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A7606

Sigma-Aldrich

Aprindine hydrochloride

≥98% (HPLC), solid

Synonym(s):

N-(2,3-Dihydro-1H-inden-2-yl)-N′,N′-diethyl-N-phenyl-1,3-propanediamine hydrochloride, Amidonal

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About This Item

Empirical Formula (Hill Notation):
C22H30N2 · HCl
CAS Number:
33237-74-0
Molecular Weight:
358.95
EC Number:
251-418-7
MDL number:
MFCD01698392
UNSPSC Code:
12352200
PubChem Substance ID:
329770937
NACRES:
NA.77

Assay

≥98% (HPLC)

form

solid

storage condition

desiccated

solubility

H2O: >10 mg/mL

storage temp.

2-8°C

SMILES string

Cl.CCN(CC)CCCN(C1Cc2ccccc2C1)c3ccccc3

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

InChI key

KIPFVRHNAAZJOD-UHFFFAOYSA-N

Application

Aprindine hydrochloride is a class Ib antiarrhythmic and hERG channel blocker. Aprindine hydrochloride also inhibits the activities of calmodulin-sitmulated cyclic 3′:5′-nucleotide phosphodiesterase and Ca-ATPase.

Biochem/physiol Actions

Aprindine hydrochloride is a class Ib antiarrhythmic and hERG channel blocker. Aprindine shows structure similarities to lidocaine and procainamide and is effective in treatment of patients with ventricular premature depolarizations, ventricular tachycardia, and supraventricular arrhythmias. Aprindine inhibits the activation of bovine brain cyclic 3′:5′-nucleotide phosphodiesterase (EC 3.1.4.17) by calmodulin and inhibits calmodulin-stimulated Ca-ATPase (ATP phosphohydrolase EC 3.6.1.3) activity.

Features and Benefits

This compound is featured on the Potassium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Luisa Ibáñez et al.
Archives of internal medicine, 165(8), 869-874 (2005-04-27)
Since the publication of a major international case-control study on the risk of agranulocytosis associated with the use of medicines in the 1980s, many new drugs have been introduced in therapeutics. Seventeen units of hematology contribute to the case-control surveillance
S Kasahara et al.
Kokyu to junkan. Respiration & circulation, 37(11), 1225-1230 (1989-11-01)
Aprindine hydrochloride (aprindine) was administered orally in 17 Japanese patients with supraventricular or ventricular tachyarrhythmias, and the clinical effects and plasma concentration levels were evaluated. The antiarrhythmic effects were defined using Holter ECG recordings. Aprindine was administered orally with a
H Yoshida et al.
Journal of cardiovascular electrophysiology, 10(9), 1262-1270 (1999-10-12)
A new strategy to elucidate the molecular mechanisms underlying the long QT syndrome (LQTS) is now available with genetic mutational analyses and characterization of ion channel mutations. In a 26-year-old woman with LQTS, we identified a novel missense mutation in

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