Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C23H31NO2 |
| Molecular Weight | 353.4977 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCC(C(=O)OCCN(CC)CC)(C1=CC=CC=C1)C2=CC=CC=C2
InChI
InChIKey=SNTQPLDRUZOSDP-UHFFFAOYSA-N
InChI=1S/C23H31NO2/c1-4-17-23(20-13-9-7-10-14-20,21-15-11-8-12-16-21)22(25)26-19-18-24(5-2)6-3/h7-16H,4-6,17-19H2,1-3H3
Proadifen is an inhibitor of drug metabolism and cytochrome P450 enzyme system activity. It stimulated the release of prostacyclin (PGI2) from the rabbit aorta, bovine aorta and human umbilical vein in vitro, but had no effect on cultured smooth muscle from the bovine aortic media. In human platelets, proadifen inhibited prostaglandin and thromboxane production induced by A23187, thrombin, and ADP. Proadifen might thus constitute the prototype of a new class of antiplatelet drugs.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| In vitro inhibitory effect of 1-aminobenzotriazole on drug oxidations catalyzed by human cytochrome P450 enzymes: a comparison with SKF-525A and ketoconazole. | 2003 |
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| Cylindrospermopsin-induced protein synthesis inhibition and its dissociation from acute toxicity in mouse hepatocytes. | 2003 Aug |
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| Antiandrogenic activities of diesel exhaust particle extracts in PC3/AR human prostate carcinoma cells. | 2003 Dec |
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| 11,12-epoxyeicosatrienoic acid attenuates synthesis of prostaglandin E2 in rat monocytes stimulated with lipopolysaccharide. | 2003 Jul |
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| In vivo identification of aflatoxin-induced free radicals in rat bile. | 2003 Nov 15 |
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| Metabolism of medroxyprogesterone acetate (MPA) via CYP enzymes in vitro and effect of MPA on bleeding time in female rats in dependence on CYP activity in vivo. | 2003 Nov 7 |
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| Biotransformation of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) in peripheral human lung microsomes. | 2003 Sep |
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| Rapid stimulation of free glucuronate formation by non-glucuronidable xenobiotics in isolated rat hepatocytes. | 2003 Sep 19 |
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| Effect of ketamine on cocaine-induced immunotoxicity in rats. | 2003 Sep-Oct |
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| In vitro proliferation of fibrosarcoma cells depends on intact functions of lipoxygenases and cytochrome P-450-monooxygenase. | 2004 |
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| Microbial transformations of chalcones: hydroxylation, O-demethylation, and cyclization to flavanones. | 2004 Apr |
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| Hepatobiliary excretion of berberine. | 2004 Apr |
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| Lipoxygenase-dependent superoxide release in skeletal muscle. | 2004 Aug |
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| Characterization of endothelium-dependent relaxation and modulation by treatment with pioglitazone in the hypercholesterolemic rabbit renal artery. | 2004 Aug 30 |
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| Chlorpropham induces mitochondrial dysfunction in rat hepatocytes. | 2004 Aug 5 |
|
| Skf 525-A induces cocaine N-demethylase, ethoxyresorufin O-deethylase, and pentoxyresorufin O-dealkylase activities by induction of cytochrome p-450 2B in female B6C3F1 mice. | 2004 Dec |
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| Hyperosmolar solution effects in guinea pig airways. III. Studies on the identity of epithelium-derived relaxing factor in isolated perfused trachea using pharmacological agents. | 2004 Jan |
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| Activation and up-regulation of nitric oxide synthase in human umbilical vein endothelial cells by polycyclic aromatic hydrocarbons. | 2004 Jul 15 |
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| Gas chromatographic determination of cocaine and its metabolites in blood and urine from cocaine users in northwestern Spain. | 2004 Jul-Aug |
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| Role of endothelium-derived hyperpolarizing factor in ACE inhibitor-induced renal vasodilation in vivo. | 2004 Mar |
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| Ca2+ influx is not involved in acute cytotoxicity of arachidonic acid. | 2004 Mar 1 |
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| Relaxant effect of oxime derivatives in isolated rat aorta: role of nitric oxide (NO) formation in smooth muscle. | 2004 Mar 15 |
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| Pharmacokinetics of baicalin in rats and its interactions with cyclosporin A, quinidine and SKF-525A: a microdialysis study. | 2004 Nov |
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| In vitro confirmation of selegiline N-oxidation by flavin-containing monooxygenase in rat microsome using LC-ESI MS. | 2004 Oct |
|
| Mechanisms of hydroxyl radical-induced contraction of rat aorta. | 2004 Sep 19 |
|
| Pharmacokinetic factors in sex differences in Delta 9-tetrahydrocannabinol-induced behavioral effects in rats. | 2004 Sep 23 |
