Details
Stereochemistry | ACHIRAL |
Molecular Formula | C23H31NO2.ClH |
Molecular Weight | 389.959 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.CCCC(C(=O)OCCN(CC)CC)(C1=CC=CC=C1)C2=CC=CC=C2
InChI
InChIKey=FHIKZROVIDCMJA-UHFFFAOYSA-N
InChI=1S/C23H31NO2.ClH/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;1H
Molecular Formula | C23H31NO2 |
Molecular Weight | 353.4977 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Molecular Formula | ClH |
Molecular Weight | 36.461 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
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
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL3401 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20966043 |
25.1 µM [EC50] | ||
Target ID: CHEMBL340 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20966043 |
12.6 µM [EC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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PubMed
Title | Date | PubMed |
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Acute cytogenetic effect of benzene on rat bone marrow cells in vivo and the effect of inducers or inhibitors of drug-metabolizing enzymes. | 1992 Dec |
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[Effect of arachidonic and other fatty acids on the intracellular calcium concentration and calcium signaling in peritoneal macrophages]. | 2001 |
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Deciphering the plasma membrane hallmarks of apoptotic cells: phosphatidylserine transverse redistribution and calcium entry. | 2001 |
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Understanding channel blocking in the nicotinic acetylcholine receptor. | 2001 |
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Low-density lipoprotein induced actin cytoskeleton reorganization in endothelial cells: mechanisms of action. | 2001 |
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Anti-apoptotic and apoptotic action of (-)-deprenyl and its metabolites. | 2001 |
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Sex-dependent toxicity of a novel acyl-CoA:cholesterol acyltransferase inhibitor, YIC-C8-434, in relation to sex-specific forms of cytochrome P450 in rats. | 2001 Dec |
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Local anesthetics noncompetitively inhibit function of four distinct nicotinic acetylcholine receptor subtypes. | 2001 Dec |
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The role of enzyme induction and inhibition on cypermethrin hepatotoxicity. | 2001 Jul |
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Perinatal development influences mechanisms of bradykinin-induced relaxations in pulmonary resistance and conduit arteries differently. | 2001 Jul |
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Cytochrome P-450 metabolite of arachidonic acid mediates bradykinin-induced negative inotropic effect. | 2001 Jun |
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Site-specific charge interactions of alpha-conotoxin MI with the nicotinic acetylcholine receptor. | 2001 Jun 29 |
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[Role of phospholipase A2 and epoxygenase in inhibition of respiration burst in neutrophils by low intensity radiation of extremely high frequency]. | 2001 Mar-Apr |
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Activation of Galpha s mediates induction of tissue-type plasminogen activator gene transcription by epoxyeicosatrienoic acids. | 2001 May 11 |
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Microsomal metabolism of ciprofloxacin generates free radicals. | 2001 May 15 |
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Possible mechanisms for the suppressing action of 17beta-estradiol on beta-adrenoceptor-mediated vasorelaxation in rat aorta. | 2001 Sep 7 |
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Toxicity of ethacrynic acid in isolated rat hepatocytes. | 2002 Apr |
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Production of carbon monoxide by cytochrome P450 during iron-dependent lipid peroxidation. | 2002 Feb |
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The influence of metabolism on the MAO-B inhibitory potency of selegiline. | 2002 Jan |
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Involvement of NO in the endothelium-independent relaxing effects of N(omega)-hydroxy-L-arginine and other compounds bearing a C=NOH function in the rat aorta. | 2002 Nov |
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The critical role of mitochondrial energetic impairment in the toxicity of nimesulide to hepatocytes. | 2002 Nov |
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In vivo detection of aflatoxin-induced lipid free radicals in rat bile. | 2002 Oct 10 |
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In vitro and in vivo formation of aminophenylnorharman from norharman and aniline. | 2002 Sep 30 |
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Antiandrogenic activities of diesel exhaust particle extracts in PC3/AR human prostate carcinoma cells. | 2003 Dec |
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A role of aryl hydrocarbon receptor in the antiandrogenic effects of polycyclic aromatic hydrocarbons in LNCaP human prostate carcinoma cells. | 2003 Jun |
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The effect of valproic acid on hepatic and plasma levels of 15-F2t-isoprostane in rats. | 2003 Jun 1 |
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Involvement of cytochrome P450 and the flavin-containing monooxygenase(s) in the sulphoxidation of simple sulphides in human liver microsomes. | 2003 Jun 6 |
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Concurrent corticosteroid and phenanthrene transformation by filamentous fungus Cunninghamella elegans. | 2003 May |
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In vivo identification of aflatoxin-induced free radicals in rat bile. | 2003 Nov 15 |
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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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Chlorpropham induces mitochondrial dysfunction in rat hepatocytes. | 2004 Aug 5 |
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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 |
|
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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Relaxant effect of oxime derivatives in isolated rat aorta: role of nitric oxide (NO) formation in smooth muscle. | 2004 Mar 15 |
|
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 |
|
Connexin26 is responsible for anionic molecule permeability in the cochlea for intercellular signalling and metabolic communications. | 2005 Apr |
|
Essential role of singlet oxygen species in cytochrome P450-dependent substrate oxygenation by rat liver microsomes. | 2005 Feb |
|
Alteration in endothelial function and modulation by treatment with pioglitazone in rabbit renal artery from short-term hypercholesterolemia. | 2005 Jun |
|
Increased cell-cell adhesion, a novel effect of R-(-)-deprenyl. | 2005 Nov |
|
Effect of cytochrome P450 inhibitors and anticonvulsants on the acute toxicity of acrylonitrile. | 2005 Oct |
|
Hydroxyeicosatetraenoic acids released through the cytochrome P-450 pathway regulate 3T6 fibroblast growth. | 2006 Dec |
|
Enhancement of DMNQ-induced hepatocyte toxicity by cytochrome P450 inhibition. | 2006 Jul 15 |
|
Metabolism of pyrene by aquatic crustacean, Daphnia magna. | 2006 Nov 16 |
Patents
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8149992
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.
Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:01:08 GMT 2025
by
admin
on
Mon Mar 31 18:01:08 GMT 2025
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Record UNII |
30624AA6X2
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Record Status |
Validated (UNII)
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Record Version |
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-
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Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C29574
Created by
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C66468
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CHEMBL282567
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170997
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62-68-0
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65341
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300000055018
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DTXSID1045792
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39690
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30624AA6X2
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ACTIVE MOIETY |