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Details

Stereochemistry ACHIRAL
Molecular Formula C11H17N3O
Molecular Weight 207.2722
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of MEOBENTINE

SMILES

CNC(NCC1=CC=C(OC)C=C1)=NC

InChI

InChIKey=SPLVKBMIQSSFFN-UHFFFAOYSA-N
InChI=1S/C11H17N3O/c1-12-11(13-2)14-8-9-4-6-10(15-3)7-5-9/h4-7H,8H2,1-3H3,(H2,12,13,14)

HIDE SMILES / InChI
Meobentine is an antiarrhythmic agent. Meobentine significantly increases the electrical ventricular fibrillation threshold in animal models. Meobentine may prevent induction of ventricular tachycardia or fibrillation, or reduce frequency of complex ventricular ectopy in selected patients refractory to other antiarrhythmic agents, but the response rate is relatively low.

Approval Year

PubMed

PubMed

TitleDatePubMed
Meobentine sulphate (bis[N-4-methoxybenzyl-N'N"-dimethylguanidine]sulphate): a new antidysrhythmic agent.
1981 Sep
The antiarrhythmic activity of meobentine sulfate in man.
1984 Jul-Aug
Antidysrhythmic actions of meobentine sulfate.
1984 Jun
A comparison of the effects of bethanidine, meobentine and quinidine on the electrical activity of rat hearts in vivo and in vitro.
1985 Mar
Meobentine sulfate: antiarrhythmic and electrophysiologic effects assessed by programmed electrical stimulation and ambulatory monitoring in patients with complex ventricular tachyarrhythmia. Report of a multicenter evaluation.
1985 Oct
Studies on bethanidine and meobentine: direct and indirect effects of antifibrillatory drugs.
1986 Nov-Dec
Patents

Patents

Sample Use Guides

intravenous (16 mg/kg); oral (400 to 1000 mg every 6 hours, 3 days/dose interval).
Route of Administration: Other
In Vitro Use Guide
Glass microelectrodes were used to record transmembrane electrical activity from cells located just beneath the endocardial surface of segments of the right ventricular free wall of the rat heart during superfusion and electrical stimulation in vitro at 37 degrees C. Meobentine (4 to 20 microM) applied in vitro caused a prolongation of action potential duration and a delayed and slowed return of electrical excitability following an action potential.
Name Type Language
MEOBENTINE
INN   MI  
INN  
Official Name English
GUANIDINE, N-((4-METHOXYPHENYL)METHYL)-N',N''-DIMETHYL-
Systematic Name English
meobentine [INN]
Common Name English
MEOBENTINE [MI]
Common Name English
Code System Code Type Description
PUBCHEM
42765
Created by admin on Sat Dec 16 16:47:02 GMT 2023 , Edited by admin on Sat Dec 16 16:47:02 GMT 2023
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MESH
C032896
Created by admin on Sat Dec 16 16:47:02 GMT 2023 , Edited by admin on Sat Dec 16 16:47:02 GMT 2023
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CAS
46464-11-3
Created by admin on Sat Dec 16 16:47:02 GMT 2023 , Edited by admin on Sat Dec 16 16:47:02 GMT 2023
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EVMPD
SUB08743MIG
Created by admin on Sat Dec 16 16:47:02 GMT 2023 , Edited by admin on Sat Dec 16 16:47:02 GMT 2023
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NCI_THESAURUS
C170161
Created by admin on Sat Dec 16 16:47:02 GMT 2023 , Edited by admin on Sat Dec 16 16:47:02 GMT 2023
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FDA UNII
T91E239Z1V
Created by admin on Sat Dec 16 16:47:02 GMT 2023 , Edited by admin on Sat Dec 16 16:47:02 GMT 2023
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EPA CompTox
DTXSID30196849
Created by admin on Sat Dec 16 16:47:02 GMT 2023 , Edited by admin on Sat Dec 16 16:47:02 GMT 2023
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MERCK INDEX
m7181
Created by admin on Sat Dec 16 16:47:02 GMT 2023 , Edited by admin on Sat Dec 16 16:47:02 GMT 2023
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DRUG CENTRAL
3340
Created by admin on Sat Dec 16 16:47:02 GMT 2023 , Edited by admin on Sat Dec 16 16:47:02 GMT 2023
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SMS_ID
100000081475
Created by admin on Sat Dec 16 16:47:02 GMT 2023 , Edited by admin on Sat Dec 16 16:47:02 GMT 2023
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INN
4194
Created by admin on Sat Dec 16 16:47:02 GMT 2023 , Edited by admin on Sat Dec 16 16:47:02 GMT 2023
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ChEMBL
CHEMBL2110972
Created by admin on Sat Dec 16 16:47:02 GMT 2023 , Edited by admin on Sat Dec 16 16:47:02 GMT 2023
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