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<small>'''''Synonyms / Brand Names:''''' </small>
{{Drugbox
| verifiedrevid = 470611261
| IUPAC_name = ''N''-(2,6-dimethylphenyl)alaninamide
| image = Tocainide.png


{{CMG}}
<!--Clinical data-->
| tradename = 
| Drugs.com = {{drugs.com|CONS|tocainide}}
| MedlinePlus = a601248
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
| pregnancy_US = <!-- A / B / C / D / X -->
| pregnancy_category = 
| legal_AU = <!-- Unscheduled / S2 / S4 / S8 -->
| legal_UK = <!-- GSL / P / POM / CD -->
| legal_US = <!-- OTC / Rx-only -->
| legal_status = 
| routes_of_administration = 
 
<!--Pharmacokinetic data-->
| bioavailability = 0.9-1 (oral)
| protein_bound = 10-20%
| metabolism = glucuronidation (primary)
| elimination_half-life = 9-14 R, 13-20 S
| excretion = 30-50% urine (unchanged)


==Dosing and Administration==
<!--Identifiers-->
<br>
| CASNo_Ref = {{cascite|correct|CAS}}
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| CAS_number_Ref = {{cascite|correct|??}}
<br>
| CAS_number = 41708-72-9
<font size="4">
| ATC_prefix = C01
[[{{PAGENAME}}#FDA Package Insert Resources|FDA Package Insert Resources]]
| ATC_suffix = BB03
<br></font size><small>Indications, Contraindications, Side Effects, Drug Interactions, etc.</small><font size="4"><br>
| ATC_supplemental = 
<br>
| PubChem = 38945
[http://www.pace-med-apps.com/gfrcalc.htm Calculate Creatine Clearance]
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
<br></font size><small>On line calculator of your patients Cr Cl by a variety of formulas.</small><font size="4"><br>
| DrugBank = DB01056
<br>
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
[http://home.earthlink.net/~sensei11/convert.htm Convert pounds to Kilograms]
| ChemSpiderID = 35632
<br></font size><small>On line calculator of your patients weight in pounds to Kg for dosing estimates.</small><font size="4"><br>
| UNII_Ref = {{fdacite|correct|FDA}}
<br> [[{{PAGENAME}}#Publication Resources|Publication Resources]]
| UNII = 27DXO59SAN
<br></font size><small>Recent articles, WikiDoc State of the Art Review, Textbook Information</small><font size="4"><br>
| KEGG_Ref = {{keggcite|correct|kegg}}
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| KEGG = D06172
[[{{PAGENAME}}#Trial Resources|Trial Resources]]
| ChEBI_Ref = {{ebicite|correct|EBI}}
<br></font size><small>Ongoing Trials, Trial Results</small><font size="4"><br>
| ChEBI = 9611
<br>
| ChEMBL_Ref = {{ebicite|correct|EBI}}
[[{{PAGENAME}}#Guidelines & Evidence Based Medicine Resources|Guidelines & Evidence Based Medicine Resources]]
| ChEMBL = 1762
<br></font size><small>US National Guidelines, Cochrane Collaboration, etc.</small><font size="4"><br>
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[[{{PAGENAME}}#Media Resources|Media Resources]]
<br></font size><small>Slides, Video, Images, MP3, Podcasts, etc.</small><font size="4"><br><br>
[[{{PAGENAME}}#Patient Resources|Patient Resources]]
<br></font size><small>Discussion Groups, Handouts, Blogs, News, etc.</small><font size="4"><br>
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[[{{PAGENAME}}#International Resources|International Resources]]
<br></font size><small>en Español</small><font size="4"><br>
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==FDA Package Insert Resources==
<!--Chemical data-->
[[{{PAGENAME}} indications|Indications]]
| C=11 | H=16 | N=2 | O=1
<br>
| molecular_weight = 192.258 g/mol
<br>
| smiles = O=C(Nc1c(cccc1C)C)C(N)C
[[{{PAGENAME}} contraindications|Contraindications]]
| InChI = 1/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)
<br>
| InChIKey = BUJAGSGYPOAWEI-UHFFFAOYAA
<br>
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
[[{{PAGENAME}} side effects|Side Effects]]
| StdInChI = 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)
<br>
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
<br>
| StdInChIKey = BUJAGSGYPOAWEI-UHFFFAOYSA-N
[[{{PAGENAME}} drug interactions|Drug Interactions]]
}}
<br>
__NOTOC__
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{{SI}}
[[{{PAGENAME}} precautions|Precautions]]
{{CMG}}
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[[{{PAGENAME}} overdose|Overdose]]
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[[{{PAGENAME}} instructions for administration|Instructions for Administration]]
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[[{{PAGENAME}} how supplied|How Supplied]]
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[[{{PAGENAME}} pharmacokinetics and molecular data|Pharmacokinetics and Molecular Data]]
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[[FDA label]]
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[http://google2.fda.gov/search?q={{urlencode:{{#if:{{{1|}}}|{{{1}}}|{{PAGENAME}}}}}}&x=0&y=0&client=FDA&site=FDA&lr=&proxystylesheet=FDA&output=xml_no_dtd&getfields=* FDA on {{PAGENAME}}]
<br>
<br>
</font size><small>[[{{PAGENAME}}#Dosing and Administration|Return to top]]</small><font size="4">
<br>
<br>


