Aprindine - CAS 37640-71-4
Catalog number:
37640-71-4
Category:
Inhibitor
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
C22H30N2
Molecular Weight:
322.48
COA:
Inquire
Targets:
Others
Description:
Aprindine is a Class 1b antiarrhythmic agent as a cardiac depressant used in arrhythmias.
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Purity:
≥98%
Appearance:
White solid
Synonyms:
N'-(2,3-dihydro-1H-inden-2-yl)-N,N-diethyl-N'-phenylpropane-1,3-diamine
Solubility:
Soluble in DMSO
Storage:
Store at -20 °C
MSDS:
Inquire
Application:
A cardiac depressant used in arrhythmias.
Quality Standard:
Enterprise standard
Shelf Life:
As supplied, 2 years from the QC date provided on the Certificate of Analysis, when stored properly.
Quantity:
Milligrams-Grams
Boiling Point:
450.9ºC at 760mmHg
Melting Point:
120-121 °C
Density:
1.046g/cm3
InChIKey:
NZLBHDRPUJLHCE-UHFFFAOYSA-N
InChI:
1S/C22H30N2/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
Canonical SMILES:
CCN(CC)CCCN(C1CC2=CC=CC=C2C1)C3=CC=CC=C3
1.Relationship between serum aprindine concentration and neurologic side effects in Japanese.
Tsuchishita Y1, Fukumoto K, Kusumoto M, Ueno K. Biol Pharm Bull. 2009 Apr;32(4):637-9.
The aim of this study was to evaluate the relationship between the neurologic side effects associated with serum aprindine concentrations and the safety range of aprindine for the prevention of neurologic side effects in 142 Japanese inpatients. Serum aprindine concentrations were determined by high-performance liquid chromatography. A poor positive correlation was observed between dose and serum aprindine concentration (r(2)=0.0419, p=0.0114), and between age and ratio of serum aprindine concentration to the dose per body weight of aprindine (r(2)=0.0159, p=0.121). When aprindine concentration was <1 microg/ml, almost no patients showed neurologic side effects associated with aprindine. On the other hand, about 50% of the patients showed neurologic side effects when aprindine concentrations were >1 microg/ml. Here, the side effects associated with aprindine such as dizziness or intention tremors were observed in 15 patients, which later disappeared after discontinuance of aprindine therapy or a decrease in the dose.
2.Comparison of the effects of bepridil and aprindine for the prevention of atrial fibrillation after cardiac and aortic surgery: A prospective randomized study.
Ozawa M1, Komatsu T1, Sato Y1, Kunugita F1, Tachibana H1, Tashiro A1, Okabayashi H2, Nakamura M1. J Arrhythm. 2015 Oct;31(5):302-6. doi: 10.1016/j.joa.2015.04.003. Epub 2015 May 16.
BACKGROUND: Approximately one-third of the patients undergoing cardiovascular surgery reportedly experience paroxysmal atrial fibrillation (AF) during the postoperative period. However, the usefulness of antiarrhythmic drugs for preventing postoperative AF recurrence in the Japanese population has not been extensively studied.
3.Effects of antiarrhythmic drugs on the hyperpolarization-activated cyclic nucleotide-gated channel current.
Tamura A1, Ogura T, Uemura H, Reien Y, Kishimoto T, Nagai T, Komuro I, Miyazaki M, Nakaya H. J Pharmacol Sci. 2009 Jun;110(2):150-9. Epub 2009 Jun 5.
After the report of the Cardiac Arrhythmia Suppression Trial, a tabular framework of the Sicilian Gambit has been proposed to display actions of antiarrhythmic drugs on ion channels and receptors and to provide more rational pharmacotherapy of arrhythmias. However, because effects of antiarrhythmic drugs on If have not been thoroughly examined, we used patch clamp techniques to determine the effects of various antiarrhythmic drugs on the HCN (hyperpolarization-activated cyclic nucleotide-gated) channel currents. HCN4 channels, a dominant isoform of HCN channels in the heart, were expressed in HEK293 cells. Amiodarone and bepridil potently inhibited the HCN4 channel current with IC50 values of 4.5 and 4.9 microM, respectively, which were close to their therapeutic concentrations. The inhibitory effects of quinidine, disopyramide, cibenzoline, lidocaine, mexiletine, aprindine, propafenone, flecainide, propranolol, and verapamil on the HCN4 channel current were weak in their therapeutic concentrations, with IC50 values of 78.
4.Pharmacological cardioversion of long-lasting atrial fibrillation.
Fujiki A1, Inoue H. Circ J. 2007;71 Suppl A:A69-74.
Pharmacological therapy for atrial fibrillation (AF) is difficult because AF induces atrial remodeling. Randomized prospective studies using amiodarone could not show the superiority of rhythm control strategy to rate control strategy for treatment of AF. Bepridil is a multichannel blocker like amiodarone and expected to be effective for termination of AF without exacerbation of extracardiac adverse effects. Efficacy and safety of bepridil in pharmacological cardioversion of long-lasting AF (≥3 months) was assessed. To avoid the risk of excessive QT prolongation, bepridil dosage was limited to ≤200 mg/day and aprindine (class Ib) was added if necessary. Bepridil alone or in combination with aprindine restored sinus rhythm in 69% of patients. No adverse effects necessitating drug termination occurred. The average time to conversion after starting bepridil was 30 days and cardioversion was associated with significant increase in fibrillation cycle length.
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Chemical Structure

CAS 37640-71-4 Aprindine

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