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Moracizine
|
Clinical data |
Trade names |
Ethmozine |
Synonyms |
Moricizine (USAN US) |
AHFS/Drugs.com |
Consumer Drug Information |
MedlinePlus |
a601214 |
Pregnancy
category |
|
ATC code |
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Pharmacokinetic data |
Bioavailability |
34–38% |
Protein binding |
95% |
Biological half-life |
3–4 hours (healthy volunteers), 6–13 hours (cardiac disease) |
Identifiers |
IUPAC name
- ethyl [10-(3-morpholin-4-ylpropanoyl)-10H-phenothiazin-2-yl]carbamate
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CAS Number |
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PubChem CID |
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IUPHAR/BPS |
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DrugBank |
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ChemSpider |
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UNII |
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KEGG |
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ChEBI |
|
ChEMBL |
|
ECHA InfoCard |
100.046.216 |
Chemical and physical data |
Formula |
C22H25N3O4S |
Molar mass |
427.518 g/mol |
3D model (JSmol) |
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SMILES
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O=C(OCC)Nc2cc1N(c3c(Sc1cc2)cccc3)C(=O)CCN4CCOCC4
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InChI
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InChI=1S/C22H25N3O4S/c1-2-29-22(27)23-16-7-8-20-18(15-16)25(17-5-3-4-6-19(17)30-20)21(26)9-10-24-11-13-28-14-12-24/h3-8,15H,2,9-14H2,1H3,(H,23,27) Y
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Key:FUBVWMNBEHXPSU-UHFFFAOYSA-N Y
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NY (what is this?) (verify) |
Moracizine[1] or moricizine and sold under the trade name Ethmozine, is an antiarrhythmic of class IC.[2] It was used for the prophylaxis and treatment of serious and life-threatening ventricular arrhythmias,[3] but was withdrawn in 2007 for commercial reasons.[4]
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.[citation needed] Compared with disopyramide and quinidine, moracizine was equally or more effective in suppressing premature ventricular contractions, couplets, and nonsustained ventricular tachycardia.[citation needed]
In the Cardiac Arrhythmia Suppression Trial (CAST), a large study testing the influence of antiarrhythmics on mortality, showed a statistically non-significant increase of mortality from 5.4 to 7.2% under moracizine. This is in line with other class IC antiarrhythmics.[5]
References
- ^ "The use of stems in the selection of International Nonproprietary Names (INN) for pharmaceutical substances" (PDF). World Health Organization. 2009. p. 103.
- ^ Ahmmed, G. U.; Hisatome, I.; Kurata, Y.; Makita, N.; Tanaka, Y.; Tanaka, H.; Okamura, T.; Sonoyama, K.; Furuse, Y.; Kato, M.; Yamamoto, Y.; Ogura, K.; Shimoyama, M.; Miake, J.; Sasaki, N.; Ogino, K.; Igawa, O.; Yoshida, A.; Shigemasa, C. (2002). "Analysis of moricizine block of sodium current in isolated guinea-pig atrial myocytes. Atrioventricular difference of moricizine block". Vascular pharmacology. 38 (3): 131–141. doi:10.1016/S1537-1891(02)00213-6. PMID 12402511.
- ^ British National Formulary (59th ed.). British Medical Journal Publishing Group, Pharmaceutical Press. 2010.
- ^ "Shire Announces Ethmozine will be Available until December 31, 2007". Heart Rhythm Society.
- ^ Cardiac Arrhythmia Suppression Trial II Investigators (1992). "Effect of the Antiarrhythmic Agent Moricizine on Survival after Myocardial Infarction". New England Journal of Medicine. 327 (4): 227–233. doi:10.1056/NEJM199207233270403. PMID 1377359.
Antiarrhythmic agents (C01B)
|
Channel blockers |
class I
(Na+ channel blockers) |
class Ia (Phase 0→ and Phase 3→) |
- Ajmaline
- Disopyramide
- Hydroquinidine
- Lorajmine
- Prajmaline
- Procainamide#
- Quinidine#
- Sparteine
|
class Ib (Phase 3←) |
- IV
- enteral
- Aprindine
- Mexiletine
- Tocainide
|
class Ic (Phase 0→) |
- Encainide‡
- Ethacizine
- Flecainide
- Indecainide‡
- Lorcainide
- Moracizine‡
- Propafenone
|
|
class III
(Phase 3→, K+ channel blockers) |
- Amiodarone
- Bretylium
- Bunaftine
- Celivarone†
- Dofetilide
- Dronedarone
- E-4031†
- Ibutilide
- Nifekalant
- Sotalol
- Tedisamil
- Vernakalant
|
class IV
(Phase 4→, Ca2+ channel blockers) |
|
|
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 |
- Digitoxin
- Digoxin
- Ouabain
|
|
- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
|
UpToDate Contents
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English Journal
- [Appearance of ECG signs of the Brugada syndrome during therapy with class 1C antiarrhythmic drug ethacizine].
- Makarov LM, Komoliatova VN.
- Kardiologiia.Kardiologiia.2011;51(4):93-5.
- PMID 21623727
- [The role of reflexotherapy and physical training in the combined treatment and the prevention of paroxysmal form of idiopathic atrial fibrillation].
- Kobel'kov SN, Lebedeva OD.
- Voprosy kurortologii, fizioterapii, i lechebnoĭ fizicheskoĭ kultury.Vopr Kurortol Fizioter Lech Fiz Kult.2008 Nov-Dec;(6):36-8.
- PMID 19175054
- Effect of drugs on defibrillation capacity.
- Dopp AL1, Miller JM, Tisdale JE.
- Drugs.Drugs.2008;68(5):607-30.
- Over 300,000 people die of sudden cardiac death (SCD) in the US annually. Implantable cardioverter-defibrillators (ICDs) have been shown to be more effective than antiarrhythmic drugs for the prevention of SCD in specific susceptible populations. Many patients in whom ICDs have been implanted receiv
- PMID 18370441
Japanese Journal
- P527 組織特異性を有さないClass 1c群抗不整脈剤MoricizineのNa channel a subunit抑制作用
- Moricizine と N-acetylprocainamide における心房粗動の停止および再誘発の機序無菌性心膜炎犬を用いて
- 東邦醫學會雜誌 = Journal of the Medical Society of Toho University 42(2), 126-139, 1995-07-01
- NAID 10012227450
- Simultaneous determination of moricizine and its sulphoxidation metabolites in biological fluids by high-performance liquid chromatography
- Journal of chromatography. B, Biomedical applications 663(1), 172-176, 1995-01-06
- NAID 10024543623
Related Links
- Easy to read patient leaflet for moricizine. Includes indications, proper use, special instructions, precautions, and possible side effects. ... If OVERDOSE is suspected: Contact 1-800-222-1222 (the American Association of Poison ...
- Moricizine is used to treat irregular heartbeats (arrhythmias) and to maintain a normal heart rate. It acts on the heart muscle to improve the heart's rhythm. Moricizine has potent local anesthetic activity and membrane stabilizing ...
Related Pictures
★リンクテーブル★
[★]
- 英
- moricizine、moricizine hydrochloride
- 関
- モラシジン、塩酸モリシジン
[★]
モラシジン
- 関
- moricizine、moricizine hydrochloride
[★]
- 関
- moracizine、moricizine