Details
Stereochemistry | RACEMIC |
Molecular Formula | C20H33N3O3 |
Molecular Weight | 363.4943 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(C)(C)NCC(O)COC1=CC=C(NC(=O)NC2CCCCC2)C=C1
InChI
InChIKey=MXFWWQICDIZSOA-UHFFFAOYSA-N
InChI=1S/C20H33N3O3/c1-20(2,3)21-13-17(24)14-26-18-11-9-16(10-12-18)23-19(25)22-15-7-5-4-6-8-15/h9-12,15,17,21,24H,4-8,13-14H2,1-3H3,(H2,22,23,25)
DescriptionSources: https://www.rlsnet.ru/tn_index_id_7141.htmCurator's Comment: description was created based on several sources, including
https://www.drugs.com/international/talinolol.html | https://www.ncbi.nlm.nih.gov/pubmed/8829891 | https://www.ncbi.nlm.nih.gov/pubmed/695
Sources: https://www.rlsnet.ru/tn_index_id_7141.htm
Curator's Comment: description was created based on several sources, including
https://www.drugs.com/international/talinolol.html | https://www.ncbi.nlm.nih.gov/pubmed/8829891 | https://www.ncbi.nlm.nih.gov/pubmed/695
Talinolol (brand name Cordanurn) is the cardioselective beta-receptor antagonist which has been used for a long time in the treatment of various cardiovascular diseases and in tachyarrhythmia. The mean dosage is 10-20 mg intravenously administered over a period of 3-5 minutes, while the chronic oral dosage for this patient group amounts to 300mg/day. Cordanum eliminates the stimulating effect of catecholamines on the heart for physical and psychoemotional stress. The hypotensive effect is stabilized by the end of 2 weeks of course treatment. Reduces the frequency and severity of angina attacks; Contributes to the limitation of the heart attack zone and reduces the risk of arrhythmia in the presence of myocardial infarction, resulting in a decrease in mortality and the frequency of relapses. In average therapeutic doses, it has a less pronounced effect on the smooth muscles of the bronchi, myometrium, and peripheral arteries compared to non-selective beta-blockers. Talinolol is used in supraventricular (atrial fibrillation and flutter with high ventricular rate, paroxysmal supraventricular 1 tachycardia, sinus tachycardia) as well as ventricular extrasystoles and ventricular tachyarrhythmias. Patients with an increased tonus of the sympathetic nervous system related to sinus tachycardia, exercise-induced arrhythmias, hypertension, hyperthyroidism and coronary heart disease show a particularly positive reaction.
CNS Activity
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL213 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8829891 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Sources: https://www.rlsnet.ru/tn_index_id_7141.htm |
Preventing | Cordanum Approved UseUnknown |
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Primary | Cordanum Approved UseUnknown |
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Primary | Cordanum Approved UseUnknown |
PubMed
Title | Date | PubMed |
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ABC transporters as multidrug resistance mechanisms and the development of chemosensitizers for their reversal. | 2005 Oct 4 |
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MDR1 genotype do not influence the absorption of a single oral dose of 100 mg talinolol in healthy Chinese males. | 2005 Sep |
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Role of chemical structure in stereoselective recognition of beta-blockers and H1-antihistamines by human serum transferrin in capillary zone electrophoresis. | 2006 Apr |
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Simvastatin does not influence the intestinal P-glycoprotein and MPR2, and the disposition of talinolol after chronic medication in healthy subjects genotyped for the ABCB1, ABCC2 and SLCO1B1 polymorphisms. | 2006 Apr |
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A simple pharmacokinetics subroutine for modeling double peak phenomenon. | 2006 Apr |
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In silico modeling of non-linear drug absorption for the P-gp substrate talinolol and of consequences for the resulting pharmacodynamic effect. | 2006 Aug |
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Roles of rifampicin in drug-drug interactions: underlying molecular mechanisms involving the nuclear pregnane X receptor. | 2006 Feb 15 |
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Bidirectional membrane transport: simulations of transport inhibition in uptake studies explain data obtained with flavonoids. | 2006 Nov |
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Effects of controlled-release on the pharmacokinetics and absorption characteristics of a compound undergoing intestinal efflux in humans. | 2006 Nov |
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[Interrelationship between changes of rate and variability of cardiac rhythm under influence of beta-adrenoblockers]. | 2007 |
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Method development aspects for the quantitation of pharmaceutical compounds in human plasma with a matrix-assisted laser desorption/ionization source in the multiple reaction monitoring mode. | 2007 |
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Polymethoxylated flavones and other phenolic derivates from citrus in their inhibitory effects on P-glycoprotein-mediated transport of talinolol in Caco-2 cells. | 2007 Apr 4 |
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Unexpected effect of concomitantly administered curcumin on the pharmacokinetics of talinolol in healthy Chinese volunteers. | 2007 Jul |
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Determination of talinolol in human plasma by high performance liquid chromatography-electrospray ionization mass spectrometry: application to pharmacokinetic study. | 2007 Jun 15 |
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Induction of intestinal P-glycoprotein by St John's wort reduces the oral bioavailability of talinolol. | 2007 May |
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Grapefruit juice-drug interactions: Grapefruit juice and its components inhibit P-glycoprotein (ABCB1) mediated transport of talinolol in Caco-2 cells. | 2007 Oct |
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Clinical drugs that interact with St. John's wort and implication in drug development. | 2008 |
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Influence of genetic polymorphisms on intestinal expression and rifampicin-type induction of ABCC2 and on bioavailability of talinolol. | 2008 Apr |
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Role of the multidrug transporter proteins ABCB1 and ABCC2 in the diaplacental transport of talinolol in the term human placenta. | 2008 Apr |
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Comparison of drug transporter gene expression and functionality in Caco-2 cells from 10 different laboratories. | 2008 Dec 18 |