==Publication Resources==
==Overview==
[http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?CMD=search&db=pubmed&term={{urlencode:{{#if:{{{1|}}}|{{{1}}}|{{PAGENAME}}}}}} Most Recent Articles on {{#if:{{{1|}}}|{{{1}}}|{{PAGENAME}}}}]
'''Tocainide''' (Tonocard) is a class Ib [[antiarrhythmic agent]]. It is no longer sold in the United States.
<br>
<br>
[http://www.ncbi.nlm.nih.gov/sites/entrez?cmd=search&db=pubmed&term={{urlencode:{{#if:{{{1|}}}|{{{1}}}|{{PAGENAME}}}}}}%20AND%20systematic%5Bsb%5D  Review Articles on {{PAGENAME}}]
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[http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=search&db=pubmed&term={{urlencode:{{#if:{{{1|}}}|{{{1}}}|{{PAGENAME}}}}}}+AND+%28%28N+Engl+J+Med%5Bta%5D%29+OR+%28Lancet%5Bta%5D%29+OR+%28BMJ%5Bta%5D%29%29 Articles on {{PAGENAME}} in N Eng J Med, Lancet, BMJ]
<br>
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[[WikiDoc state of the art review on {{PAGENAME}}|WikiDoc State of the Art Review]]
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[http://books.google.com/books?ie=UTF-8&oe=utf-8&q={{urlencode:{{#if:{{{1|}}}|{{{1}}}|{{PAGENAME}}}}}}&qt_s=Search&sa=N&tab=gp Textbook Information on {{PAGENAME}}]
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</font size><small>[[{{PAGENAME}}#Dosing and Administration|Return to top]]</small><font size="4">
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==Trial Resources==
==Pharmacokinetics==
[http://clinicaltrials.gov/search/open/condition={{urlencode:{{#if:{{{1|}}}|{{{1}}}|{{PAGENAME}}}}}} Ongoing Trials with {{PAGENAME}} at Clinical Trials.gov]
<br>
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[http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=search&db=pubmed&term={{urlencode:{{#if:{{{1|}}}|{{{1}}}|{{PAGENAME}}}}}}+AND+%28randomized+controlled+trial%5BPublication+Type%5D+OR+%28randomized%5BTitle%2FAbstract%5D+AND+controlled%5BTitle%2FAbstract%5D+AND+trial%5BTitle%2FAbstract%5D%29%29 Trial Results with {{PAGENAME}}]
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</font size><small>[[{{PAGENAME}}#Dosing and Administration|Return to top]]</small><font size="4">
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==Guidelines & Evidence Based Medicine Resources==
Tocainide is a [[lidocaine]] analog, that does not have significant 1st pass metabolism. It is found in two [[enantiomer]]s. The R isomer is 4x as potent as the S. Oral bioavailability is 0.9-1.0. In the blood tocainide is 10-20% protein bound. The Volume of distribution is 2.5-3.5 L/kg.  30-50% is excreted unchanged in the urine. The more active R-isomer is cleared faster in anephric patients or those with severe renal dysfunction. The main metabolite is the glucuronidated tocainide carbamic acid. The glucuronosyl transferase is apparently induced by rifampin. Weak inhibition of Cyp1A2 leads to a mild theophylline interaction.
[http://www.guideline.gov/search/searchresults.aspx?Type=3&txtSearch={{urlencode:{{#if:{{{1|}}}|{{{1}}}|{{PAGENAME}}}}}}&num=20 US National Guidelines Clearinghouse on {{PAGENAME}}]
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[http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=search&db=pubmed&term={{urlencode:({{#if:{{{1|}}}|{{{1}}}|{{PAGENAME}}}}) AND (Cochrane Database Syst Rev[ta])}} Cochrane Collaboration on {{PAGENAME}}]
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[http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=search&db=pubmed&term={{urlencode:({{#if:{{{1|}}}|{{{1}}}|{{PAGENAME}}}}) AND (Cost effectiveness)}} Cost Effectiveness of {{PAGENAME}}]
