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A5513 Sigma-Aldrich

N-Acetylprocainamide hydrochloride

≥99% (HPLC), powder

Synonym: N-Acetylnovocainamide hydrochloride, Acecainide hydrochloride, NAPA

  • CAS Number 34118-92-8

  • Linear Formula 4-(CH3CONH)C6H4CONHCH2CH2N(C2H5)2·HCl

  • Molecular Weight 313.82

  •  EC Number 251-831-2

  •  MDL number MFCD00012501

  •  PubChem Substance ID 24890983

  •  NACRES NA.77

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Properties

Related Categories A-AM, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience,
Quality Level   100
assay   ≥99% (HPLC)
form   powder
mp   184-186 °C (lit.)
solubility   H2O: 50 mg/mL
storage temp.   −20°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

Description

Application

N-Acetylprocainamide hydrochloride may be used:
• as an internal standard for spiking plasma samples for ultra-high-pressure liquid chromatography coupled with a diode array detector (UHPLC-DAD) analysis
• to test its relaxant effect on tracheal smooth muscle tissue preparations
• in preparation of complexes with N-acetyl-L-tyrosine methyl ester and N-acetyl-L-phenylalanine methyl ester for studying intermolecular interactions using nuclear magnetic resonance (NMR) spectroscopy studies

N-Acetylprocainamide hydrochloride is a class III antiarrhythmic compound. N-Acetylprocainamide hydrochloride has been used in a study to determine the disposition of procainamide and N-acetylprocainamide in protein-calorie malnutrition. N-Acetylprocainamide hydrochloride has also been used to study pharmacokinetics of procainamide and N-acetylprocainamide in rats.

Packaging

1, 5 g in poly bottle

Biochem/physiol Actions

N-acetyltransferase II in liver catalyzes the conversion of procainamide to N-acetylprocainamide (NAPA).

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.

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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