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Effect of grapefruit juice, naringin, naringenin, and bergamottin on the intestinal carrier-mediated transport of talinolol in rats. | 2008 Jun 25 |
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Characterization of the epithelial permeation enhancing effect of basic butylated methacrylate copolymer--in vitro studies. | 2008 May |
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Are decision trees a feasible knowledge representation to guide extraction of critical information from randomized controlled trial reports? | 2008 Oct 28 |
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Drug absorption modeling as a tool to define the strategy in clinical formulation development. | 2008 Sep |
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Interactions between herbal medicines and prescribed drugs: an updated systematic review. | 2009 |
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IsoScore: automated localization of biotransformations by mass spectrometry using product ion scoring of virtual regioisomers. | 2009 Jan |
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Assessing drug distribution in tissues expressing P-glycoprotein through physiologically based pharmacokinetic modeling: model structure and parameters determination. | 2009 Jan 15 |
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An improved primary human nasal cell culture for the simultaneous determination of transepithelial transport and ciliary beat frequency. | 2009 Jul |
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Simulations of the nonlinear dose dependence for substrates of influx and efflux transporters in the human intestine. | 2009 Jun |
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Intestinal perfusion with mesenteric blood sampling in wild-type and knockout mice: evaluation of a novel tool in biopharmaceutical drug profiling. | 2009 Jun |
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Effect of Schisandra chinensis extract and Ginkgo biloba extract on the pharmacokinetics of talinolol in healthy volunteers. | 2009 Mar |
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Concentration-dependent effect of naringin on intestinal absorption of beta(1)-adrenoceptor antagonist talinolol mediated by p-glycoprotein and organic anion transporting polypeptide (Oatp). | 2009 Mar |
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Effects of Ginkgo biloba extract ingestion on the pharmacokinetics of talinolol in healthy Chinese volunteers. | 2009 May |
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Cholesterol-mediated activation of P-glycoprotein: distinct effects on basal and drug-induced ATPase activities. | 2009 May |
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Effect of bifendate on the pharmacokinetics of talinolol in healthy subjects. | 2009 Nov |
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Antibody-dependent transplacental transfer of malaria blood-stage antigen using a human ex vivo placental perfusion model. | 2009 Nov 24 |
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The role of transporters in the pharmacokinetics of orally administered drugs. | 2009 Sep |
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Effect of continuous silymarin administration on oral talinolol pharmacokinetics in healthy volunteers. | 2009 Sep |
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Effect of pomegranate juice pre-treatment on the transport of carbamazepine across rat intestine. | 2010 |
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Evaluation of in vivo P-glycoprotein phenotyping probes: a need for validation. | 2010 Apr |
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Validated HPLC method for quantitative determination of talinolol in rat plasma and application to a preclinical pharmacokinetic study. | 2010 Jan |
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Species difference in the effect of grapefruit juice on intestinal absorption of talinolol between human and rat. | 2010 Jan |
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Validation of a differential in situ perfusion method with mesenteric blood sampling in rats for intestinal drug interaction profiling. | 2010 Jul |
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Overcoming multidrug resistance in human cancer cells by natural compounds. | 2010 Jun |
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Pre-clinical evidence of enhanced oral bioavailability of the P-glycoprotein substrate talinolol in combination with morin. | 2010 Mar |
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Quantitation of talinolol in rat plasma by LC-MS-MS. | 2010 May-Jun |
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In vitro and in vivo evaluation of the effects of duloxetine on P-gp function. | 2010 Nov |
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Fruit juice inhibition of uptake transport: a new type of food-drug interaction. | 2010 Nov |
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Role of p-glycoprotein in region-specific gastrointestinal absorption of talinolol in rats. | 2010 Sep |
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Selective regulation of cardiac organic cation transporter novel type 2 (OCTN2) in dilated cardiomyopathy. | 2011 Jun |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.rlsnet.ru/tn_index_id_7141.htm
50 mg (1 table) 1-2 times a day or 100 mg (2 tablets) once a day.
Route of Administration:
Other
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8710739
Caco-2 cells were used for activity evaluation. Transport experiments were performed at 37°C in Hanks’ Balanced Salt Solution (HBSS) containing 10 mM MES buffered to pH 6.5. Five milliliters of the prewarmed 0.25-5.0 mM rac-talinolol solution in buffered HBSS were added to either the apical (a) or the basolateral (b) side of the cell monolayer and drug-free buffered HBSS was added to the opposite side. Each chamber was bubbled with carbogen (95% O2, 5% CO2) for homogeneous mixing of each cell’s contents. The permeation experiment lasted for 2 hours. Samples (600 mkl) were taken every 20 minutes (for apical-to-basal transports from the basal side and vice versa) and were replaced with equal volumes of fresh buffered HBSS immediately. The samples were stored at — 20°C until analysis. Experiments with the P-gp inhibitor verapamil were performed at 500 jjlM verapamil concentrations on the apical and basolateral side; verapamil concentrations of 100 mkM have already been reported to reduce the efflux of drugs
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C07AB13
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C29576
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QC07AB13
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C011550
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TALINOLOL
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C73020
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ACTIVE MOIETY