tocainide (BioDeep_00000406042)
Main id: BioDeep_00000003183
代谢物信息卡片
tocainide
化学式: C11H16N2O (192.12625659999998)
中文名称: 妥卡尼
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC1=C(C(=CC=C1)C)NC(=O)C(C)N
InChI: InChI=1S/C11H16N2O/c1-7-5-4-6-8(2)10(7)13-11(14)9(3)12/h4-6,9H,12H2,1-3H3,(H,13,14)
描述信息
C - Cardiovascular system > C01 - Cardiac therapy > C01B - Antiarrhythmics, class i and iii > C01BB - Antiarrhythmics, class ib
D002317 - Cardiovascular Agents > D026941 - Sodium Channel Blockers > D061567 - Voltage-Gated Sodium Channel Blockers
C78274 - Agent Affecting Cardiovascular System > C47793 - Antiarrhythmic Agent
D002317 - Cardiovascular Agents > D000889 - Anti-Arrhythmia Agents
D049990 - Membrane Transport Modulators
C93038 - Cation Channel Blocker
同义名列表
1 个代谢物同义名
数据库引用编号
15 个数据库交叉引用编号
- ChEBI: CHEBI:9611
- KEGG: C07142
- KEGGdrug: D06172
- PubChem: 38945
- DrugBank: DB01056
- ChEMBL: CHEMBL1762
- MeSH: Tocainide
- CAS: 41708-72-9
- CAS: 53984-26-2
- CAS: 76213-25-7
- MoNA: FiehnHILIC002367
- MoNA: FiehnHILIC000800
- PubChem: 9351
- NIKKAJI: J16.873D
- RefMet: Tocainide
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
0 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：
- PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。
文献列表
- Marco Pistolozzi, Cecilia Fortugno, Carlo Franchini, Filomena Corbo, Marilena Muraglia, Myriam Roy, Guy Félix, Carlo Bertucci. Species-dependent binding of tocainide analogues to albumin: affinity chromatography and circular dichroism study.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2014 Oct; 968(?):69-78. doi:
10.1016/j.jchromb.2014.01.007. [PMID: 24472243] - Marco Pistolozzi, Carlo Franchini, Filomena Corbo, Marilena Muraglia, Marcella De Giorgi, Guy Felix, Carlo Bertucci. Tocainide analogues binding to human serum albumin: a HPLAC and circular dichroism study.
Journal of pharmaceutical and biomedical analysis.
2010 Oct; 53(2):179-85. doi:
10.1016/j.jpba.2010.03.005. [PMID: 20359840] - C Ghelardini, J-F Desaphy, M Muraglia, F Corbo, R Matucci, A Dipalma, C Bertucci, M Pistolozzi, M Nesi, M Norcini, C Franchini, D Conte Camerino. Effects of a new potent analog of tocainide on hNav1.7 sodium channels and in vivo neuropathic pain models.
Neuroscience.
2010 Aug; 169(2):863-73. doi:
10.1016/j.neuroscience.2010.05.019. [PMID: 20580661] - Manthena V S Varma, Bo Feng, R Scott Obach, Matthew D Troutman, Jonathan Chupka, Howard R Miller, Ayman El-Kattan. Physicochemical determinants of human renal clearance.
Journal of medicinal chemistry.
2009 Aug; 52(15):4844-52. doi:
10.1021/jm900403j. [PMID: 19445515] - R Scott Obach, Franco Lombardo, Nigel J Waters. Trend analysis of a database of intravenous pharmacokinetic parameters in humans for 670 drug compounds.
Drug metabolism and disposition: the biological fate of chemicals.
2008 Jul; 36(7):1385-405. doi:
10.1124/dmd.108.020479. [PMID: 18426954] - Reza Mehvar, Dion R Brocks, Majid Vakily. Impact of stereoselectivity on the pharmacokinetics and pharmacodynamics of antiarrhythmic drugs.
Clinical pharmacokinetics.
