES

• Acid pKa: 18.460432
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.9097612
• LogD (pH = 7.4): 1.9097613
• Log P: 1.9097613
• Molar Refractivity: 87.2141 cm^3
• Polarizability: 32.681534 Å^3
• Polar Surface Area: 75.51 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White to Pale Beige Solid
• Melting Point: 98-100°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D231400

A cell permeable xanthine derivatvie that acts as a selective inhibitor of phosphodiesterase IV (PDE IV). Possesses bronchodilatory properties. Displays negative inotropic effect by acting on a verapamil-sensitive site of the calcium channel in guinea p

REFERENCES

• Nicholson, C.D., et al.: Br. J. Pharmacol., 97, 889 (1989)
• Cortijo, J., et al.: Br. J. Pharmacol., 108, 562 (1989)
• Sanae, F., et al.: J. Pharmacol. Exp. Ther., 277, 54 (1989)
• Kumari, M., et al.: Br. J. Pharmacol., 121, 459 (1989)