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Procainamide (Standard)

CAT: 0804-HY-A0084AR-03Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-A0084AR-03Size:50 mg
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Description
Procainamide (Standard) is the analytical standard of Procainamide. This product is intended for research and analytical applications. Procainamide (Procaine amide) is a specific and potent inhibitor of DNA methyltransferase 1 (DNMT1), which reactivates the expression of tumor suppressor factors by demethylating tumor suppressor genes. Procainamide induces vacuolization in various cell types and reduces cell proliferation and migration. Procainamide relaxes airway smooth muscle by activating potassium channels. Procainamide can be used in cancer and arrhythmia research[1][2][3][4][5][6].
CAS Number
51-06-9
Product Name Alternative
Procaine amide (Standard) ; SP 100 (Standard)
UNSPSC
12352005
Target
DNA Methyltransferase; Potassium Channel; Reference Standards
Type
Reference compound
Related Pathways
Epigenetics; Membrane Transporter/Ion Channel; Others
Field of Research
Cancer; Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/procainamide-standard.html
Smiles
O=C(NCCN(CC)CC)C1=CC=C(N)C=C1
Molecular Formula
C13H21N3O
Molecular Weight
235.33
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

Procainamide is a benzamide that is 4-aminobenzamide substituted on the amide N by a 2-(diethylamino)ethyl group. It is a pharmaceutical antiarrhythmic agent used for the medical treatment of cardiac arrhythmias. It has a role as an anti-arrhythmia drug, a sodium channel blocker and a platelet aggregation inhibitor.

CAS Number51-06-9
PubChem CID4913
IUPAC Name4-amino-N-[2-(diethylamino)ethyl]benzamide
Molecular FormulaC13H21N3O
Molecular Weight235.33
XLogP0.9
Topological Polar Surface Area58.4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count6
Heavy Atom Count17
Formal Charge0
Complexity221
SMILES
CCN(CC)CCNC(=O)C1=CC=C(C=C1)N
InChI
InChI=1S/C13H21N3O/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)
InChIKey
REQCZEXYDRLIBE-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Procainamide
CAS: 51-06-9
CID: 4913
Formula: C13H21N3O
MW: 235.33
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight235.33
XLogP30.9
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count6
Exact Mass235.168462302
Monoisotopic Mass235.168462302
Topological Polar Surface Area58.4 Ų
Heavy Atom Count17
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 Count1
Compound Is CanonicalizedYes

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