205656
N-Acetylprocainamide hydrochloride
99%
Synonym(s):
N-Acetylnovocainamide hydrochloride, Acecainide hydrochloride, NAPA
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About This Item
Linear Formula:
4-(CH3CONH)C6H4CONHCH2CH2N(C2H5)2·HCl
CAS Number:
Molecular Weight:
313.82
UNSPSC Code:
12352100
PubChem Substance ID:
EC Number:
251-831-2
MDL number:
assay
99%
mp
184-186 °C (lit.)
storage temp.
2-8°C
SMILES string
Cl[H].CCN(CC)CCNC(=O)c1ccc(NC(C)=O)cc1
InChI
1S/C15H23N3O2.ClH/c1-4-18(5-2)11-10-16-15(20)13-6-8-14(9-7-13)17-12(3)19;/h6-9H,4-5,10-11H2,1-3H3,(H,16,20)(H,17,19);1H
InChI key
IYEWBJUCJHKLHD-UHFFFAOYSA-N
General description
The GLC assay procedure was developed to study the stability of N-acetylprocainamide hydrochloride (acecainide hydrochloride) in rat feed.
Biochem/physiol Actions
Class III antiarrhythmic acting on potassium currents.
Class III antiarrhythmic. Increases the duration of the action potential by decreasing the delayed outward potassium current, slightly decreasing the calcium current, and slightly depressing the inward rectifier potassium current. This is the active metabolite of procainamide that does not induce systemic lupus erythematosus.
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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J E Carter et al.
Journal of pharmaceutical sciences, 69(12), 1439-1440 (1980-12-01)
An extraction and GLC assay procedure was developed for quantitation of procainamide hydrochloride and acecainide hydrochloride in rat feed. 4-Amino-N-[2-(dipropylamino)ethyl]benzamide hydrochloride was synthesized and utilized as an internal standard. The assay has good precision and accuracy and was used to
F A Brightman et al.
Drug metabolism and disposition: the biological fate of chemicals, 34(1), 94-101 (2005-10-14)
Estimation of xenobiotic kinetics in humans frequently relies upon extrapolation from experimental data generated in animals. In an accompanying paper, we have presented a unique, generic, physiologically based pharmacokinetic model and described its application to the prediction of rat plasma
Arno G Siraki et al.
Chemical research in toxicology, 21(5), 1143-1153 (2008-05-21)
Procainamide (PA) is a drug that is used to treat tachycardia in postoperative patients or for long-term maintenance of cardiac arrythmias. Unfortunately, its use has also been associated with agranulocytosis. Here, we have investigated the metabolism of PA by myeloperoxidase
T Nakahara et al.
European journal of pharmacology, 415(1), 73-78 (2001-03-14)
We examined the relaxant effects of N-acetylprocainamide, the major hepatic metabolite of procainamide, on bovine tracheal smooth muscle, focusing on the possible involvement of K+ channels. N-acetylprocainamide produced a concentration-dependent and full inhibition of the tension development elicited by methacholine
B B Yang et al.
Journal of clinical pharmacology, 36(7), 623-633 (1996-07-01)
A study was conducted to evaluate the pharmacokinetics of procainamide and its active metabolite, N-acetylprocainamide (NAPA), as a function of dose and formulation and to characterize the relationship between ventricular premature depolarization (VPD) rate and plasma concentrations of procainamide and
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