Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C26H36N2O4.ClH |
| Molecular Weight | 477.036 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.COC1=C(OC)C=C(CCNCCCC(C#N)(C(C)C)C2=CC(OC)=C(OC)C=C2)C=C1
InChI
InChIKey=OEAFTRIDBHSJDC-UHFFFAOYSA-N
InChI=1S/C26H36N2O4.ClH/c1-19(2)26(18-27,21-9-11-23(30-4)25(17-21)32-6)13-7-14-28-15-12-20-8-10-22(29-3)24(16-20)31-5;/h8-11,16-17,19,28H,7,12-15H2,1-6H3;1H
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| An in vitro examination of the impact of polyethylene glycol 400, Pluronic P85, and vitamin E d-alpha-tocopheryl polyethylene glycol 1000 succinate on P-glycoprotein efflux and enterocyte-based metabolism in excised rat intestine. | 2002 |
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| Verapamil metabolites: potential P-glycoprotein-mediated multidrug resistance reversal agents. | 2003 Aug |
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| Demonstration of direct bioanalysis of drugs in plasma using nanoelectrospray infusion from a silicon chip coupled with tandem mass spectrometry. | 2003 Feb 15 |
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| Verapamil: metabolism in cultures of primary human coronary arterial endothelial cells. | 2003 Jul |
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| Verapamil: identification of novel metabolites in cultures of primary human hepatocytes and human urine by LC-MS(n) and LC-NMR. | 2003 Jun |
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| Enantioselective transport and CYP3A4-mediated metabolism of R/S-verapamil in Caco-2 cell monolayers. | 2003 May |
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| HPLC/MS findings in a fatality involving sustained-release verapamil. | 2003 Sep |
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| St John's wort decreases the bioavailability of R- and S-verapamil through induction of the first-pass metabolism. | 2004 Apr |
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| The effect of quercetin on the pharmacokinetics of verapamil and its major metabolite, norverapamil, in rabbits. | 2004 Dec |
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| Prediction of cytochrome P450 3A inhibition by verapamil enantiomers and their metabolites. | 2004 Feb |
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| Cytochrome P450 3A4 and P-glycoprotein expression in human small intestinal enterocytes and hepatocytes: a comparative analysis in paired tissue specimens. | 2004 Mar |
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| Simultaneous quantification of the enantiomers of verapamil and its N-demethylated metabolite in human plasma using liquid chromatography-tandem mass spectrometry. | 2004 May 25 |
|
| Pharmacokinetics of verapamil and its major metabolite, norverapamil from oral administration of verapamil in rabbits with hepatic failure induced by carbon tetrachloride. | 2005 Apr |
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| Influence of rifampicin on the expression and function of human intestinal cytochrome P450 enzymes. | 2005 Feb |
|
| Cytochrome P450 enzyme-mediated drug metabolism at exposure to acute hypoxia (corresponding to an altitude of 4,500 m). | 2005 Mar |
|
| Sensitive determination of clarithromycin in human plasma by high-performance liquid chromatography with spectrophotometric detection. | 2005 Mar 25 |
|
| Differential mechanism-based inhibition of CYP3A4 and CYP3A5 by verapamil. | 2005 May |
|
| Effects of naringin on the pharmacokinetics of verapamil and one of its metabolites, norverapamil, in rabbits. | 2005 Oct |
|
| Kinetic study of CYP3A4 activity on verapamil by capillary electrophoresis. | 2005 Sep 15 |
|
| Effect of naringin pretreatment on bioavailability of verapamil in rabbits. | 2006 Jan |
|
| Development of an in vitro rat intestine segmental perfusion model to investigate permeability and predict oral fraction absorbed. | 2006 Jul |
|
| Chiral capillary electrophoretic analysis of verapamil metabolism by cytochrome P450 3A4. | 2006 Jul 7 |
|
| The effect of short- and long-term administration of verapamil on the disposition of cytochrome P450 3A and P-glycoprotein substrates. | 2006 Mar |
|