2002; 41(8):533-58. doi:
10.2165/00003088-200241080-00001. [PMID: 12102640] - C A Calvert, C W Pickus, G J Jacobs. Efficacy and toxicity of tocainide for the treatment of ventricular tachyarrhythmias in Doberman pinschers with occult cardiomyopathy.
Journal of veterinary internal medicine.
1996 Jul; 10(4):235-40. doi:
10.1111/j.1939-1676.1996.tb02055.x. [PMID: 8819048] - E B Christensen, S H Hansen, S N Rasmussen. Assay of tocainide enantiomers in plasma by solid-phase extraction and indirect chiral high-performance liquid chromatography after derivatization with (-)-menthyl chloroformate.
Journal of chromatography. B, Biomedical applications.
1995 Aug; 670(2):243-9. doi:
10.1016/0378-4347(95)00183-2. [PMID: 8548014] - A M Gillis, M Choi, H J Mathison, H G Parsons. Influence of dietary fat on the pharmacodynamics of quinidine, procainamide and tocainide in isolated perfused rabbit hearts.
The Journal of pharmacology and experimental therapeutics.
1994 Oct; 271(1):176-83. doi:
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British journal of clinical pharmacology.
1993 Apr; 35(4):437-40. doi:
10.1111/j.1365-2125.1993.tb04163.x. [PMID: 8485025] - R A Carr, R T Foster, D Freitag, F M Pasutto. Stereospecific high-performance liquid chromatographic determination of tocainide.
Journal of chromatography.
1991 May; 566(1):155-62. doi:
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Biomedical chromatography : BMC.
1991 Jan; 5(1):19-22. doi:
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Journal of the American College of Cardiology.
1990 Nov; 16(6):1475-80. doi:
10.1016/0735-1097(90)90395-6. [PMID: 2121814] - D W Kwok, G Pillai, R Vaughan, J E Axelson, K M McErlane. Preparative high-performance liquid chromatography and preparative thin-layer chromatography isolation of tocainide carbamoyl-O-beta-D-glucuronide: structural characterization by gas chromatography-mass spectrometry and fast atom bombardment-mass spectrometry.
Journal of pharmaceutical sciences.
1990 Oct; 79(10):857-61. doi:
10.1002/jps.2600791002. [PMID: 2280351] - K J Hoffmann, L Renberg, O Gyllenhaal. Analysis and stereoselective metabolism after separate oral doses of tocainide enantiomers to healthy volunteers.
Biopharmaceutics & drug disposition.
1990 May; 11(4):351-63. doi:
10.1002/bdd.2510110404. [PMID: 2111189] - S S Gottlieb, M L Kukin, N Medina, M Yushak, M Packer. Comparative hemodynamic effects of procainamide, tocainide, and encainide in severe chronic heart failure.
Circulation.
1990 Mar; 81(3):860-4. doi:
10.1161/01.cir.81.3.860. [PMID: 2106401] - B Halawa. [Interactions of quinidine and propranolol with mexiletine, encainide, flecainide and tocainide].
Polski tygodnik lekarski (Warsaw, Poland : 1960).
1990 Mar; 45(10-11):222-4. doi:
. [PMID: 2120685] - D W Kwok, K M McErlane, J E Axelson. A gas chromatographic assay for tocainide carbamoyl-O-beta-D-glucuronide:quantitation of the base hydrolyzed product, 3-(2',6'-xylyl)-5-methylhydantoin.
Research communications in chemical pathology and pharmacology.
1990 Mar; 67(3):395-409. doi:
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Chirality.
1990; 2(1):43-51. doi:
10.1002/chir.530020107. [PMID: 2119207] - J H Beijnen, R van Gijn, W J Underberg. Gas chromatographic analysis, with nitrogen detection, of tocainide in plasma.
Journal of pharmaceutical and biomedical analysis.
1990; 8(8-12):1101-3. doi:
10.1016/0731-7085(90)80180-w. [PMID: 2129239] - A Capucci, L Frabetti, S Gubelli, G Boriani, B Marchesini, S Boschi, E Ambrosioni, B Magnani. Tocainide and metoprolol: an efficacious therapeutic combination in the treatment of premature ventricular beats.