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</font size><small>[[{{PAGENAME}}#Dosing and Administration|Return to top]]</small><font size="4">
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==Media Resources==
[http://www.google.com/search?q={{urlencode:{{#if:{{{1|}}}|{{{1}}}|{{PAGENAME}}}}}}+ppt&ie=utf-8&oe=utf-8&aq=t&rls=org.mozilla:en-US:official&client=firefox-a Powerpoint Slides on {{PAGENAME}}]
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[http://images.google.com/images?q={{urlencode:{{#if:{{{1|}}}|{{{1}}}|{{PAGENAME}}}}}}&ie=UTF-8&oe=utf-8&rls=org.mozilla:en-US:official&client=firefox-a&um=1&sa=N&tab=wi Images of {{PAGENAME}}]
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[http://www.google.com/search?hl=en&client=firefox-a&rls=org.mozilla%3Aen-US%3Aofficial&hs=hPo&q={{urlencode:{{#if:{{{1|}}}|{{{1}}}|{{PAGENAME}}}}}}+podcasts+OR+MP3&btnG=Search Podcasts & MP3s on {{PAGENAME}}]
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[http://video.google.com/videosearch?q={{urlencode:{{#if:{{{1|}}}|{{{1}}}|{{PAGENAME}}}}}}&ie=UTF-8&oe=utf-8&rls=org.mozilla:en-US:official&um=1&sa=N&tab=fv# Videos on {{PAGENAME}}]
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</font size><small>[[{{PAGENAME}}#Dosing and Administration|Return to top]]</small><font size="4">
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==Patient Resources==
==References==
[[{{PAGENAME}} (patient information)|Patient Information from National Library of Medicine]]
{{reflist|2}}
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[http://www.google.com/search?hl=en&q={{urlencode:{{#if:{{{1|}}}|{{{1}}}|{{PAGENAME}}}}}}+more:for_patients&cx=disease_for_patients&sa=N&oi=cooptsr&resnum=0&ct=col3&cd=1  Patient Resources on {{PAGENAME}}]
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[http://groups.google.com/groups/search?ie=UTF-8&oe=utf-8&q={{urlencode:{{#if:{{{1|}}}|{{{1}}}|{{PAGENAME}}}}}}&qt_s=Search Discussion Groups on {{PAGENAME}}]
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[http://www.google.com/search?hl=en&client=firefox-a&rls=org.mozilla:en-US:official&q={{urlencode:{{#if:{{{1|}}}|{{{1}}}|{{PAGENAME}}}}}}+more:patient_handouts&cx=disease_for_health_professionals&sa=N&oi=coopctx&resnum=0&ct=col1&cd=3 Patient Handouts on {{PAGENAME}}]
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[http://blogsearch.google.com/blogsearch?q={{urlencode:{{#if:{{{1|}}}|{{{1}}}|{{PAGENAME}}}}}}&ie=UTF-8&oe=utf-8&rls=org.mozilla:en-US:official&client=firefox-a&um=1&sa=N&tab=wb Blogs on {{PAGENAME}}]
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[http://news.google.com/news?q={{urlencode:{{#if:{{{1|}}}|{{{1}}}|{{PAGENAME}}}}}}&ie=UTF-8&oe=utf-8&rls=org.mozilla:en-US:official&client=firefox-a&um=1&sa=N&tab=wn {{PAGENAME}} in the News]
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[http://finance.google.com/finance?ie=UTF-8&oe=utf-8&q={{urlencode:{{#if:{{{1|}}}|{{{1}}}|{{PAGENAME}}}}}}&qt_s=Search&sa=N&tab=te {{PAGENAME}} in the Marketplace]
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</font size><small>[[{{PAGENAME}}#Dosing and Administration|Return to top]]</small><font size="4">
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==International Resources==
{{Antiarrhythmic agents}}
[http://www.google.com/search?q={{urlencode:{{#if:{{{1|}}}|{{{1}}}|{{PAGENAME}}}}}}+en+espanol&ie=utf-8&oe=utf-8&aq=t&rls=org.mozilla:en-US:official&client=firefox-a {{PAGENAME}} en Español]
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----
{{FDA}}


