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Merck
CN

F124

Sigma-Aldrich

Furafylline

≥98% (HPLC), powder, caffeine inhibitor

别名:

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

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关于此项目

经验公式(希尔记法):
C12H12N4O3
化学文摘社编号:
分子量:
260.25
MDL编号:
UNSPSC代码:
41106305
PubChem化学物质编号:
NACRES:
NA.77
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产品名称

Furafylline, ≥98% (HPLC)

质量水平

方案

≥98% (HPLC)

表单

powder

颜色

white to beige

mp

274-275  °C

溶解性

DMSO: 10 mg/mL, clear

储存温度

room temp

SMILES字符串

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

基因信息

human ... CYP1A2(1544)

生化/生理作用

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.

特点和优势

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.

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

法规信息

监管及禁止进口产品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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
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
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
Accumulation of caffeine in healthy volunteers treated with furafylline.
Tarrus E, et al.
British Journal of Clinical Pharmacology, 23(1), 9-18 (1987)
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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Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.

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