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Procainamide (hydrochloride) (Standard)

CAT: 0804-HY-A0084R-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-A0084R-01Size:5 mg
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Description
Procainamide (hydrochloride) (Standard) is the analytical standard of Procainamide (hydrochloride) . This product is intended for research and analytical applications.
CAS Number
614-39-1
Product Name Alternative
Procaine amide (hydrochloride) (Standard) ; SP 100 (hydrochloride) (Standard)
UNSPSC
12352005
Hazard Statement
H302-H315-H319-H335
Target
DNA Methyltransferase; Potassium Channel; Reference Standards
Type
Reference Standards
Related Pathways
Epigenetics; Membrane Transporter/Ion Channel; Others
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/procainamide-hydrochloride-standard.html
Smiles
O=C(NCCN(CC)CC)C1=CC=C(N)C=C1.[H]Cl
Molecular Formula
C13H22ClN3O
Molecular Weight
271.79
Precautions
P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
References & Citations
[1]Lee BH, et al. Procainamide is a specific inhibitor of DNA methyltransferase 1. J Biol Chem. 2005;280 (49) :40749-40756.|[2]Pritchard B, et al. Procainamide. [Updated 2021 Aug 8]. In: StatPearls [Internet]. Treasure Island (FL) : StatPearls Publishing; 2022 Jan-.|[3]Gardner I, et al. A comparison of the covalent binding of clozapine, procainamide, and vesnarinone to human neutrophils in vitro and rat tissues in vitro and in vivo[J]. Chemical research in toxicology, 2005, 18 (9) : 1384-1394.|[4]Nakahara T, et al. Involvement of K+ channel in procainamide-induced relaxation of bovine tracheal smooth muscle[J]. European journal of pharmacology, 2000, 402 (1-2) : 143-149.|[5]Morissette G, et al. Massive cell vacuolization induced by organic amines such as procainamide[J]. Journal of Pharmacology and Experimental Therapeutics, 2004, 310 (1) : 395-406.|[6]Segura-Pacheco B, et al. Reactivation of tumor suppressor genes by the cardiovascular drugs hydralazine and procainamide and their potential use in cancer therapy[J]. Clinical Cancer Research, 2003, 9 (5) : 1596-1603.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Procainamide Hydrochloride

Procainamide Hydrochloride is the hydrochloride salt form of procainamide, an amide derivative exhibiting class 1A antiarrhythmic property and analog of procaine. Procainamide hydrochloride reversibly binds to and blocks activated (open) voltage-gated sodium channels, thereby blocks the influx of sodium ions into the cell, which leads to an increase in threshold for excitation and inhibit depolarization during phase 0 of the action potential. In addition, the effective refractory period (ERP), action potential duration (APD), and ERP/APD ratios are increased, resulting in decreased impulse conduction velocity. The lasting action potential may also be due to blockage of outward K+ currents. The result is a decrease in automaticity, increase in refractory period and slowing of impulse conduction.

CAS Number614-39-1
PubChem CID66068
IUPAC Name4-amino-N-[2-(diethylamino)ethyl]benzamide;hydrochloride
Molecular FormulaC13H22ClN3O
Molecular Weight271.78
Topological Polar Surface Area58.4
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count3
Rotatable Bond Count6
Heavy Atom Count18
Formal Charge0
Complexity221
SMILES
CCN(CC)CCNC(=O)C1=CC=C(C=C1)N.Cl
InChI
InChI=1S/C13H21N3O.ClH/c1-3-16(4-2)10-9-15-13(17)11-5-7-12(14)8-6-11;/h5-8H,3-4,9-10,14H2,1-2H3,(H,15,17);1H
InChIKey
ABTXGJFUQRCPNH-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Procainamide Hydrochloride
CAS: 614-39-1
CID: 66068
Formula: C13H22ClN3O
MW: 271.78
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight271.78
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count3
Rotatable Bond Count6
Exact Mass271.1451400
Monoisotopic Mass271.1451400
Topological Polar Surface Area58.4 Ų
Heavy Atom Count18
Formal Charge0
Complexity221
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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