Encainide

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Encainide

Systematic (IUPAC) name
4-methoxy-N-[2-(1-methyl-2-piperidin-1-ylethyl)phenyl]benzamide
Clinical data
Trade names	Enkaid
AHFS/Drugs.com	Micromedex Detailed Consumer Information
MedlinePlus	a605040
Legal status	Withdrawn
Identifiers
CAS number	66778-36-7
ATC code	C01BC08
PubChem	CID 48041
DrugBank	DB01228
ChemSpider	43697^Y
UNII	SY3J0147NB^Y
KEGG	D07894^Y
ChEBI	CHEBI:4788^Y
Chemical data
Formula	C₂₂H₂₈N₂O₂
Mol. mass	352.47 g/mol
SMILES CC(CN1CCCCC1)c3ccccc3NC(=O)c2ccc(OC)cc2
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)^Y Key:PJWPNDMDCLXCOM-UHFFFAOYSA-N^Y
Y (what is this?) (verify)

Encainide (trade name Enkaid) is a class Ic antiarrhythmic agent. It is no longer used because of its frequent proarrhythmic side effects.^[1]

References

↑ Echt, D. S.; Liebson, P. R.; Mitchell, L. B.; Peters, R. W.; Obias-Manno, D.; Barker, A. H.; Arensberg, D.; Baker, A.; Friedman, L.; Greene, H. L.; Huther, M. L.; Richardson, D. W. (1991). "Mortality and Morbidity in Patients Receiving Encainide, Flecainide, or Placebo". New England Journal of Medicine 324 (12): 781–788. doi:10.1056/NEJM199103213241201. PMID 1900101.

v t e Channel blockers

Calcium (Ca²⁺)	Amlodipine Amrinone Anandamide Anipamil Aranidipine Azelnidipine Azimilide Barnidipine Bencyclane Benidipine Bepridil Berbamine Bevantolol Canadine Carboxyamidotriazole Caroverine Cilnidipine Cinnarizine Clentiazem Clevidipine Conotoxins Darodipine Dauricine Devapamil Diltiazem Dimeditiapramine Dotarizine Dronedarone Efonidipine Emopamil Enpiperate Eperisone Ethosuximide Falipamil Fantofarone Fasudil Felodipine Fenamic acid Fendiline Flunarizine Fostedil Gallopamil Isradipine Lacidipine Lamotrigine Lercanidipine Lidoflazine Magnesium sulfate Manidipine Manoalide Mepirodipine Mesuximide Mibefradil Monatepil Naftopidil Nicardipine Nifedipine Niguldipine Niludipin Nilvadipine Nimodipine Nisoldipine Nitrendipine Norverapamil Ochratoxin A Osthol Otilonium bromide Oxodipine Perhexiline Phensuximide Pinaverium Piperidine Pranidipine Prenylamine Risedronic acid Ryodipine Sesamodil Sodium valproate Stepholidine TROX-1 Terodiline Tetrahydropalmatine Tetrandrine Tolfenamic acid Tranilast Valnoctamide Valperinol Valproate pivoxil Valproate semisodium Valproic acid Valpromide Verapamil Ziconotide Selective VDCC ligands: 4-Methylpregabalin Atagabalin Gabapentin Gabapentin enacarbil Imagabalin PD-200,347 PD-217,014 PD-299,685 Pregabalin

Potassium (K⁺)	3,4-Diaminopyridine 4-Aminopyridine Amiodarone Bretylium Bunaftine Charybdotoxin Conotoxins Dofetilide Dronedarone E-4031 Ibutilide Linopirdine Maurotoxin Nifekalant Paxilline Sotalol Tedisamil Tetraethylammonium Vernakalant

Sodium (Na⁺)	Antiarrhythmics: Ajmaline Aprindine Disopyramide Dronedarone Encainide Flecainide Lidocaine Lorajmine Lorcainide Mexiletine Moricizine Phenytoin Pilsicainide Prajmaline Procainamide Propafenone Quinidine Sparteine Tocainide Anticonvulsants: Carbamazepine Eslicarbazepine acetate Ethotoin Fosphenytoin Licarbazepine Mephenytoin Oxcarbazepine Oxitriptyline Phenytoin Rufinamide Topiramate Sodium valproate Valnoctamide Valproate pivoxil Valproate semisodium Valproic acid Valpromide Diuretics: Amiloride Benzamil Triamterene Local anesthetics: pFBT Amylocaine Articaine Benzocaine Bupivacaine (Levobupivacaine, Ropivacaine) Butacaine Butamben Chloroprocaine Cinchocaine Cocaine Cyclomethycaine Dimethocaine Etidocaine Hexylcaine Iontocaine Lidocaine Mepivacaine Meprylcaine Metabutoxycaine Orthocaine Piperocaine Prilocaine Procaine Propoxycaine Proxymetacaine Risocaine Tetracaine Trimecaine Toxins: Conotoxins Neosaxitoxin Saxitoxin Tetrodotoxin Others: Menthol

Other	Uncategorized: Ethadione Paramethadione Phenacemide Pheneturide Trimethadione

Antiarrhythmic agents (C01B)

Channel blockers

class I
(Na⁺ channel blockers)

class Ia (Phase 0→ and Phase 3→)	Ajmaline Disopyramide Lorajmine Prajmaline Procainamide^# Quinidine^# Sparteine

class Ib (Phase 3←)	IV (Lidocaine^#) enteral (Aprindine Mexiletine Tocainide)

class Ic (Phase 0→)	Encainide^‡ Ethacizine Flecainide Indecainide^‡ Lorcainide Moracizine^‡ Propafenone

class III
(Phase 3→, K⁺ channel blockers)

class IV
(Phase 4→, Ca²⁺ channel blockers)

Diltiazem
Verapamil^#

Receptor agonists
and antagonists

class II (Phase 4→, β blockers)	Nadolol Pindolol Propranolol cardioselective (Acebutolol Atenolol Esmolol Metoprolol)

A₁ agonist	Adenosine Benzodiazepines Barbiturates

M₂	muscarinic antagonist: Atropine Disopyramide Quinidine muscarinic agonist: Digoxin

α receptors	Amiodarone Bretylium Quinidine Verapamil

Ion transporters

Na⁺ / K⁺-ATPase	Digoxin

^#WHO-EM
^‡Withdrawn from market
Clinical trials:
- ^†Phase III
- ^§Never to phase III

M: HRT

anat/phys/devp

noco/cong/tumr, sysi/epon, injr

proc, drug (C1A/1B/1C/1D), blte

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Encainide

See also

References