Acecainide

Title: Acecainide
CAS Registry Number: 32795-44-1
CAS Name: 4-(Acetylamino)-N-[2-(diethylamino)ethyl]benzamide
Additional Names: 4¢-[[2-(diethylamino)ethyl]carbamoyl]acetanilide; N-acetylprocainamide; NAPA
Molecular Formula: C15H23N3O2
Molecular Weight: 277.36
Percent Composition: C 64.96%, H 8.36%, N 15.15%, O 11.54%
Literature References: Metabolite of procainamide, q.v. Prepn: E. C. Schreiber, DE 2062978 (1971 to Squibb), C.A. 75, 76427 (1972). Pharmacokinetics: M. Wierzchowiecki et al., Int. J. Clin. Pharmacol. Ther. Toxicol. 18, 272 (1980). Clinical pharmacology and antiarrhythmic efficacy: J. Kluger et al., Am. J. Cardiol. 45, 1250 (1980); R. A. Winkle et al., ibid. 47, 123 (1981). HPLC determn in plasma: D. Raphanaud et al., Ther. Drug Monit. 8, 365 (1986). Review of pharmacology and therapeutic potential: D. W. G. Harron, R. N. Brogden, Drugs 39, 720-740 (1990).
Derivative Type: Hydrochloride
CAS Registry Number: 34118-92-8
Manufacturers' Codes: ASL-601
Molecular Formula: C15H23N3O2.HCl
Molecular Weight: 313.82
Percent Composition: C 57.41%, H 7.71%, N 13.39%, O 10.20%, Cl 11.30%
Properties: Crystals, mp 190-193°.
Melting point: mp 190-193°
Therap-Cat: Antiarrhythmic.
Keywords: Antiarrhythmic.
Acecarbromal Aceclofenac Acedapsone Acediasulfone Acefylline

N-Acetylprocainamide
N-Acetyl procainamide.png
Systematic (IUPAC) name
4-acetylamino-N-(2-diethylaminoethyl)benzamide
Clinical data
Legal status  ?
Routes intravenously or orally
Identifiers
CAS number 32795-44-1 YesY
ATC code  ?
PubChem CID 4342
ChemSpider 4189 N
ChEMBL CHEMBL1097 YesY
Chemical data
Formula C15H23N3O2 
Mol. mass 277.36 g/mol
 N (what is this?)  (verify)

N-Acetylprocainamide (NAPA or acecainide) is the N-acetylated metabolite of procainamide. It is a Class III antiarrhythmic agent, whereas procainamide is a Class Ia antiarrhythmic drug. It is only partially as active as procainamide; when checking levels both must be included in the final calculation.