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Merck

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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5 MG

$634.00

$634.00

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About This Item

Empirical Formula (Hill Notation):
C12H12N4O3
CAS Number:
80288-49-9
Molecular Weight:
260.25
UNSPSC Code:
41106305
PubChem Substance ID:
24278813
NACRES:
NA.77
MDL number:
MFCD00153799

Key Documents

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Product Name

Furafylline, ≥98% (HPLC)

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

assay

≥98% (HPLC)

form

powder

color

white to beige

mp

274-275  °C

solubility

DMSO: 10 mg/mL, clear

storage temp.

room temp

Quality Level

100

Gene Information

human ... CYP1A2(1544)

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This Item
SML0422SML0366SML1142
Furafylline ≥98% (HPLC)

Sigma-Aldrich

F124

Furafylline

Istradefylline ≥98% (HPLC)

Sigma-Aldrich

SML0422

Istradefylline

Cipamfylline ≥98% (HPLC)

Sigma-Aldrich

SML0366

Cipamfylline

VU0071063 ≥98% (HPLC)

Sigma-Aldrich

SML1142

VU0071063

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

form

powder

form

powder

form

powder

form

powder

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

room temp

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

solubility

DMSO: 10 mg/mL, clear

solubility

DMSO: 5 mg/mL (clear solution)

solubility

DMSO: >10 mg/mL

solubility

DMSO: 10 mg/mL, clear

color

white to beige

color

white to beige

color

white to beige

color

white to beige

Biochem/physiol Actions

Furafylline (1,8-dimethyl-3-(2′ -furfuryl)methylxanthine) is a xanthine derivative.[1] 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.[2] It is considered as an efficient bronchodilator and as an inhibitor of anaphylactic reactions, when compared to theophylline.[1]
Furafylline is a methyl xanthine derivative with longer duration of action than theophylline and an inhibitor of cytochrome P4501A2.

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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Certificates of Analysis (COA)

Lot/Batch Number
0000509358
0000443529
0000443529
0000425174
0000425174

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Nicholas Ekow Thomford et al.
Journal of ethnopharmacology, 211, 58-69 (2017-09-25)
Hyptis suaveolens (L) Poit and Boerhavia diffusa Linn are medicinal herbal plants commonly found in the tropics and sub-tropics. They are used to treat various conditions among them boils, dyslipidaemia, eczema, malaria, jaundice and gonorrhoea. Thus, the herbal medicinal extracts
Marilia N Siebert et al.
Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology, 203, 115-121 (2016-10-23)
Cytochrome P450 family 1 (CYP1) is involved in polycyclic aromatic hydrocarbons (PAHs) biotransformation. PAHs can induce CYP1 protein expression and enzyme activity, the latter being usually quantified as 7-ethoxyresorufin O-deethylase activity (EROD). The aim of this study was to characterize
L Labbé et al.
Xenobiotica; the fate of foreign compounds in biological systems, 33(1), 13-25 (2003-01-10)
1. Mexiletine is extensively metabolized in man by C- and N-oxidation and the aim of the present study was to characterize major cytochrome P450 enzyme(s) involved in the formation of N-hydroxymexiletine. 2. Incubations with genetically engineered microsomes indicated that the
X Boulenc et al.
The Journal of pharmacology and experimental therapeutics, 263(3), 1471-1478 (1992-12-01)
The expression and inducibility of cytochrome P450IA1 isozyme was investigated in the human carcinoma cell line Caco-2 cultured between days 7 and 35 in the absence or the presence of various enzyme inducers such as 3-methylcholanthrene, beta-naphthoflavone (beta NF), dioxin
Furafylline is a potent and selective inhibitor of cytochrome P450IA2 in man.
Sesardicm D, et al.
British Journal of Clinical Pharmacology, 29(6), 651-663 (1990)
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