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Details

Stereochemistry ABSOLUTE
Molecular Formula C17H23ClN2O2.ClH
Molecular Weight 359.291
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0
Stereo Comments Meso

SHOW SMILES / InChI
Structure of BISARAMIL MONOHYDROCHLORIDE

SMILES

Cl.CCN1C[C@@H]2CN(C)C[C@H](C1)[C@@H]2OC(=O)C3=CC=C(Cl)C=C3

InChI

InChIKey=WLBQWCHCDDUUCW-GZADXKAUSA-N
InChI=1S/C17H23ClN2O2.ClH/c1-3-20-10-13-8-19(2)9-14(11-20)16(13)22-17(21)12-4-6-15(18)7-5-12;/h4-7,13-14,16H,3,8-11H2,1-2H3;1H/t13-,14+,16+;

HIDE SMILES / InChI

Molecular Formula C17H23ClN2O2
Molecular Weight 322.83
Charge 0
Count
Stereochemistry EPIMERIC
Additional Stereochemistry No
Defined Stereocenters 2 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

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

Bisaramil, an antiarrhythmic drug was developed as an inhibitor of calcium transport and as a membrane stabilizer. In addition, the drug showed tonic and frequency-dependent block that is most potent against the heart Na+ channel. However, the phase-II for Arrhythmias in Japan was discontinued.

Approval Year

PubMed

PubMed

TitleDatePubMed
Antiarrhythmic effects of bisaramil on triggered arrhythmias produced by intracoronary injection of digitalis and adrenaline in the dog.
1995-05
The effects of bisaramil on experimental arrhythmias.
1990-07-01
High-performance liquid chromatographic method for quantitative determination of Yutac, a new antiarrhythmic agent, in dog plasma.
1985-03-22

Sample Use Guides

Six healthy volunteers received an oral dose of 100 mg and an intravenous dose of 35 mg of bisaramil in a cross over study
Route of Administration: Other
In isolated cardiac myocytes bisaramil directly blocks sodium currents with IC50 values of 13μM
Substance Class Chemical
Created
by admin
on Tue Apr 01 22:48:35 GMT 2025
Edited
by admin
on Tue Apr 01 22:48:35 GMT 2025
Record UNII
AWG1AQA0FC
Record Status Validated (UNII)
Record Version
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Name Type Language
BISARAMIL MONOHYDROCHLORIDE
Common Name English
NK-1556
Preferred Name English
BENZOIC ACID, 4-CHLORO-, (9-ANTI)-3-ETHYL-7-METHYL-3,7-DIAZABICYCLO(3.3.1)NON-9-YL ESTER, MONOHYDROCHLORIDE
Systematic Name English
RGH-2957
Code English
Code System Code Type Description
FDA UNII
AWG1AQA0FC
Created by admin on Tue Apr 01 22:48:35 GMT 2025 , Edited by admin on Tue Apr 01 22:48:35 GMT 2025
PRIMARY
CAS
96480-44-3
Created by admin on Tue Apr 01 22:48:35 GMT 2025 , Edited by admin on Tue Apr 01 22:48:35 GMT 2025
PRIMARY
EPA CompTox
DTXSID20914493
Created by admin on Tue Apr 01 22:48:35 GMT 2025 , Edited by admin on Tue Apr 01 22:48:35 GMT 2025
PRIMARY
PUBCHEM
135383
Created by admin on Tue Apr 01 22:48:35 GMT 2025 , Edited by admin on Tue Apr 01 22:48:35 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE