F124
Furafylline
≥98% (HPLC), powder, caffeine inhibitor
Synonym(s):
3-(2-Furanylmethyl)-3,7-dihydro-1,8-dimethyl-1H-purine-2,6-dione
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About This Item
Empirical Formula (Hill Notation):
C12H12N4O3
CAS Number:
Molecular Weight:
260.25
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
Furafylline, ≥98% (HPLC)
Quality Level
assay
≥98% (HPLC)
form
powder
color
white to beige
mp
274-275 °C
solubility
DMSO: 10 mg/mL, clear
storage temp.
room temp
SMILES string
CN1C(=O)N(Cc2ccco2)c3nc(C)[nH]c3C1=O
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)
InChI key
KGQZGCIVHYLPBH-UHFFFAOYSA-N
Gene Information
human ... CYP1A2(1544)
Biochem/physiol Actions
Furafylline is a methyl xanthine derivative with longer duration of action than theophylline and an inhibitor of cytochrome P4501A2.
Furafylline (1,8-dimethyl-3-(2′ -furfuryl)methylxanthine) is a xanthine derivative. It is preferred in treating asthma. It serves as a N3-demethylation inhibitor of caffeine. Furafylline does not show much effect on human monooxygenase activities. It is considered as an efficient bronchodilator and as an inhibitor of anaphylactic reactions, when compared to theophylline.
Features and Benefits
This compound is a featured product for ADME Tox and Cyclic Nucleotide research. Discover more featured ADME Tox and Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Accumulation of caffeine in healthy volunteers treated with furafylline.
Tarrus E, et al.
British Journal of Clinical Pharmacology, 23(1), 9-18 (1987)
D Sesardic et al.
British journal of clinical pharmacology, 29(6), 651-663 (1990-06-01)
1. Furafylline (1,8-dimethyl-3-(2'-furfuryl)methylxanthine) is a methylxanthine derivative that was introduced as a long-acting replacement for theophylline in the treatment of asthma. Administration of furafylline was associated with an elevation in plasma levels of caffeine, due to inhibition of caffeine oxidation
R Hyland et al.
Drug metabolism and disposition: the biological fate of chemicals, 31(5), 540-547 (2003-04-16)
Voriconazole is a triazole antifungal agent with potent activity against a broad spectrum of clinically significant pathogens. In vivo and in vitro studies have demonstrated that voriconazole is extensively metabolized, with the major circulating metabolite resulting from N-oxidation. In the