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Details

Stereochemistry RACEMIC
Molecular Formula C19H25NO2.ClH
Molecular Weight 335.868
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BERLAFENONE HYDROCHLORIDE

SMILES

Cl.CC(C)(C)NCC(O)COC1=C(C=CC=C1)C2=CC=CC=C2

InChI

InChIKey=AHEWKBSXIVYTEN-UHFFFAOYSA-N
InChI=1S/C19H25NO2.ClH/c1-19(2,3)20-13-16(21)14-22-18-12-8-7-11-17(18)15-9-5-4-6-10-15;/h4-12,16,20-21H,13-14H2,1-3H3;1H

HIDE SMILES / InChI
Molecular Formula C19H25NO2
Molecular Weight 299.4073
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )
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

Description

Berlafenone (previously known as GK 23 G), a sodium channel antagonist was studied as a class Ic antiarrhythmic agent, but development has been discontinued.

Originator

Approval Year

Unknown
149124
Targets

Targets

Primary TargetPharmacologyConditionPotency
Blocker
555
PubMed

PubMed

TitleDatePubMed
Negative inotropic effects of the new class I antiarrhythmic agents berlafenone and alprafenone on electrically stimulated isolated cardiomyocytes.
1992-03
Electrophysiologic, haemodynamic and antiarrhythmic effects of the new class Ic agent 1-(2'-biphenyloxy)-2-tert.-butylamino-propanol-2-hydrochloride.
1989-09
Patents

Patents

20050222431
14
20060018934
28
20100226943
186
20130079404
7
Substance Class Chemical
Created
by admin
on Mon Mar 31 20:58:11 GMT 2025
Edited
by admin
on Mon Mar 31 20:58:11 GMT 2025
Record UNII
S8QX5YHN93
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BERLAFENONE HYDROCHLORIDE
Common Name English
GK-23G
Preferred Name English
DIPRANOL HYDROCHLORIDE
Common Name English
2-PROPANOL, 1-((1,1'-BIPHENYL)-2-YLOXY)-3-((1,1-DIMETHYLETHYL)AMINO)-, HYDROCHLORIDE (1:1)
Systematic Name English
BIPRANOL HYDROCHLORIDE
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID60940478
Created by admin on Mon Mar 31 20:58:11 GMT 2025 , Edited by admin on Mon Mar 31 20:58:11 GMT 2025
PRIMARY
CAS
18965-98-5
Created by admin on Mon Mar 31 20:58:11 GMT 2025 , Edited by admin on Mon Mar 31 20:58:11 GMT 2025
PRIMARY
PUBCHEM
177034
Created by admin on Mon Mar 31 20:58:11 GMT 2025 , Edited by admin on Mon Mar 31 20:58:11 GMT 2025
PRIMARY
FDA UNII
S8QX5YHN93
Created by admin on Mon Mar 31 20:58:11 GMT 2025 , Edited by admin on Mon Mar 31 20:58:11 GMT 2025
PRIMARY
Related Record Type Details
Structure of BERLAFENONE HYDROCHLORIDE, (R)-
ENANTIOMER -> RACEMATE
Structure of BERLAFENONE HYDROCHLORIDE, (S)-
ENANTIOMER -> RACEMATE
NIH
NCATS
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