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Details

Stereochemistry ACHIRAL
Molecular Formula 2C11H17N3O.H2O4S
Molecular Weight 512.623
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 2
Charge 0

SHOW SMILES / InChI
Structure of MEOBENTINE SULFATE

SMILES

OS(O)(=O)=O.CNC(NCC1=CC=C(OC)C=C1)=NC.CNC(NCC2=CC=C(OC)C=C2)=NC

InChI

InChIKey=LVEGWDSAJVVBHT-UHFFFAOYSA-N
InChI=1S/2C11H17N3O.H2O4S/c2*1-12-11(13-2)14-8-9-4-6-10(15-3)7-5-9;1-5(2,3)4/h2*4-7H,8H2,1-3H3,(H2,12,13,14);(H2,1,2,3,4)

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
Studies on bethanidine and meobentine: direct and indirect effects of antifibrillatory drugs.
1986-11-01
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.
1985-10
A comparison of the effects of bethanidine, meobentine and quinidine on the electrical activity of rat hearts in vivo and in vitro.
1985-03
The antiarrhythmic activity of meobentine sulfate in man.
1984-07-01
Antidysrhythmic actions of meobentine sulfate.
1984-06
Meobentine sulphate (bis[N-4-methoxybenzyl-N'N"-dimethylguanidine]sulphate): a new antidysrhythmic agent.
1981-09
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
1-(P-METHOXYBENZYL)-2,3-DIMETHYLGUANIDINE SULFATE (2:1)
Preferred Name English
MEOBENTINE SULFATE
MI   USAN  
USAN  
Official Name English
MEOBENTINE SULFATE [MI]
Common Name English
GUANIDINE, N-((4-METHOXYPHENYL)METHYL)-N',N''-DIMETHYL-, SULPHATE (2:1)
Systematic Name English
MEOBENTINE SULPHATE
Common Name English
1-(P-METHOXYBENZYL)-2,3-DIMETHYLGUANIDINE SULPHATE (2:1)
Common Name English
GUANIDINE, N-((4-METHOXYPHENYL)METHYL)-N',N''-DIMETHYL-, SULFATE (2:1)
Systematic Name English
MEOBENTINE SULFATE [USAN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C47793
Created by admin on Mon Mar 31 18:35:33 GMT 2025 , Edited by admin on Mon Mar 31 18:35:33 GMT 2025
Code System Code Type Description
MERCK INDEX
m7181
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PRIMARY Merck Index
PUBCHEM
42764
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PRIMARY
MESH
C032896
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EPA CompTox
DTXSID10207225
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CAS
58503-79-0
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SMS_ID
300000055260
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ChEMBL
CHEMBL2110972
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NCI_THESAURUS
C90664
Created by admin on Mon Mar 31 18:35:33 GMT 2025 , Edited by admin on Mon Mar 31 18:35:33 GMT 2025
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FDA UNII
D6BKO039M0
Created by admin on Mon Mar 31 18:35:33 GMT 2025 , Edited by admin on Mon Mar 31 18:35:33 GMT 2025
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