3,7-dimethyl-1-(5-oxohexyl)-2,3,4,5,6,7-hexahydro-1H-purine-2,6-dione

• ChemBase ID: 132849
• Molecular Formular: C13H20N4O3
• Molecular Mass: 280.3229
• Monoisotopic Mass: 280.15354052
• SMILES: CC(=O)CCCCN1C(=O)C2C(N=CN2C)N(C1=O)C
• Canonical SMILES: CC(=O)CCCCN1C(=O)C2N(C)C=NC2N(C1=O)C
• InChI: InChI=1S/C13H20N4O3/c1-9(18)6-4-5-7-17-12(19)10-11(14-8-15(10)2)16(3)13(17)20/h8,10-11H,4-7H2,1-3H3
• InChIKey: MQGNNJQTNFHNHK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,7-dimethyl-1-(5-oxohexyl)-2,3,4,5,6,7-hexahydro-1H-purine-2,6-dione
• IUPAC Traditional name: 3,7-dimethyl-1-(5-oxohexyl)-4,5-dihydropurine-2,6-dione
• Synonyms: 3,7-Dimethyl-1-(5-oxohexyl)xanthine; Trental; Pentoxifylline

Database IDs

• CAS Number: 6493-05-6
• EC Number: 229-374-5
• MDL Number: MFCD00063379
• PubChem SID: 24278190; 162227126
• PubChem CID: 16219830

CALCULATED PROPERTIES

• Acid pKa: 11.272041
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): -0.504012
• LogD (pH = 7.4): -0.27995542
• Log P: -0.27612975
• Molar Refractivity: 72.1961 cm^3
• Polarizability: 27.662807 Å^3
• Polar Surface Area: 73.29 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: ≥43 mg/mL
• Apperance: white solid

Safety Information

• RTECS: XH2475000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• Safety Statements: 36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... ADORA2B(136), LITAF(9516), PDE4B(5142), TNF(7124)rat ... Tnf(24835)

DETAILS

Sigma Aldrich - P1784

Biochem/physiol Actions
Phosphodiesterase inhibitor; inhibits synthesis of tumor necrosis factor α (TNF-α).