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F124

Sigma-Aldrich

Furafylline

≥98% (HPLC), powder, caffeine inhibitor

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C12H12N4O3
Número CAS:
80288-49-9
Peso molecular:
260.25
Número MDL:
MFCD00153799
Código UNSPSC:
41106305
ID de substância PubChem:
24278813
NACRES:
NA.77

Nome do produto

Furafylline, ≥98% (HPLC)

Nível de qualidade

100

Ensaio

≥98% (HPLC)

Formulário

powder

cor

white to beige

pf

274-275  °C

solubilidade

DMSO: 10 mg/mL, clear

temperatura de armazenamento

room temp

cadeia de caracteres SMILES

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)

chave InChI

KGQZGCIVHYLPBH-UHFFFAOYSA-N

Informações sobre genes

human ... CYP1A2(1544)

Ações bioquímicas/fisiológicas

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.
Furafylline is a methyl xanthine derivative with longer duration of action than theophylline and an inhibitor of cytochrome P4501A2.

Características e benefícios

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.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

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Certificados de análise (COA)

Lot/Batch Number
025M4764V
103M4710V
022M4716V
041M4730V
108K4705

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Robert J Turesky et al.
Mutation research, 506-507, 187-195 (2002-09-28)
The metabolism of 2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline (MeIQx) and 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) was investigated in primary human and rat hepatocytes. The genotoxic metabolites 2-(hydroxyamino)-3,8-dimethylimidazo[4,5-f]quinoxaline (HONH-MeIQx) and 2-(hydroxyamino)-1-methyl-6-phenylimidazo[4,5-b]pyridine (HONH-PhIP), which are formed by cytochrome P4501A2 (CYP1A2), were detected as stable N(2)-glucuronide and N(2)- and N(3)-glucuronide
Lars Brachtendorf et al.
Pharmacology & toxicology, 90(3), 144-149 (2002-06-20)
From case reports of patients treated with the tetracyclic antidepressant drug maprotiline, it appears that this drug is subject to polymorphic metabolism. Thus, we studied formation of the major maprotiline metabolite desmethylmaprotiline to identify the human cytochrome P-450 enzymes (CYP)
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
Jinlan Wei et al.
Pharmaceutical biology, 56(1), 363-367 (2018-08-21)
Friedelin is a triterpenoid with several biological activities. However, the affects of Friedelin on the activity of human liver cytochrome P450 (CYP) enzymes remains unclear. This study investigates the inhibitory effects of Friedelin on the major human liver CYP isoforms
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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