Clinical cardiology.
1989 Jun; 12(6):322-31. doi:
10.1002/clc.4960120607. [PMID: 2472242] - T L Rice, J H Patterson, C Celestin, J R Foster, J R Powell. Influence of rifampin on tocainide pharmacokinetics in humans.
Clinical pharmacy.
1989 Mar; 8(3):200-5. doi:
NULL. [PMID: 2495879] - D S North, A L Mattern, R P Kapil, R L Lalonde. The effect of histamine-2 receptor antagonists on tocainide pharmacokinetics.
Journal of clinical pharmacology.
1988 Jul; 28(7):640-3. doi:
10.1002/j.1552-4604.1988.tb03188.x. [PMID: 2905709] - R M Patel, D D Blevins, B F Ellington. Analysis for aminoethyl-(2,6-dimethylphenyl)carboxamide (tocainide) in serum with a varian advanced automated sample processor and analytichem extraction cassettes.
Clinical chemistry.
1988 Apr; 34(4):770. doi:
NULL. [PMID: 3129215] - R S Sheldon, N J Cannon, H J Duff. A receptor for type I antiarrhythmic drugs associated with rat cardiac sodium channels.
Circulation research.
1987 Oct; 61(4):492-7. doi:
10.1161/01.res.61.4.492. [PMID: 2443266] - C L Raehl, G J Beirne, A V Moorthy, A K Patel. Tocainide pharmacokinetics during continuous ambulatory peritoneal dialysis.
The American journal of cardiology.
1987 Sep; 60(8):747-50. doi:
10.1016/0002-9149(87)90403-6. [PMID: 3116834] - K Sperry, N Wohlenberg, J C Standefer. Fatal intoxication by tocainide.
Journal of forensic sciences.
1987 Sep; 32(5):1440-6. doi:
. [PMID: 3117960] - M R Schuster, P M Paris, R M Kaplan, R D Stewart. Effect on the seizure threshold in dogs of tocainide/lidocaine administration.
Annals of emergency medicine.
1987 Jul; 16(7):749-51. doi:
10.1016/s0196-0644(87)80567-x. [PMID: 3109286] - J Boutagy, K O'Shea. Liquid-chromatographic determination of tocainide in plasma, with N-acyl derivatives of tocainide as internal standards.
Clinical chemistry.
1987 Jun; 33(6):1069. doi:
NULL. [PMID: 3109774] - E W Streib. Paramyotonia congenita: successful treatment with tocainide. Clinical and electrophysiologic findings in seven patients.
Muscle & nerve.
1987 Feb; 10(2):155-62. doi:
10.1002/mus.880100209. [PMID: 3102961] - C Barnfield, A V Kemmenoe. A sudden death due to tocainide overdose.
Human toxicology.
1986 Sep; 5(5):337-40. doi:
10.1177/096032718600500508. [PMID: 3095221] - H F Proelss, T B Townsend. Simultaneous liquid-chromatographic determination of five antiarrhythmic drugs and their major active metabolites in serum.
Clinical chemistry.
1986 Jul; 32(7):1311-7. doi:
NULL. [PMID: 3087659] - R H White, D L Robbins, G L Henderson, D M Hyde. Tocainide suppression of immune-complex-mediated dermal inflammation: comparison with prostaglandin E1.
Clinical immunology and immunopathology.
1986 Jun; 39(3):452-63. doi:
10.1016/0090-1229(86)90173-x. [PMID: 2938861] - P Vermeij, J H Hulshof. Dose finding of tocainide in the treatment of tinnitus.
International journal of clinical pharmacology, therapy, and toxicology.
1986 Apr; 24(4):207-12. doi:
. [PMID: 3086242] - C W Jones. Mass-spectrometric assay of tocainide in serum.
Clinical chemistry.
