PENTISOMIDE

Details

Stereochemistry	RACEMIC
Molecular Formula	C19H33N3O
Molecular Weight	319.4848
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)CC(CCN(C(C)C)C(C)C)(C(N)=O)C1=CC=CC=N1

InChI

InChIKey=ZZOZYGHXNQPIPS-UHFFFAOYSA-N

InChI=1S/C19H33N3O/c1-14(2)13-19(18(20)23,17-9-7-8-11-21-17)10-12-22(15(3)4)16(5)6/h7-9,11,14-16H,10,12-13H2,1-6H3,(H2,20,23)

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1428255 | https://www.ncbi.nlm.nih.gov/pubmed/1725897 | https://www.ncbi.nlm.nih.gov/pubmed/8529527 | https://adisinsight.springer.com/drugs/800000271

Pentisomide is an agent structurally related to disopyramide. Pentisomide is a class-I antiarrhythmic agent with a marked effect on depolarization (action of class Ia and Ic) and on repolarization. Pentisomide dose-dependently inhibited ischaemia-reperfusion arrhythmia. Pentisomide had been in phase II clinical trial for the treatment of arrhythmias. The electrophysiologic effects of pentisomide were investigated after intravenous and oral application in patients with drug refractory atrioventricular nodal tachycardia and patients with orthodromic atrioventricular re-entrant tachycardia. If intravenous pentisomide did not prevent induction of the tachycardia, oral pentisomide was not effective either. Long-term treatment with pentisomide had to be discontinued because of possible side effects.

Originator

Approval Year

PubMed

Title	Date	PubMed
Antiarrhythmic effect related to the plasma concentration of pentisomide in vivo and the antiarrhythmic-concentration relationship in vitro.	1995	8529527
Electrophysiology and long-term efficacy of pentisomide in patients with supraventricular tachycardia.	1992-07	1428255
Effect of pentisomide (CM 7857) on myocardial excitation, conduction, repolarization, and refractoriness. An electrophysiological study in humans.	1991-12	1725897
[Pharmacological analysis of drug interactions of disopyramide and its congeners with peripheral muscarinic acetylcholine receptors].	1991-09	1959843
Binding profiles of class I antiarrhythmic agents to cardiac muscarinic receptors: competitive and allosteric interactions with the receptors and their pharmacological significance.	1991-09	1890628
Effects of pentisomide and E-4031 on canine atrial flutter due to reentry: a comparative study with disopyramide and propafenone.	1991-07	1719282
Evaluation of pentisomide on stable ventricular premature beats. Comparison with placebo.	1991-06	1713557
[Effects of oral pentisomide on ECG and hemodynamics].	1990-12	2093559
Cardioprotective effects of various class I antiarrhythmic drugs in canine hearts.	1989-07	2738264

Sample Use Guides

In Vivo Use Guide

900-1200 mg three times a day

Route of Administration: Oral

Name

Type

Language

pentisomide [INN]

Preferred Name

English

PENTISOMIDE

Official Name

English

(±)-.ALPHA.-(2-(DIISOPROPYLAMINO)ETHYL)-.ALPHA.-ISOBUTYL-2-PYRIDINEACETAMIDE

Systematic Name

English

2-PYRIDINEACETAMIDE, .ALPHA.-(2-(BIS(1-METHYLETHYL)AMINO)ETHYL)-.ALPHA.-(2-METHYLPROPYL)-

Systematic Name

English

PROPISOMIDE

Common Name

English

ME-3202

Code

English

PENTICAINIDE

Common Name

English

PENTISOMIDE [MI]

Common Name

English

PENTISOMIDE [MART.]

Common Name

English

CM-7857

Code

English

PENTISOMIDE [JAN]

Common Name

English

Pentisomide [WHO-DD]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C47793