Structure via PubChem · Public domain (PubChem)
moricizine
Sign in to saveAlso known as EN-313, Ethmozine®, ethyl 10-(beta-N-morpholinylpropionyl)phenothiazine-2-carbamate, ethyl 10-(3-morpholinopropionyl)phenothiazine-2-carbamate, Etmozin, [10-(3-Morpholin-4-yl-propionyl)-10H-phenothiazin-2-yl]-carbamic acid ethyl ester, Moracizine
Moracizine or moricizine, sold under the trade name Ethmozine, is an antiarrhythmic of class IC. It was used for the prophylaxis and treatment of serious and life-threatening ventricular arrhythmias, but was withdrawn in 2007 for commercial reasons.
Chemical data
- Formula
- C22H25N3O4S
- Molecular weight
- 427.5 g/mol
- IUPAC name
- ethyl N-[10-(3-morpholin-4-ylpropanoyl)phenothiazin-2-yl]carbamate
- SMILES
- CCOC(=O)NC1=CC2=C(C=C1)SC3=CC=CC=C3N2C(=O)CCN4CCOCC4
- InChIKey
- FUBVWMNBEHXPSU-UHFFFAOYSA-N
- XLogP
- 3
- Polar surface area
- 96.4 Ų
- H-bond donors
- 1
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1990
- Admin. routes
- oral
- Indications
- cardiac arrhythmia, atrial fibrillation
via ChEMBL · EBI
Research
372 papers- Moricizine.The New England journal of medicine · 1992
- Pharmacokinetics of moricizine HCl.The American journal of cardiology · 1987
- Moricizine prevents atrial fibrillation by late sodium current inhibition in atrial myocytes.Journal of thoracic disease · 2022
- Clinical pharmacokinetics of moricizine.The American journal of cardiology · 1990
- Efficacy of moricizine in malignant ventricular arrhythmias.The American journal of cardiology · 1990
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 427.156577
- Has use
- medication
Show 6 more facts
- subject has role
- antiarrhythmic agent
- chemical formula
- C₂₂H₂₅N₃O₄S
- medical condition treated
- ventricular fibrillation
- canonical SMILES
- CCOC(=O)NC1=CC2=C(C=C1)SC3=CC=CC=C3N2C(=O)CCN4CCOCC4
- World Health Organisation international non-proprietary name
- moracizine
- defined daily dose
- 0.75
Sources (3)
via Wikidata · CC0
~2 min read
Encyclopedic overview
4 sectionsContents
- Pharmacology
- Synthesis
- See also
- References
Moracizine or moricizine, sold under the trade name Ethmozine, is an antiarrhythmic of class IC. It was used for the prophylaxis and treatment of serious and life-threatening ventricular arrhythmias, but was withdrawn in 2007 for commercial reasons.
==Pharmacology== Moracizine, a phenothiazine derivative, undergoes extensive first-pass metabolism and is also extensively metabolized after it has entered the circulation. It may have pharmacologically active metabolites. A clinical study has shown that moracizine is slightly less effective than encainide or flecainide in suppressing ventricular premature depolarizations. Compared with disopyramide and quinidine, moracizine was equally or more effective in suppressing premature ventricular contractions, couplets, and nonsustained ventricular tachycardia.
Excerpted from Wikipedia’s “moricizine” article, available under the CC BY-SA 4.0 licence.