1986 Mar; 32(3):503-5. doi:
10.1093/clinchem/32.3.503. [PMID: 3081283] - T Annesley, K Matz, R Davenport, D Giacherio. A high performance liquid chromatographic assay for tocainide with alternate application for the determination of lidocaine, procainamide, and N-acetylprocainamide.
Research communications in chemical pathology and pharmacology.
1986 Feb; 51(2):173-81. doi:
. [PMID: 2421377] - R L Woosley, D S Echt, D M Roden. Effects of congestive heart failure on the pharmacokinetics and pharmacodynamics of antiarrhythmic agents.
The American journal of cardiology.
1986 Jan; 57(3):25B-33B. doi:
10.1016/0002-9149(86)90995-1. [PMID: 3080860] - E Forrence, J O Covinsky, C Mullen. A seizure induced by concurrent lidocaine-tocainide therapy--is it just a case of additive toxicity?.
Drug intelligence & clinical pharmacy.
1986 Jan; 20(1):56-9. doi:
10.1177/106002808602000109. [PMID: 3080299] - P J Smith. Measurement of tocainide in serum by capillary gas chromatography.
Therapeutic drug monitoring.
1986; 8(3):361-4. doi:
10.1097/00007691-198609000-00022. [PMID: 3092408] - R N Gupta, M Lew. Liquid chromatographic determination of mexiletine and tocainide in human plasma with fluorescence detection after reaction with a modified o-phthalaldehyde reagent.
Journal of chromatography.
1985 Nov; 344(?):221-30. doi:
10.1016/s0378-4347(00)82022-8. [PMID: 3936856] - I Pyykkö, S Padoan, L Schalén, L Lyttkens, M Magnusson, N G Henriksson. The effects of TTS-scopolamine, dimenhydrinate, lidocaine, and tocainide on motion sickness, vertigo, and nystagmus.
Aviation, space, and environmental medicine.
1985 Aug; 56(8):777-82. doi:
. [PMID: 3929760] - G R Hasegawa. Tocainide: a new oral antiarrhythmic.
Drug intelligence & clinical pharmacy.
1985 Jul; 19(7-8):514-7. doi:
10.1177/106002808501900702. [PMID: 3928308] - B MacMahon, M Bakshi, P Branagan, J G Kelly, M J Walsh. Pharmacokinetics and haemodynamic effects of tocainide in patients with acute myocardial infarction complicated by left ventricular failure.
British journal of clinical pharmacology.
1985 Apr; 19(4):429-34. doi:
10.1111/j.1365-2125.1985.tb02666.x. [PMID: 3922392] - K Hashimoto, M Ishii, S Komori, H Mitsuhashi. Canine digitalis arrhythmia as a model for detecting Na-channel blocking antiarrhythmic drugs: a comparative study using other canine arrhythmia models and the new antiarrhythmic drugs, propafenone, tocainide, and SUN 1165.
Heart and vessels.
1985 Feb; 1(1):29-35. doi:
10.1007/bf02066484. [PMID: 2419304] - J Braun, F Sörgel, F Engelmaier, W P Gluth, U Gessler. Pharmacokinetics of tocainide in patients with severe renal failure.
European journal of clinical pharmacology.
1985; 28(6):665-70. doi:
10.1007/bf00607912. [PMID: 3933983] - G P Sanna. New drugs in the management of ventricular arrhythmias.
Giornale italiano di cardiologia.
1984 Oct; 14(10):788-97. doi:
. [PMID: 6083894] - D G McDevitt. The clinical pharmacology of lidocaine congeners--review of encainide, flecainide, lorcainide and tocainide.
European heart journal.
1984 Sep; 5 Suppl B(?):63-6. doi:
10.1093/eurheartj/5.suppl_b.63. [PMID: 6437818] - A M Gillis, R E Kates. Clinical pharmacokinetics of the newer antiarrhythmic agents.
Clinical pharmacokinetics.
1984 Sep; 9(5):375-403. doi:
10.2165/00003088-198409050-00001. [PMID: 6437721] - K J Hoffmann, L Renberg, C Bäärnhielm. Stereoselective disposition of RS-tocainide in man.
