Details
Stereochemistry | RACEMIC |
Molecular Formula | C18H28N2O3S |
Molecular Weight | 352.492 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCC[S@@+]([O-])CCCN(CC)C[C@@H](O)COC1=CC=C(C=C1)C#N
InChI
InChIKey=ZMHOBBKJBYLXFR-MZNJEOGPSA-N
InChI=1S/C18H28N2O3S/c1-3-11-24(22)12-5-10-20(4-2)14-17(21)15-23-18-8-6-16(13-19)7-9-18/h6-9,17,21H,3-5,10-12,14-15H2,1-2H3/t17-,24-/m1/s1
Molecular Formula | C18H28N2O3S |
Molecular Weight | 352.492 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Astra Hässle (now Hässle Läkemedel, a subsidiary of AstraZeneca) of Sweden was developing an IV formulation of almokalant for use in the treatment of atrial arrhythmias. Almokalant is a selective blocker of the delayed outward K+ current. Almokalant exhibited properties of a selective class III antiarrhythmic agent, devoid of β-blocking activity, in vitro and in vivo, in animals and humans. In humans, prolongation of the refractoriness of the atria and ventricles has been demonstrated, as well as a prolongation of the ventricular repolarization. A moderate antiarrhythmic efficacy has been disclosed in studies in patients with supraventricular reciprocating tachycardias, with atrial fibrillation and with premature ventricular contractions. Almokalant also has proarrhythmic potential and thedevelopment of almokalant was discontinued due to induction of Torsade de Pointes, which occurred in some susceptible patients during the clinical trials.
Approval Year
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1384304
Ten post-myocardial infarction patients with complex ventricular arrhythmias were included and received, in randomized order on consecutive days, 4.5 mg (12.8 mumol) of almokalant or placebo intravenously over 10 minutes.
Route of Administration:
Intravenous
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8930739
Transmembrane action potentials were recorded simultaneously from rabbit isolated ventricular muscle (VM) and Purkinje fibers (PF). At a basic cycle length (BCL) of 500 msec, the Class III agent almokalant (0.1 uM) increased the dispersion by prolonging the action potential duration (APD) significantly more in the PF (33% +/- 4.2%, n = 18) than in the VM (17% +/- 5.9%, n = 18, P < 0.05).
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 16:05:52 GMT 2023
by
admin
on
Fri Dec 15 16:05:52 GMT 2023
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Record UNII |
I9NG89L275
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Record Status |
Validated (UNII)
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Record Version |
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Official Name | English | ||
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Common Name | English |
Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C47793
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NCI_THESAURUS |
C93038
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100000087442
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SUB05349MIG
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C074334
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I9NG89L275
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54554626
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DTXSID40869693
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C77828
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ALMOKALANT
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CHEMBL362103
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123955-10-2
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6651
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Related Record | Type | Details | ||
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ACTIVE MOIETY |