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MedKoo Cat#: 317198 | Name: Aprindine HCl
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Aprindine HCl is a Class 1b antiarrhythmic agent used to manage ventricular and supraventricular arrhythmias. In one study, it delayed atrial fibrillation more than digoxin did. It has shown effectiveness when given orally.

Chemical Structure

Aprindine HCl
CAS#33237-74-0 (HCl)

Theoretical Analysis

MedKoo Cat#: 317198

Name: Aprindine HCl

CAS#: 33237-74-0 (HCl)

Chemical Formula: C22H31ClN2

Exact Mass: 0.0000

Molecular Weight: 358.95

Elemental Analysis: C, 73.61; H, 8.71; Cl, 9.88; N, 7.80

Price and Availability

Size Price Availability Quantity
10mg USD 350.00 2 weeks
50mg USD 1,050.00 2 weeks
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Related CAS #
33237-74-0 (HCl) 37640-71-4 (free base)
Synonym
Amidonal; Fiboran; Aprindin; Aprinidine; Fibocil; Aprindina; Aprindinum; Aprindine HCl; Aprindine Hydrochloride;
IUPAC/Chemical Name
N-(2,3-Dihydro-1H-inden-2-yl)-N',N'-diethyl-N-phenyl-1,3-propanediamine hydrochloride
InChi Key
KIPFVRHNAAZJOD-UHFFFAOYSA-N
InChi Code
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
SMILES Code
CCN(CC)CCCN(C1CC2=C(C=CC=C2)C1)C3=CC=CC=C3.[H]Cl
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 358.95 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Danilo P Jr. Aprindine. Am Heart J. 1979 Jan;97(1):119-24. doi: 10.1016/0002-8703(79)90122-4. PMID: 364967. 2: Stoel I, Hagemeijer F. Aprindine: a review. Eur Heart J. 1980 Apr;1(2):147-56. doi: 10.1093/oxfordjournals.eurheartj.a061109. PMID: 7026249. 3: Zipes DP, Elharrar V, Gilmour RF Jr, Heger JJ, Prystowsky EN. Studies with aprindine. Am Heart J. 1980 Dec;100(6 Pt 2):1055-62. doi: 10.1016/0002-8703(80)90213-6. PMID: 6255785. 4: Kesteloot H. Aprindine. Circulation. 1976 Oct;54(4):698. PMID: 963856. 5: Ibáñez L, Juan J, Pérez E, Carné X, Laporte JR. Agranulocytosis associated with aprindine and other antiarrhythmic drugs: an epidemiological approach. Eur Heart J. 1991 May;12(5):639-41. doi: 10.1093/oxfordjournals.eurheartj.a059953. PMID: 1874265. 6: Zipes DP, Prystowsky EN, Heger JJ. Electrophysiology and pharmacology of aprindine, encainide, and propafenone. Ann N Y Acad Sci. 1984;432:201-9. doi: 10.1111/j.1749-6632.1984.tb14521.x. PMID: 6441495. 7: Elewaut A, Van Durme JP, Goethals L, Kauffman JM, Mussche M, Elinck W, Roels H, Bogaert M, Barbier F. Aprindine-induced liver injury. Acta Gastroenterol Belg. 1977 May-Jun;40(5-6):236-43. PMID: 920044. 8: Suzuki M. [Disopyramide, mexiletine, aprindine]. Nihon Rinsho. 1995 Feb;53 Su Pt 1:989-93. Japanese. PMID: 8753606. 9: Zipes DP, Troup PJ. New antiarrhythmic agents: amiodarone, aprindine, disopyramide, ethmozin, mexiletine, tocainide, verapamil. Am J Cardiol. 1978 May 22;41(6):1005-24. doi: 10.1016/0002-9149(78)90853-6. PMID: 352121. 10: Kodama I, Ogawa S, Inoue H, Kasanuki H, Kato T, Mitamura H, Hiraoka M, Sugimoto T. Profiles of aprindine, cibenzoline, pilsicainide and pirmenol in the framework of the Sicilian Gambit. The Guideline Committee for Clinical Use of Antiarrhythmic Drugs in Japan (Working Group of Arrhythmias of the Japanese Society of Electrocardiology). Jpn Circ J. 1999 Jan;63(1):1-12. doi: 10.1253/jcj.63.1. PMID: 10084381. 11: Koroki M, Yokoyama T, Nagara S, Inukai S, Tanaka T. Treatment of multifocal atrial tachycardia with aprindine. Pediatr Int. 2020 Jul;62(7):869-870. doi: 10.1111/ped.14204. Epub 2020 Jun 24. PMID: 32578295. 12: Tsuchishita Y, Fukumoto K, Kusumoto M, Ueno K. Relationship between serum aprindine concentration and neurologic side effects in Japanese. Biol Pharm Bull. 2009 Apr;32(4):637-9. doi: 10.1248/bpb.32.637. PMID: 19336897. 13: Sato R, Hisatome I, Tanaka Y, Sasaki N, Kotake H, Mashiba H, Katori R. Aprindine blocks the sodium current in guinea-pig ventricular myocytes. Naunyn Schmiedebergs Arch Pharmacol. 1991 Sep;344(3):331-6. doi: 10.1007/BF00183008. PMID: 1660104. 14: Elisaf M, Stefanaki-Nikou S, Voulgarelis M, Masalas C, Tsianos EV. Aprindine-induced hepatic granulomata. J Hepatol. 1992 Mar;14(2-3):276-9. doi: 10.1016/0168-8278(92)90170-t. PMID: 1500691. 15: Herlong HF, Reid PR, Boitnott JK, Maddrey WC. Aprindine hepatitis. Ann Intern Med. 1978 Sep;89(3):359-61. doi: 10.7326/0003-4819-89-3-359. PMID: 686550. 16: Jacobs GP, Pores IH. Aprindine psychosis. Am Heart J. 1980 Sep;100(3):347-8. doi: 10.1016/0002-8703(80)90149-0. PMID: 7405806. 17: Strasberg B, Palileo E, Prechel D, Bauernfeind R, Swiryn S, Wyndham CR, Dhingra RC, Kehoe R, Rosen KM. Ventricular tachycardia: prediction of response to oral aprindine with intravenous aprindine. Am J Cardiol. 1981 Mar;47(3):676-82. doi: 10.1016/0002-9149(81)90554-3. PMID: 6781325. 18: Opie LH. Aprindine and agranulocytosis. Lancet. 1980 Sep 27;2(8196):689-90. doi: 10.1016/s0140-6736(80)92722-1. PMID: 6106797. 19: Tanaka H, Nishimura M, Homma N, Habuchi Y, Watanabe Y. Electrophysiologic actions of aprindine in rabbit atrioventricular node. Naunyn Schmiedebergs Arch Pharmacol. 1990 Apr;341(4):347-56. doi: 10.1007/BF00180661. PMID: 2159114. 20: Khan AH, Carleton RA, Chown M. Aprindine therapy for refractory ventricular tachycardia. Arch Intern Med. 1983 Feb;143(2):229-32. PMID: 6824389.