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Details

Stereochemistry RACEMIC
Molecular Formula C20H24N2O3
Molecular Weight 340.4162
Optical Activity ( + / - )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NOFECAINIDE

SMILES

CC(C)NC[C@@H](O)CO[C@H]1N(C(=O)C2=C1C=CC=C2)C3=CC=CC=C3

InChI

InChIKey=KUHVZVZAYMLXGA-OXQOHEQNSA-N
InChI=1S/C20H24N2O3/c1-14(2)21-12-16(23)13-25-20-18-11-7-6-10-17(18)19(24)22(20)15-8-4-3-5-9-15/h3-11,14,16,20-21,23H,12-13H2,1-2H3/t16-,20-/m1/s1

HIDE SMILES / InChI

Molecular Formula C20H24N2O3
Molecular Weight 340.4162
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Nofecainide (RP 30356, nofedone) is a Class I antiarrhythmic agent. RP 30356 blocked the action potential of frog atrial fibres without noticeably altering the resting membrane potential. RP 30356 inhibited the fast sodium conductance without changing the selectivity of the Na channel. The time to peak of the inward current was not significantly altered by the drug whereas the rate of the Na current inactivation pi h was slowed. The steady state inactivation membrane potential relationship of the Na system was shifted toward negative membrane potentials by the drug. The inhibition of the Na conductance by RP 30356 was frequency-dependent. RP 30356 might be effective in the control of cardiac arrhythmias since it mainly decreased the excitability of depolarized fibres.

Approval Year

PubMed

PubMed

TitleDatePubMed
Determination of nofedone in human serum by electron-capture GLC.
1980 May
Effect of RP 30356 on the fast inward Na current in frog atrial fibres.
1981 May 8

Sample Use Guides

Dogs: at doses between 1.25 and 5 mg/kg i.v., Nofecainide (nofedone) induces a marked decrease of the rate of ventricular ectopic contractions, wereas sinus rhythm is unchanged.
Route of Administration: Intravenous
In Vitro Use Guide
Curator's Comment: The effect of RP 30356, on action potential and fast inward Na current of frog atrial fibres was studied using the double sucrose gap voltage clamp technique.
Nofecainide (RP 30356) (10(-4)M) blocked the action potential without noticeably altering the resting membrane potential.
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:12:00 GMT 2023
Edited
by admin
on Fri Dec 15 16:12:00 GMT 2023
Record UNII
07CJN646IN
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NOFECAINIDE
INN  
INN  
Official Name English
NOFEDONE
Common Name English
nofecainide [INN]
Common Name English
3-(2-HYDROXY-3-(ISOPROPYLAMINO)PROPOXY)-2-PHENYLPHTHALIMIDINE
Common Name English
RP-30356
Code English
Classification Tree Code System Code
NCI_THESAURUS C245
Created by admin on Fri Dec 15 16:12:00 GMT 2023 , Edited by admin on Fri Dec 15 16:12:00 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID10866154
Created by admin on Fri Dec 15 16:12:00 GMT 2023 , Edited by admin on Fri Dec 15 16:12:00 GMT 2023
PRIMARY
EVMPD
SUB09340MIG
Created by admin on Fri Dec 15 16:12:00 GMT 2023 , Edited by admin on Fri Dec 15 16:12:00 GMT 2023
PRIMARY
CAS
50516-43-3
Created by admin on Fri Dec 15 16:12:00 GMT 2023 , Edited by admin on Fri Dec 15 16:12:00 GMT 2023
NON-SPECIFIC STEREOCHEMISTRY
ECHA (EC/EINECS)
256-610-4
Created by admin on Fri Dec 15 16:12:00 GMT 2023 , Edited by admin on Fri Dec 15 16:12:00 GMT 2023
PRIMARY
INN
4702
Created by admin on Fri Dec 15 16:12:00 GMT 2023 , Edited by admin on Fri Dec 15 16:12:00 GMT 2023
PRIMARY
PUBCHEM
50972
Created by admin on Fri Dec 15 16:12:00 GMT 2023 , Edited by admin on Fri Dec 15 16:12:00 GMT 2023
PRIMARY
CAS
70096-13-8
Created by admin on Fri Dec 15 16:12:00 GMT 2023 , Edited by admin on Fri Dec 15 16:12:00 GMT 2023
PRIMARY
ChEMBL
CHEMBL2105138
Created by admin on Fri Dec 15 16:12:00 GMT 2023 , Edited by admin on Fri Dec 15 16:12:00 GMT 2023
PRIMARY
FDA UNII
07CJN646IN
Created by admin on Fri Dec 15 16:12:00 GMT 2023 , Edited by admin on Fri Dec 15 16:12:00 GMT 2023
PRIMARY
SMS_ID
100000083584
Created by admin on Fri Dec 15 16:12:00 GMT 2023 , Edited by admin on Fri Dec 15 16:12:00 GMT 2023
PRIMARY
NCI_THESAURUS
C66242
Created by admin on Fri Dec 15 16:12:00 GMT 2023 , Edited by admin on Fri Dec 15 16:12:00 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY