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Merck

F124

Furafylline

≥98% (HPLC), powder, caffeine inhibitor

Synonyme(s) :

3-(2-Furanylmethyl)-3,7-dihydro-1,8-dimethyl-1H-purine-2,6-dione

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A propos de cet article

Formule empirique (notation de Hill) :
C12H12N4O3
Numéro CAS:
Poids moléculaire :
260.25
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
Service technique
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Nom du produit

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.


Classe de stockage

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