1.0 2014-09-11 05:14:08 UTC 2026-08-21 22:40:05 UTC T3D4738 Encainide SmallMolecule Encainide is an exogenous organic compound with the formula C22H28N2O2 and an average molecular weight of 352.47 g/mol. It exists as a solid at room temperature. Encainide belongs to the anilides, a subclass of benzene and substituted derivatives within the organic compounds. The compound targets the sodium channel protein type 5 subunit alpha (SCN5A). Recorded sources for encainide include antennas in electrical and electronic equipment, as well as pharmaceuticals and veterinary products specifically within the class i and iii antiarrhythmics. The recorded route of exposure is oral. Encainide hydrochloride was formerly marketed as Enkaid capsules, which were voluntarily withdrawn from the US market on December 16, 1991, by the manufacturer. This withdrawal followed associations with increased death rates in patients who had asymptomatic heart rhythm abnormalities after a recent heart attack. Drug Synthetic Toxin Organic Compound Amine Ether Amide Ester Drug Anti-Arrhythmia Agent Synthetic Compound Sodium Channel Blocker Voltage-Gated Sodium Channel Blocker (+-)-2'-[2-(1-Methyl-2-piperidyl)ethyl]-P-anisanilide (+-)-4-Methoxy-N-(2-(2-(1-methyl-2-piperidinyl)ethyl)phenyl)benzamide 4-Methoxy-2'-[2-(1-methyl-2-piperidyl)ethyl]benzanilide 4-Methoxy-N-{2-[2-(1-methyl-piperidin-2-yl)-ethyl]-phenyl}-benzamide Encainida Encainidum Enkaid C22H28N2O2 352.4699 352.21507815 4-methoxy-N-{2-[2-(1-methylpiperidin-2-yl)ethyl]phenyl}benzamide encainide 66778-36-7 COC1=CC=C(C=C1)C(=O)NC1=CC=CC=C1CCC1CCCCN1C InChI=1S/C22H28N2O2/c1-24-16-6-5-8-19(24)13-10-17-7-3-4-9-21(17)23-22(25)18-11-14-20(26-2)15-12-18/h3-4,7,9,11-12,14-15,19H,5-6,8,10,13,16H2,1-2H3,(H,23,25) PJWPNDMDCLXCOM-UHFFFAOYSA-N Organic compounds Benzenoids Benzene and substituted derivatives Anilides Benzanilides Alkaloids and derivatives Alkyl aryl ethers Amino acids and derivatives Anisoles Aralkylamines Azacyclic compounds Benzamides Benzoyl derivatives Hydrocarbon derivatives Methoxybenzenes Organic oxides Organopnictogen compounds Phenoxy compounds Piperidines Secondary carboxylic acid amides Trialkylamines Alkaloid or derivatives Alkyl aryl ether Amine Amino acid or derivatives Anisole Aralkylamine Aromatic heteromonocyclic compound Azacycle Benzamide Benzanilide Benzoic acid or derivatives Benzoyl Carboxamide group Carboxylic acid derivative Ether Hydrocarbon derivative Methoxybenzene Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Phenol ether Phenoxy compound Piperidine Secondary carboxylic acid amide Tertiary aliphatic amine Tertiary amine Aromatic heteromonocyclic compounds benzamides piperidines Detected and Not Quantified Exogenous Membrane Encainide Drug Metabolism Action Pathway SMP0143646 Solid White powder. logp 4 logp 4.29 ALOGPS logs -4.94 ALOGPS solubility 4.01e-03 g/l ALOGPS logp 4.49 ChemAxon pka_strongest_acidic 12.37 ChemAxon pka_strongest_basic 9.48 ChemAxon iupac 4-methoxy-N-{2-[2-(1-methylpiperidin-2-yl)ethyl]phenyl}benzamide ChemAxon average_mass 352.4699 ChemAxon mono_mass 352.21507815 ChemAxon smiles COC1=CC=C(C=C1)C(=O)NC1=CC=CC=C1CCC1CCCCN1C ChemAxon formula C22H28N2O2 ChemAxon inchi InChI=1S/C22H28N2O2/c1-24-16-6-5-8-19(24)13-10-17-7-3-4-9-21(17)23-22(25)18-11-14-20(26-2)15-12-18/h3-4,7,9,11-12,14-15,19H,5-6,8,10,13,16H2,1-2H3,(H,23,25) ChemAxon inchikey PJWPNDMDCLXCOM-UHFFFAOYSA-N ChemAxon polar_surface_area 41.57 ChemAxon refractivity 107.77 ChemAxon polarizability 41.04 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon Encainide is a sodium channel blocker, binding to voltage gated sodium channels. It stabilizes the neuronal membrane by inhibiting the ionic fluxes required for the initiation and conduction of impulses. Ventricular excitability is depressed and the stimulation threshold of the ventricle is increased during diastole. Route of Elimination: A radiolabeled dose of encainide is excreted in approximately equal amounts in the urine and feces. Half Life: 1-2 hours No indication of carcinogenicity to humans (not listed by IARC). Encainide is a class Ic antiarrhythmic agent which was used for management of irregular heartbeats, such as atrial fibrillation, atrial flutter, ventricular tachycardia, and ventricular fibrillation. #<HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f3bf8bdcf00> DB01228 48041 CHEMBL570071 C06978 4788 Encainide BE0000197