3-(2-FURANYLMETHYL)-3,7-DIHYDRO-1,8-DIMETHYL-1H-PURINE-2,6-DIONE
3-(2-FURANYLMETHYL)-3,7-DIHYDRO-1,8-DIMETHYL-1H-PURINE-2,6-DIONE Basic information
- Product Name:
- 3-(2-FURANYLMETHYL)-3,7-DIHYDRO-1,8-DIMETHYL-1H-PURINE-2,6-DIONE
- Synonyms:
-
- FURAFYLLINE
- 3-(2-FURANYLMETHYL)-3,7-DIHYDRO-1,8-DIMETHYL-1H-PURINE-2,6-DIONE
- Furafylline,3-(2-Furanylmethyl)-3,7-dihydro-1,8-dimethyl-1H-purine-2,6-dione
- FURAFYLLINE INHIBITOR OF CYTOCHRO
- 1H-Purine-2,6-dione, 3-(2-furanylmethyl)-3,9-dihydro-1,8-dimethyl-
- 3-(Furan-2-ylmethyl)-1,8-dimethyl-1H-purine-2,6(3H,7H)-dione
- Cytochrome P450,inhibit,Inhibitor,CYPs,Furafylline
- Furatheophylline
- CAS:
- 80288-49-9
- MF:
- C12H12N4O3
- MW:
- 260.25
- EINECS:
- 200-158-5
- Mol File:
- 80288-49-9.mol
3-(2-FURANYLMETHYL)-3,7-DIHYDRO-1,8-DIMETHYL-1H-PURINE-2,6-DIONE Chemical Properties
- Melting point:
- >162°C (dec.)
- Boiling point:
- 543.6±60.0 °C(Predicted)
- Density
- 1.443±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C(protect from light)
- solubility
- ethanol: 0.33 mg/mL
- form
- solid
- pka
- 8.62±0.70(Predicted)
- color
- white
- InChI
- 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)
- InChIKey
- KGQZGCIVHYLPBH-UHFFFAOYSA-N
- SMILES
- N1C2=C(N(CC3=CC=CO3)C(=O)N(C)C2=O)NC=1C
MSDS
- Language:English Provider:SigmaAldrich
3-(2-FURANYLMETHYL)-3,7-DIHYDRO-1,8-DIMETHYL-1H-PURINE-2,6-DIONE Usage And Synthesis
Uses
Furafylline is a selective inhibitor of human cytochrome P450. It is also reported to inhibit the oxidation of caffeine.
Definition
ChEBI: Furafylline is an oxopurine.
Biochem/physiol Actions
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.
in vivo
Furafylline is a potent and selective inhibitor of human cytochrome P450IA2 with an IC50 of 0.07 μM in kinase experiment. Furafylline is a methylxanthine derivative that is introduced as a long-acting replacement for theophylline in the treatment of asthma. Administration of Furafylline is associated with an elevation in plasma levels of caffeine, due to inhibition of caffeine oxidation, a reaction catalysed by one or more hydrocarbon-inducible isoenzymes of P450. Furafylline has either very little or no effect on human monooxygenase activities catalysed by other isoenzymes of P450, including P4501ID1, P4501IC, P450IIIA[1].
3-(2-FURANYLMETHYL)-3,7-DIHYDRO-1,8-DIMETHYL-1H-PURINE-2,6-DIONESupplier
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