[[Category:Drugs]]
[[Category:Antiarrhythmic agents]]
[[Category:Cardiovascular Drugs]]
[[Category:Drug]]

Latest revision as of 22:07, 23 July 2014

Tocainide
Clinical data
AHFS/Drugs.comMicromedex Detailed Consumer Information
MedlinePlusa601248
ATC code
Pharmacokinetic data
Bioavailability0.9-1 (oral)
Protein binding10-20%
Metabolismglucuronidation (primary)
Elimination half-life9-14 R, 13-20 S
Excretion30-50% urine (unchanged)
Identifiers
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
E number{{#property:P628}}
ECHA InfoCard{{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value).
Chemical and physical data
FormulaC11H16N2O
Molar mass192.258 g/mol
3D model (JSmol)
  (verify)

WikiDoc Resources for Tocainide

Articles

Most recent articles on Tocainide

Most cited articles on Tocainide

Review articles on Tocainide

Articles on Tocainide in N Eng J Med, Lancet, BMJ

Media

Powerpoint slides on Tocainide

Images of Tocainide

Photos of Tocainide

Podcasts & MP3s on Tocainide

Videos on Tocainide

Evidence Based Medicine

Cochrane Collaboration on Tocainide

Bandolier on Tocainide

TRIP on Tocainide

Clinical Trials

Ongoing Trials on Tocainide at Clinical Trials.gov

Trial results on Tocainide

Clinical Trials on Tocainide at Google

Guidelines / Policies / Govt

US National Guidelines Clearinghouse on Tocainide

NICE Guidance on Tocainide

NHS PRODIGY Guidance

FDA on Tocainide

CDC on Tocainide

Books

Books on Tocainide

News

Tocainide in the news

Be alerted to news on Tocainide

News trends on Tocainide

Commentary

Blogs on Tocainide

Definitions

Definitions of Tocainide

Patient Resources / Community

Patient resources on Tocainide

Discussion groups on Tocainide

Patient Handouts on Tocainide

Directions to Hospitals Treating Tocainide

Risk calculators and risk factors for Tocainide

Healthcare Provider Resources

Symptoms of Tocainide

Causes & Risk Factors for Tocainide

Diagnostic studies for Tocainide

Treatment of Tocainide

Continuing Medical Education (CME)

CME Programs on Tocainide

International

Tocainide en Espanol

Tocainide en Francais

Business

Tocainide in the Marketplace

Patents on Tocainide

Experimental / Informatics

List of terms related to Tocainide

Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]

Overview

Tocainide (Tonocard) is a class Ib antiarrhythmic agent. It is no longer sold in the United States.

Pharmacokinetics

Tocainide is a lidocaine analog, that does not have significant 1st pass metabolism. It is found in two enantiomers. The R isomer is 4x as potent as the S. Oral bioavailability is 0.9-1.0. In the blood tocainide is 10-20% protein bound. The Volume of distribution is 2.5-3.5 L/kg. 30-50% is excreted unchanged in the urine. The more active R-isomer is cleared faster in anephric patients or those with severe renal dysfunction. The main metabolite is the glucuronidated tocainide carbamic acid. The glucuronosyl transferase is apparently induced by rifampin. Weak inhibition of Cyp1A2 leads to a mild theophylline interaction.

References

Template:Antiarrhythmic agents