European journal of drug metabolism and pharmacokinetics.
1984 Jul; 9(3):215-22. doi:
10.1007/bf03189644. [PMID: 6440790] - A M Antonsson, O Gyllenhaal, K Kylberg-Hanssen, L Johansson, J Vessman. Monitoring of S- and R-tocainide in human plasma after heptafluorobutyrylation, separation on Chirasil-Val and electron-capture detection.
Journal of chromatography.
1984 Jun; 308(?):181-7. doi:
10.1016/s0021-9673(01)87544-0. [PMID: 6430940] - A J Sedman, J Gal. Simultaneous determination of the enantiomers of tocainide in blood plasma using gas-liquid chromatography with electron-capture detection.
Journal of chromatography.
1984 Mar; 306(?):155-64. doi:
10.1016/s0378-4347(00)80878-6. [PMID: 6425350] - G K Pillai, J E Axelson, C R Kerr, K M McErlane. Stereospecific salivary excretion of tocainide enantiomers in man.
Research communications in chemical pathology and pharmacology.
1984 Feb; 43(2):209-21. doi:
NULL. [PMID: 6424192] - A J Sedman, J Gal, W Mastropaolo, P Johnson, J D Maloney, T P Moyer. Serum tocainide enantiomer concentrations in human subjects.
British journal of clinical pharmacology.
1984 Jan; 17(1):113-5. doi:
10.1111/j.1365-2125.1984.tb05012.x. [PMID: 6419760] - S M Mohiuddin, D Esterbrooks, D E Hilleman, W S Aronow, A J Patterson, M H Sketch, A N Mooss, T T Hee, J W Reich. Tocainide kinetics in congestive heart failure.
Clinical pharmacology and therapeutics.
1983 Nov; 34(5):596-603. doi:
10.1038/clpt.1983.221. [PMID: 6414753] - W Endell, D Oltmanns, T Pottage. Alteration of the kinetics of tocainide in combined hepatic and renal insufficiency.
Methods and findings in experimental and clinical pharmacology.
1983 Oct; 5(8):589-90. doi:
NULL. [PMID: 6420626] - B Holmes, R N Brogden, R C Heel, T M Speight, G S Avery. Tocainide. A review of its pharmacological properties and therapeutic efficacy.
Drugs.
1983 Aug; 26(2):93-123. doi:
10.2165/00003495-198326020-00001. [PMID: 6411445] - G Aberg, R Ronfeld, L Aberg, T Fitzgerald, K McCollom, R Moller. Antiarrhythmic effects of tocainide and lidocaine in dogs.
Acta pharmacologica et toxicologica.
1983 Aug; 53(2):146-52. doi:
10.1111/j.1600-0773.1983.tb01883.x. [PMID: 6414246] - K M McErlane, G K Pillai. Gas--liquid chromatographic resolution and assay of tocainide enantiomers using a chiral capillary column and study of their selective disposition in man.
Journal of chromatography.
1983 May; 274(?):129-38. doi:
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Clinical cardiology.
1983 Feb; 6(2):72-8. doi:
10.1002/clc.4960060206. [PMID: 6403267] - U Wiegers, P Hanrath, K H Kuck, A Pottage, C Graffner, J Augustin, M Runge. Pharmacokinetics of tocainide in patients with renal dysfunction and during haemodialysis.
European journal of clinical pharmacology.
1983; 24(4):503-7. doi:
10.1007/bf00609893. [PMID: 6407848] - D Oltmanns, A Pottage, W Endell. Pharmacokinetics of tocainide in patients with combined hepatic and renal dysfunction.
European journal of clinical pharmacology.
1983; 25(6):787-90. doi:
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Clinical pharmacokinetics.
1983 Jan; 8(1):63-82. doi:
10.2165/00003088-198308010-00004. [PMID: 6404580] - J W Upward, D Holt, P Emery, F Akhras, G Jackson. The appropriate dosage regime for the transition from intravenous lignocaine to oral tocainide after acute myocardial infarction.
European journal of clinical pharmacology.
