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Details

Stereochemistry ACHIRAL
Molecular Formula C15H23N3O2.ClH
Molecular Weight 313.823
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ACECAINIDE HYDROCHLORIDE

SMILES

Cl.CCN(CC)CCNC(=O)C1=CC=C(NC(C)=O)C=C1

InChI

InChIKey=IYEWBJUCJHKLHD-UHFFFAOYSA-N
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

HIDE SMILES / InChI

Molecular Formula C15H23N3O2
Molecular Weight 277.362
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Acecainide (N-acetylprocainamide), the N-acetylated metabolite of procainamide, is a Class III antiarrhythmic agent. Acecainide exerts cardiac anticholinergic effect. It elicits smooth muscle relaxation mainly through the activation of plasma membrane K+ channels. Acecainide markedly reduced premature ventricular beats and prevented induction of ventricular tachycardia. Acecainide appears to offer advantages over procainamide, particularly with respect to the reduced formation of antinuclear antibodies. Acecainide development has been discontinued.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
PubMed

PubMed

TitleDatePubMed
Cumulation of N-acetylprocainamide, an active metabolite of procainamide, in patients with impaired renal function.
1977 Jul
Study of procainamide hapten-specific antibodies in rabbits and humans.
1993 Nov
N-substituted benzamides inhibit nuclear factor-kappaB and nuclear factor of activated T cells activity while inducing activator protein 1 activity in T lymphocytes.
2001 Aug
Quantitative estimation of renal clearance of N-acetylprocainamide in rats with various experimental acute renal failure.
2001 Jun
cDNA cloning, functional characterization, and tissue distribution of an alternatively spliced variant of organic cation transporter hOCT2 predominantly expressed in the human kidney.
2002 Jul
Class I antiarrhythmics inhibit Na+ absorption and Cl- secretion in rabbit descending colon epithelium.
2005 Jun
St. John's wort does not interfere with therapeutic drug monitoring of 12 commonly monitored drugs using immunoassays.
2006
Application of a generic physiologically based pharmacokinetic model to the estimation of xenobiotic levels in human plasma.
2006 Jan
Drug therapy considerations in arrhythmias in children.
2008 Aug 1
Procainamide, but not N-acetylprocainamide, induces protein free radical formation on myeloperoxidase: a potential mechanism of agranulocytosis.
2008 May
The prince and the pauper. A tale of anticancer targeted agents.
2008 Oct 23
Patents
Substance Class Chemical
Created
by admin
on Wed Jul 05 22:56:48 UTC 2023
Edited
by admin
on Wed Jul 05 22:56:48 UTC 2023
Record UNII
B9K738KX14
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ACECAINIDE HYDROCHLORIDE
MART.   MI   USAN  
USAN  
Official Name English
ASL-601
Code English
BENZAMIDE, 4-(ACETYLAMINO)-N-(2-(DIETHYLAMINO)ETHYL)-, MONOHYDROCHLORIDE
Common Name English
ACECAINIDE HYDROCHLORIDE [MI]
Common Name English
4'-((2-(DIETHYLAMINO)ETHYL)CARBAMOYL)ACETANILIDE MONOHYDROCHLORIDE
Systematic Name English
ASL 601
Code English
ACECAINIDE HYDROCHLORIDE [MART.]
Common Name English
ACECAINIDE HCL
Common Name English
ACECAINIDE HYDROCHLORIDE [USAN]
Common Name English
NSC-759312
Code English
Classification Tree Code System Code
NCI_THESAURUS C47793
Created by admin on Wed Jul 05 22:56:49 UTC 2023 , Edited by admin on Wed Jul 05 22:56:49 UTC 2023
NCI_THESAURUS C93038
Created by admin on Wed Jul 05 22:56:49 UTC 2023 , Edited by admin on Wed Jul 05 22:56:49 UTC 2023
Code System Code Type Description
FDA UNII
B9K738KX14
Created by admin on Wed Jul 05 22:56:49 UTC 2023 , Edited by admin on Wed Jul 05 22:56:49 UTC 2023
PRIMARY
CAS
34118-92-8
Created by admin on Wed Jul 05 22:56:49 UTC 2023 , Edited by admin on Wed Jul 05 22:56:49 UTC 2023
PRIMARY
MERCK INDEX
M1291
Created by admin on Wed Jul 05 22:56:49 UTC 2023 , Edited by admin on Wed Jul 05 22:56:49 UTC 2023
PRIMARY Merck Index
EPA CompTox
DTXSID1045748
Created by admin on Wed Jul 05 22:56:49 UTC 2023 , Edited by admin on Wed Jul 05 22:56:49 UTC 2023
PRIMARY
NCI_THESAURUS
C75126
Created by admin on Wed Jul 05 22:56:49 UTC 2023 , Edited by admin on Wed Jul 05 22:56:49 UTC 2023
PRIMARY
ChEMBL
CHEMBL1097
Created by admin on Wed Jul 05 22:56:49 UTC 2023 , Edited by admin on Wed Jul 05 22:56:49 UTC 2023
PRIMARY
NSC
759312
Created by admin on Wed Jul 05 22:56:49 UTC 2023 , Edited by admin on Wed Jul 05 22:56:49 UTC 2023
PRIMARY
PUBCHEM
71417
Created by admin on Wed Jul 05 22:56:49 UTC 2023 , Edited by admin on Wed Jul 05 22:56:49 UTC 2023
PRIMARY
ECHA (EC/EINECS)
251-831-2
Created by admin on Wed Jul 05 22:56:49 UTC 2023 , Edited by admin on Wed Jul 05 22:56:49 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY