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
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+;
| 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.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| 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
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8116453
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 Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/30594781
In isolated cardiac myocytes bisaramil directly blocks sodium currents with IC50 values of 13μM
| Substance Class |
Chemical
Created
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admin
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Edited
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| Record UNII |
AWG1AQA0FC
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| Record Status |
Validated (UNII)
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PARENT -> SALT/SOLVATE |