1983; 25(5):589-94. doi:
10.1007/bf00542344. [PMID: 6420162] - B Schwartzkopff, G Schilling, H Simon. Comparison of tocainide and prajmalium bitartrate for the treatment of ventricular arrhythmias.
Arzneimittel-Forschung.
1983; 33(1):153-8. doi:
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Circulation.
1982 Dec; 66(6):1205-10. doi:
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Journal of chromatography.
1982 Nov; 232(2):315-26. doi:
10.1016/s0378-4347(00)84171-7. [PMID: 6818239] - A J Sedman, D C Bloedow, J Gal. Serum binding of tocainide and its enantiomers in human subjects.
Research communications in chemical pathology and pharmacology.
1982 Oct; 38(1):165-8. doi:
NULL. [PMID: 6815740] - K J Gipple, K T Chan, A T Elvin, D Lalka, J E Axelson. Species differences in the urinary excretion of the novel primary amine conjugate: tocainide carbamoyl O-beta-D-glucuronide.
Journal of pharmaceutical sciences.
1982 Sep; 71(9):1011-4. doi:
10.1002/jps.2600710914. [PMID: 7131264] - J Gal, T A French, T Zysset, P E Haroldsen. Disposition of (R,S)-tocainide. Some stereoselective aspects.
Drug metabolism and disposition: the biological fate of chemicals.
1982 Jul; 10(4):399-404. doi:
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Journal of pharmaceutical sciences.
1982 May; 71(5):491-4. doi:
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Journal of chromatography.
1982 Apr; 239(?):323-34. doi:
10.1016/s0021-9673(00)81991-3. [PMID: 6808001] - G K Pillai, J E Axelson, K M McErlane. Electron-capture gas-liquid chromatographic determination of tocainide in biological fluids using fused silica capillary columns.
Journal of chromatography.
1982 Apr; 229(1):103-9. doi:
10.1016/s0378-4347(00)86041-7. [PMID: 6806310] - R A Ronfeld, E M Wolshin, A J Block. On the kinetics and dynamics of tocainide and its metabolites.
Clinical pharmacology and therapeutics.
1982 Mar; 31(3):384-92. doi:
10.1038/clpt.1982.49. [PMID: 6800678] - S D Gettings, R J Flanagan, D W Holt. Simple method for the measurement of tocainide and lignocaine in blood plasma or serum using gas--liquid chromatography with flame ionisation detection.
Journal of chromatography.
1981 Oct; 225(2):469-75. doi:
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Xenobiotica; the fate of foreign compounds in biological systems.
1981 Apr; 11(4):259-65. doi:
10.3109/00498258109045300. [PMID: 6795837] - R A Winkle, J W Mason, D C Harrison. Tocainide for drug-resistant ventricular arrhythmias: efficacy, side effects, and lidocaine responsiveness for predicting tocainide success.
American heart journal.
1980 Dec; 100(6 Pt 2):1031-6. doi:
10.1016/0002-8703(80)90209-4. [PMID: 6778191] - B C Bastian, P W Macfarlane, J H McLauchlan, D Ballantyne, P Clark, W S Hillis, A P Rae, I Hutton. A prospective randomized trial of tocainide in patients following myocardial infarction.
American heart journal.
1980 Dec; 100(6 Pt 2):1017-22. doi:
10.1016/0002-8703(80)90207-0. [PMID: 6778189] - A T Elvin, D Lalka, K Stoeckel, P du Souich, J E Axelson, L H Golden, A J McLean. Tocainide kinetics and metabolism: effects of phenobarbital and substrates of glucuronyl transferase.
Clinical pharmacology and therapeutics.
1980 Nov; 28(5):652-8. doi:
10.1038/clpt.1980.217. [PMID: 6777107] - R Venkataramanan, J E Axelson. The effect of phenobarbital and SKF 525A on tocainide pharmacokinetics in the rat.
The Journal of pharmacology and experimental therapeutics.
1980 Oct; 215(1):235-9. doi:
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The Journal of pharmacology and experimental therapeutics.
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