APRINDINE HYDROCHLORIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C22H30N2.ClH
Molecular Weight	358.948
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.CCN(CC)CCCN(C1CC2=C(C1)C=CC=C2)C3=CC=CC=C3

InChI

InChIKey=KIPFVRHNAAZJOD-UHFFFAOYSA-N

InChI=1S/C22H30N2.ClH/c1-3-23(4-2)15-10-16-24(21-13-6-5-7-14-21)22-17-19-11-8-9-12-20(19)18-22;/h5-9,11-14,22H,3-4,10,15-18H2,1-2H3;1H

HIDE SMILES / InChI

Description
Sources: http://www.ndrugs.com/?s=aprindine
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/6186851

Aprindine is a class Ib antiarrhythmic agent. It is not approved in USA, but is available in European countries, where it is used to treat supraventricular and ventricular arrhythmias. Aprindine acts by blocking sodium voltage channels and disrupting interactions between calmodulin and prosphodiesterase.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Sodium channel alpha subunit 76 Target ID: CHEMBL2331043 Sources: https://www.ncbi.nlm.nih.gov/pubmed/1660104	Blocker 537
Calmodulin 17 Target ID: CHEMBL6093 Sources: https://www.ncbi.nlm.nih.gov/pubmed/6186851	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Atrial fibrillation 131 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12074271	Preventing		Not Provided 504	Unknown Approved Use Unknown
Ventricular arrhythmia 50 Sources: http://flexikon.doccheck.com/de/Aprindin	Primary		Approved 8429	FIBORAN Approved Use Aprindine is indicated for treatment of therapy-resistant ventricular tachycardias and ventricular extrasystoles.

PubMed

Title	Date	PubMed
Effective plasma concentrations of aprindine in canine ventricular arrhythmias.	1984 Jan-Feb	6199593
Prediction of catalepsies induced by amiodarone, aprindine and procaine: similarity in conformation of diethylaminoethyl side chain.	1998 Nov	9808703
Theoretical possibilities for the development of novel antiarrhythmic drugs.	2004 Jan	14754422
Effect of antiarrhythmic agents on heart rate variability indices after myocardial infarction: comparative experimental study of aprindine and procainamide.	2005 Oct	16275488
Nonlinear mixed effects model analysis of the pharmacokinetics of routinely administered bepridil in Japanese patients with arrhythmias.	2006 Mar	16508157
Topics on the Na+/Ca2+ exchanger: pharmacological characterization of Na+/Ca2+ exchanger inhibitors.	2006 Sep	16990699
Pharmacological cardioversion of persistent atrial fibrillation with and without a history of drug-resistant paroxysmal atrial fibrillation.	2006 Sep	16936425

Patents

Sample Use Guides

In Vivo Use Guide

150-200 mg daily in divided doses, up to 300 mg/day may be used under strict observation for the first 2-3 days if needed.

Route of Administration: Oral

In Vitro Use Guide

Effects of aprindine (3 umol/l) on the Na+ current using whole cell voltage clamp was studied in guinea-pig ventricular myocytesd. Aprindine revealed tonic block (Kdrest = 37.7 umol/l, Kdi = 0.74 umol/l) and shifted inactivation curve to hyperpolarizing direction by 11.4+3.5 mV (n = 4) without changes in slope factor.

Name

Type

Language

APRINDINE HYDROCHLORIDE

Official Name

English

APRINDINE HYDROCHLORIDE [MI]

Common Name

English

APRINDINE HYDROCHLORIDE [JAN]

Common Name

English

COMPOUND 83846

Code

English

COMPOUND-83846

Code

English

NSC-284614

Code

English

APRINDINE HCL

Common Name

English

APRINIDINE CHLORIDE

Common Name

English

APRINDINE HYDROCHLORIDE [MART.]

Common Name

English

ASPENON

Brand Name

English

APRINDINE HYDROCHLORIDE [USAN]

Common Name

English

Aprindine hydrochloride [WHO-DD]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C47793