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Kluczowe dokumenty
F124
Furafylline
≥98% (HPLC), powder, caffeine inhibitor
Synonim(y):
3-(2-Furanylmethyl)-3,7-dihydro-1,8-dimethyl-1H-purine-2,6-dione
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About This Item
Wzór empiryczny (zapis Hilla):
C12H12N4O3
Numer CAS:
Masa cząsteczkowa:
260.25
Numer MDL:
Kod UNSPSC:
41106305
Identyfikator substancji w PubChem:
NACRES:
NA.77
Polecane produkty
Nazwa produktu
Furafylline, ≥98% (HPLC)
Poziom jakości
Próba
≥98% (HPLC)
Formularz
powder
kolor
white to beige
mp
274-275 °C
rozpuszczalność
DMSO: 10 mg/mL, clear
temp. przechowywania
room temp
ciąg 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)
Klucz InChI
KGQZGCIVHYLPBH-UHFFFAOYSA-N
informacje o genach
human ... CYP1A2(1544)
Działania biochem./fizjol.
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.
Cechy i korzyści
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.
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Kod klasy składowania
11 - Combustible Solids
Klasa zagrożenia wodnego (WGK)
WGK 3
Temperatura zapłonu (°F)
Not applicable
Temperatura zapłonu (°C)
Not applicable
Środki ochrony indywidualnej
Eyeshields, Gloves, type N95 (US)
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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
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)
Michael Gillen et al.
Clinical pharmacology in drug development, 6(4), 363-376 (2017-01-10)
Lesinurad is a selective uric acid reabsorption inhibitor approved for the treatment of hyperuricemia associated with gout in combination with xanthine oxidase inhibitors. In vitro assays indicate that lesinurad is an inducer of CYPs in the order CYP3A > CYP2C8
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