| The effect of gender on the pharmacokinetics of verapamil and norverapamil in human. | 2006 Oct |
|
| Managing hypertension in diabetic patients--focus on trandolapril/verapamil combination. | 2007 |
|
| Simultaneous analysis of the enantiomers of verapamil and norverapamil in rat plasma by liquid chromatography-tandem mass spectrometry. | 2007 Dec 21 |
|
| Simultaneous determination of ten antiarrhythic drugs and a metabolite in human plasma by liquid chromatography--tandem mass spectrometry. | 2007 Mar 1 |
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| Comparison of sub-2-microm particle columns for fast metabolite ID. | 2007 May |
|
| Computational approaches that predict metabolic intermediate complex formation with CYP3A4 (+b5). | 2007 Sep |
|
| Enhanced bioavailability of verapamil after oral administration with hesperidin in rats. | 2008 Apr |
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| Dietary salt does not influence the disposition of verapamil enantiomers in relation to efflux transporter ABCB1 genetic polymorphism in healthy Korean subjects. | 2008 Apr |
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| Effects of angiotensin II blockade on inflammation-induced alterations of pharmacokinetics and pharmacodynamics of calcium channel blockers. | 2008 Jan |
|
| Reduction of enantioselectivity in the kinetic disposition and metabolism of verapamil in rats exposed to toluene. | 2008 May |
|
| Drug interaction between oral atorvastatin and verapamil in healthy subjects: effects of atorvastatin on the pharmacokinetics of verapamil and norverapamil. | 2008 May |
|
| Stereoselective first-pass metabolism of verapamil in the small intestine and liver in rats. | 2008 Oct |
|
| Effect of pioglitazone on the pharmacokinetics of verapamil and its major metabolite, norverapamil, in rats. | 2008 Sep |
|
| Effects of simvastatin on the pharmacokinetics of verapamil and its main metabolite, norverapamil, in rats. | 2009 Jul-Sep |
|
| Drug-drug interaction studies in preclinical species: should metabolite(s) kinetics be studied? | 2009 Mar |
|
| Effects of oral epigallocatechin gallate on the oral pharmacokinetics of verapamil in rats. | 2009 Mar |
|
| Clinically important interaction between tedisamil and verapamil. | 2009 May |
|
| Intravenous fat emulsion therapy for intentional sustained-release verapamil overdose. | 2009 May |
|
| Different effects of ketoconazole on the stereoselective first-pass metabolism of R/S-verapamil in the intestine and the liver: important for the mechanistic understanding of first-pass drug-drug interactions. | 2009 Nov |
|
| Effects of lovastatin on the pharmacokinetics of verapamil and its active metabolite, norverapamil in rats: possible role of P-glycoprotein inhibition by lovastatin. | 2009 Oct |
|
| Effect of Huang-Lian-Jie-Du-Decoction on pharmacokinetics of verapamil in rats. | 2010 Apr |
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| Metabolic activity and mRNA levels of human cardiac CYP450s involved in drug metabolism. | 2010 Dec 14 |
|
| Absorption barriers in the rat intestinal mucosa: 2. Application of physiologically based mathematical models to quantify mechanisms of drug permeation and metabolism. | 2010 Feb |
|
| Absorption barriers in the rat intestinal mucosa: 1. Application of an in situ perfusion model to simultaneously assess drug permeation and metabolism. | 2010 Feb |
|
| Absorption barriers in the rat intestinal mucosa. 3: Effects of polyethoxylated solubilizing agents on drug permeation and metabolism. | 2010 Feb |
|
| Influence of N-hexane inhalation on the enantioselective pharmacokinetics and metabolism of verapamil in rats. | 2010 Jan |
|
| Pharmacokinetic interaction between oral lovastatin and verapamil in healthy subjects: role of P-glycoprotein inhibition by lovastatin. | 2010 Mar |
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MX5JX4YHL8
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155002
Created by
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67812-42-4
Created by
admin on Sat Dec 16 19:49:14 GMT 2023 , Edited by admin on Sat Dec 16 19:49:14 GMT 2023
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PARENT (SALT/SOLVATE)
SUBSTANCE RECORD
