3-(furan-2-ylmethyl)-1,8-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione

• ChemBase ID: 133991
• Molecular Formular: C12H12N4O3
• Molecular Mass: 260.24868
• Monoisotopic Mass: 260.09094026
• SMILES: Cc1[nH]c2c(n1)n(c(=O)n(c2=O)C)Cc1ccco1
• Canonical SMILES: Cc1[nH]c2c(n1)n(Cc1ccco1)c(=O)n(c2=O)C
• InChI: InChI=1S/C12H12N4O3/c1-7-13-9-10(14-7)16(6-8-4-3-5-19-8)12(18)15(2)11(9)17/h3-5H,6H2,1-2H3,(H,13,14)
• InChIKey: KGQZGCIVHYLPBH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(furan-2-ylmethyl)-1,8-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
• IUPAC Traditional name: furafylline
• Synonyms: 3-(2-Furanylmethyl)-3,7-dihydro-1,8-dimethyl-1H-purine-2,6-dione; Furafylline

Database IDs

• CAS Number: 80288-49-9
• MDL Number: MFCD00153799
• PubChem SID: 162228268; 24278813
• PubChem CID: 3433

CALCULATED PROPERTIES

• Acid pKa: 8.26807
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.13781267
• LogD (pH = 7.4): 0.09042819
• Log P: 0.13846284
• Molar Refractivity: 66.3787 cm^3
• Polarizability: 24.33127 Å^3
• Polar Surface Area: 82.44 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL; ethanol: soluble0.33 mg/mL; H2O: insoluble
• Apperance: white powder

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... CYP1A2(1544)

Product Information

• Purity: ≥98% (HPLC)

DETAILS

Sigma Aldrich - F124

Biochem/physiol Actions
Furafylline is a methyl xanthine derivative with longer duration of action than theophylline and an inhibitor of cytochrome P4501A2.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. F124.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.