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P9391

Sigma-Aldrich

Procainamide hydrochloride

Synonym(s):

4-Amino-N-(2-diethylaminoethyl)benzamide hydrochloride, 4-Aminobenzoic acid 2-diethylaminoethylamide

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About This Item

Linear Formula:
H2NC6H4CONHCH2CH2N(C2H5)2·HCl
CAS Number:
614-39-1
Molecular Weight:
271.79
Beilstein:
3729517
EC Number:
210-381-7
MDL number:
MFCD00012998
UNSPSC Code:
12352200
PubChem Substance ID:
24277864

form

powder

mp

167-169 °C (lit.)

solubility

H2O: soluble
ethanol: soluble

originator

Bristol-Myers Squibb

SMILES string

Cl.CCN(CC)CCNC(=O)c1ccc(N)cc1

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

InChI key

ABTXGJFUQRCPNH-UHFFFAOYSA-N

Gene Information

human ... SCN10A(6336) , SCN11A(11280) , SCN1A(6323) , SCN2A(6326) , SCN3A(6328) , SCN4A(6329) , SCN5A(6331) , SCN7A(6332) , SCN8A(6334) , SCN9A(6335)

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Biochem/physiol Actions

Inhibits DNA methyltransferase and modulates epigenetic regulation of gene expression. Na+ channel blocker and Class IA anti-arrhythmic.

Features and Benefits

This compound is a featured product for ADME Tox and Gene Regulation research. Discover more featured ADME Tox and Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound was developed by Bristol-Myers Squibb. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Y H Kim et al.
Circulation, 100(6), 666-674 (1999-08-10)
Ventricular fibrillation (VF) is maintained by 2 mechanisms: first by reentry formation and second by spontaneous wave break or wave splitting. We hypothesized that spontaneous wave break results from a critical shortening of the action potential duration (APD) during VF
Assessment of His-Purkinje reserve: what is the mechanism of block?
James Kneller et al.
Heart rhythm, 9(3), 465-466 (2010-12-04)
Isabela Costa César et al.
Journal of mass spectrometry : JMS, 46(11), 1125-1130 (2011-11-30)
A liquid chromatography-electrospray ionization tandem mass spectrometry method was developed and validated for the simultaneous quantitation of nicorandil and its denitrated metabolite, N-(2-hydroxyethyl)-nicotinamide, in rat plasma. After a liquid-liquid extraction step, chromatographic separation was performed on a ShinPack C(18) column
Yi-Shiuan Lin et al.
Journal of biomedical science, 18, 3-3 (2011-01-12)
Targeting abnormal DNA methylation represents a therapeutically relevant strategy for cancer treatment as demonstrated by the US Food and Drug Administration approval of the DNA methyltransferase inhibitors azacytidine and 5-aza-2'-deoxycytidine for the treatment of myelodysplastic syndromes. But their use is
M Odijk et al.
Biosensors & bioelectronics, 26(4), 1521-1527 (2010-08-24)
We have designed an integrated 3-electrode electrochemical cell on-chip with high analyte conversion rates for use in drug metabolism studies. The electrochemical cell contains platinum working and counter electrodes and an iridium oxide pseudo-reference electrode. The pseudo-reference electrode has a
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