|
| Connexin26 is responsible for anionic molecule permeability in the cochlea for intercellular signalling and metabolic communications. | 2005 Apr |
|
| Metabolism of the alpha,beta-unsaturated ketones, chalcone and trans-4-phenyl-3-buten-2-one, by rat liver microsomes and estrogenic activity of the metabolites. | 2005 Aug |
|
| Essential role of singlet oxygen species in cytochrome P450-dependent substrate oxygenation by rat liver microsomes. | 2005 Feb |
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| Primary hepatocyte apoptosis is unlikely to relate to caspase-3 activity under sustained endogenous oxidative stress. | 2005 Feb |
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| [Role of endothelium-derived hyperpolarizing factor in shear stress-induced endothelium-dependent relaxations of rats]. | 2005 Jun |
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| Alteration in endothelial function and modulation by treatment with pioglitazone in rabbit renal artery from short-term hypercholesterolemia. | 2005 Jun |
|
| Reductase-mediated metabolism of motexafin gadolinium (Xcytrin) in rat and human liver subcellular fractions and purified enzyme preparations. | 2005 Mar |
|
| Excretion and metabolism of DA-7867, a new oxazolidinone, in rats. | 2005 Mar |
|
| Augmentation of lipogenesis by 15-deoxy-Delta12,14-prostaglandin J2 in hamster sebaceous glands: identification of cytochrome P-450-mediated 15-deoxy-Delta12,14-prostaglandin J2 production. | 2005 Nov |
|
| In vitro inhibitory effect of 1-aminobenzotriazole on drug oxidations in human liver microsomes: a comparison with SKF-525A. | 2005 Oct |
|
| In-vitro cytotoxicity of ET-743 (Trabectedin, Yondelis), a marine anti-cancer drug, in the Hep G2 cell line: influence of cytochrome P450 and phase II inhibition, and cytochrome P450 induction. | 2005 Oct |
|
| Endothelium-dependent and direct relaxation induced by ethyl acetate extract from Flos Chrysanthemi in rat thoracic aorta. | 2005 Oct 3 |
|
| Involvement of phenobarbital and SKF 525A in the hepatotoxicity of antifungal drugs itraconazole and fluconazole in rats. | 2006 |
|
| Hydroxyeicosatetraenoic acids released through the cytochrome P-450 pathway regulate 3T6 fibroblast growth. | 2006 Dec |
|
| [Analysis of the interaction between nicotinic acetylcholine receptor and Na+,K(+)-ATPase in the rat skeletal muscle and the Torpedo electric organ membrane preparation]. | 2006 Feb |
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| Site specificity of agonist-induced opening and desensitization of the Torpedo californica nicotinic acetylcholine receptor. | 2006 Jan 10 |
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| Inhibition of PGI2 signaling by miconazole in vascular smooth muscle cells. | 2006 Jul |
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| Enhancement of DMNQ-induced hepatocyte toxicity by cytochrome P450 inhibition. | 2006 Jul 15 |
|
| Participation of epoxygenase activation in saikogenin D-induced inhibition of prostaglandin E(2) synthesis. | 2006 Jun |
|
| Glial cells dilate and constrict blood vessels: a mechanism of neurovascular coupling. | 2006 Mar 15 |
|
| GC-FID determination of cocaine and its metabolites in human bile and vitreous humor. | 2006 May-Jun |
|
| Metabolism of pyrene by aquatic crustacean, Daphnia magna. | 2006 Nov 16 |
|
| Analytical approach to determine ticlopidine in post-mortem blood. | 2006 Oct 16 |
|
| Clozapine bioactivation induces dose-dependent, drug-specific toxicity of human bone marrow stromal cells: a potential in vitro system for the study of agranulocytosis. | 2006 Sep 14 |
Patents
Sample Use Guides
Effects of local anesthetics-related drugs, proadifen, and quinacrine, on glibenclamide-sensitive K+ currents, were investigated using native Xenopus oocytes. Proadifen and quinacrine suppressed cromakalim-induced/glibenclamide-sensitive K+ currents with IC50 values of 9.8 microM and 4.4 microM, respectively. Inhibitors of either cytochrome P450 or phospholipase A2, which are structurally unrelated to local anesthetics, however, did not affect the K+ currents. Similar results were obtained for Y-26763-induced/glibenclamide-sensitive K+ currents. Proadifen and quinacrine block the glibenclamide-sensitive K+ currents by a mechanism irrelevant to the inhibition of cytochrome P450 or phospholipase A2 in oocytes.
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NCI_THESAURUS |
C29574
Created by
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SUB10051MIG
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D011335
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CHEMBL282567
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1911
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4910
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302-33-0
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DTXSID2048452
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C84107
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PROADIFEN
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A510CA4CBT
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100000081090
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ACTIVE MOIETY
METABOLITE (PARENT)
METABOLITE (PARENT)
SALT/SOLVATE (PARENT)
