Structure via PubChem · Public domain (PubChem)
proadifen
Sign in to saveProadifen (SKF-525A) is a non-selective inhibitor of cytochrome P450 enzymes, preventing some types of drug metabolism. It is also an inhibitor of neuronal nitric oxide synthase (NOS), CYP-dependent (cytochrome P450-dependent) arachidonate metabolism, transmembrane calcium influx, and platelet thromboxane synthesis. Further documented effects include the blockade of ATP-sensitive inward rectifier potassium channel 8 (KIR6.1), and stimulation of endothelial cell prostacyclin production.
Chemical data
- Formula
- C23H31NO2
- Molecular weight
- 353.5 g/mol
- IUPAC name
- 2-(diethylamino)ethyl 2,2-diphenylpentanoate
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
1,586 papers- Proadifen sensitizes resistant ovarian adenocarcinoma cells to cisplatin.Toxicology letters · 2016
- The local anaesthetics proadifen and adiphenine inhibit nicotinic receptors by different molecular mechanisms.British journal of pharmacology · 2009
- Proadifen-induced production of prostacyclin by equine peritoneal macrophages.American journal of veterinary research · 1989
- Inhibition of GSK-3β reverses the pro-apoptotic effect of proadifen (SKF-525A) in HT-29 colon adenocarcinoma cells.Toxicology in vitro : an international journal published in association with BIBRA · 2012
- Retrorsine.IARC monographs on the evaluation of the carcinogenic risk of chemicals to man · 1976
via PubMed
Wikidata facts
- Mass
- 353.235
Show 3 more facts
- chemical formula
- C₂₃H₃₁NO₂
- canonical SMILES
- CCCC(C1=CC=CC=C1)(C2=CC=CC=C2)C(=O)OCCN(CC)CC
- Commons category
- Proadifen
Sources (2)
via Wikidata · CC0
~1 min read
Article
2 sectionsContents
- References
- External links
Proadifen (SKF-525A) is a non-selective inhibitor of cytochrome P450 enzymes, preventing some types of drug metabolism. It is also an inhibitor of neuronal nitric oxide synthase (NOS), CYP-dependent (cytochrome P450-dependent) arachidonate metabolism, transmembrane calcium influx, and platelet thromboxane synthesis. Further documented effects include the blockade of ATP-sensitive inward rectifier potassium channel 8 (KIR6.1), and stimulation of endothelial cell prostacyclin production.
Proadifen exerts apoptotic/anti-proliferate (tumour suppressing) effects in certain forms of cancer (HT-29 colon adenocarcinoma), believed to be caused by mediation of glycogen synthase kinase 3 β (GSK-3β). In the same study administration of proadifen was demonstrated to produce time- and dose-dependent phosphatidylserine externalization, caspase-3 activation and PARP cleavage. Intense upregulation of NAG-1 and ATF3 and downregulation of Mcl-1 and Egr-1 were also observed.