procainamide

Chemical compound

Chemical compoundtype of chemical entityQ417597

Also known as Procan® · Pronestyl® · p-Aminobenzoic diethylaminoethylamide · p-Amino-N-(2-diethylaminoethyl)benzamide · Biocoryl · Procainamida

Formula: C₁₃H₂₁N₃O
1
Sources
1.Stated in PubChem“PROCAINAMIDE”Retrieved 2016-11-19
View statement on Wikidata ↗
Mass: 235.1685 Da
1
Sources
1.Stated in PubChem“PROCAINAMIDE”Retrieved 2016-10-03
View statement on Wikidata ↗

Overview

From Wikipedia, the free encyclopedia · Read full article · Text CC BY-SA 4.0

Procainamide (PCA) is a medication of the antiarrhythmic class used for the treatment of cardiac arrhythmias. It is a sodium channel blocker of cardiomyocytes; thus it is classified by the Vaughan Williams classification system as class Ia. In addition to blocking the INa current, it inhibits the IKr rectifier K+ current. Procainamide is also known to induce a voltage-dependent open channel block on the batrachotoxin (BTX)-activated sodium channels in cardiomyocytes.

Overview

Chemistry

Computed by PubChem CID 4913 (NIH) · Public domain

Molecular formula: C13H21N3O
Molecular weight: 235.33 g/mol
IUPAC name: 4-amino-N-[2-(diethylamino)ethyl]benzamide
SMILES: CCN(CC)CCNC(=O)C1=CC=C(C=C1)N
InChIKey: REQCZEXYDRLIBE-UHFFFAOYSA-N
XLogP: 0.9
Topological polar surface area: 58.4 Å²
H-bond donors / acceptors: 2 / 3
Complexity: 221

Chemistry

All data

97 statements · 74% with external sources · numbers in brackets are citations

Significant drug interaction: amiodarone
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1.Stated in High-priority drug–drug interactions for use in electronic health records
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anagrelide
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1.Stated in High-priority drug–drug interactions for use in electronic health records
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arsenic trioxide
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1.Stated in High-priority drug–drug interactions for use in electronic health records
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astemizole
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1.Stated in High-priority drug–drug interactions for use in electronic health records
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azithromycin
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1.Stated in High-priority drug–drug interactions for use in electronic health records
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bepridil
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1.Stated in High-priority drug–drug interactions for use in electronic health records
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chloroquine
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1.Stated in High-priority drug–drug interactions for use in electronic health records
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chlorpromazine
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1.Stated in High-priority drug–drug interactions for use in electronic health records
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cisapride
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1.Stated in High-priority drug–drug interactions for use in electronic health records
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(RS)-citalopram
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1.Stated in High-priority drug–drug interactions for use in electronic health records
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clarithromycin
1
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1.Stated in High-priority drug–drug interactions for use in electronic health records
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cocaine
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1.Stated in High-priority drug–drug interactions for use in electronic health records
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disopyramide
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1.Stated in High-priority drug–drug interactions for use in electronic health records
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dofetilide
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1.Stated in High-priority drug–drug interactions for use in electronic health records
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domperidone
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1.Stated in High-priority drug–drug interactions for use in electronic health records
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dronedarone
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1.Stated in High-priority drug–drug interactions for use in electronic health records
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droperidol
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1.Stated in High-priority drug–drug interactions for use in electronic health records
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erythromycin
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1.Stated in High-priority drug–drug interactions for use in electronic health records
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escitalopram
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1.Stated in High-priority drug–drug interactions for use in electronic health records
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flecainide
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1.Stated in High-priority drug–drug interactions for use in electronic health records
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halofantrine
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1.Stated in High-priority drug–drug interactions for use in electronic health records
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haloperidol
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1.Stated in High-priority drug–drug interactions for use in electronic health records
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ibutilide
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1.Stated in High-priority drug–drug interactions for use in electronic health records
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mesoridazine
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1.Stated in High-priority drug–drug interactions for use in electronic health records
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(RS)-methadone
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1.Stated in High-priority drug–drug interactions for use in electronic health records
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moxifloxacin
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1.Stated in High-priority drug–drug interactions for use in electronic health records
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ondansetron
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1.Stated in High-priority drug–drug interactions for use in electronic health records
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pentamidine
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1.Stated in High-priority drug–drug interactions for use in electronic health records
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pimozide
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1.Stated in High-priority drug–drug interactions for use in electronic health records
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probucol
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1.Stated in High-priority drug–drug interactions for use in electronic health records
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quinidine
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1.Stated in High-priority drug–drug interactions for use in electronic health records
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sevoflurane
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1.Stated in High-priority drug–drug interactions for use in electronic health records
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sotalol
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1.Stated in High-priority drug–drug interactions for use in electronic health records
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sparfloxacin
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1.Stated in High-priority drug–drug interactions for use in electronic health records
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(RS)-sulpiride
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1.Stated in High-priority drug–drug interactions for use in electronic health records
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terfenadine
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1.Stated in High-priority drug–drug interactions for use in electronic health records
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thioridazine
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Sources
1.Stated in High-priority drug–drug interactions for use in electronic health records
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Medical condition treated: atrial fibrillation
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Sources
1.Stated in NDF-RTRetrieved 2016-12-13
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supraventricular tachycardia
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Sources
1.Stated in NDF-RTRetrieved 2016-12-13
View statement on Wikidata ↗
Canonical SMILES: CCN(CC)CCNC(=O)C1=CC=C(C=C1)N
1
Sources
1.Stated in PubChem“PROCAINAMIDE”Retrieved 2016-11-19
View statement on Wikidata ↗
World Health Organisation international non-proprietary name: procainamide
1
Sources
1.Stated in ChEBI“procainamide”Retrieved 2016-10-03
View statement on Wikidata ↗
Pregnancy category: US pregnancy category C
Subject has role: antiarrhythmic agent
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Sources
1.Stated in Medical Subject HeadingsRetrieved 2018-03-15
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voltage-gated sodium channel blockers
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1.Stated in Medical Subject HeadingsRetrieved 2018-03-15
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Has characteristic: bitterness
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Sources
1.Stated in BitterDB
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Has use: medication
Subclass of: chemical compound

On other databases

42 identifiers linking procainamide across the web's reference databases

Data quality

statements

74%

externally sourced

Source last edited June 19, 2026. AIDB refreshes this page daily.

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AIDB. (2026). procainamide (Q417597). Retrieved from https://aidb.si/e/procainamide-Q417597