Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C23H28ClN5O3 |
| Molecular Weight | 457.953 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 1 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CN1CCN(CCCCN2C(=O)CN(\N=C\C3=CC=C(O3)C4=CC=C(Cl)C=C4)C2=O)CC1
InChI
InChIKey=MREBEPTUUMTTIA-PCLIKHOPSA-N
InChI=1S/C23H28ClN5O3/c1-26-12-14-27(15-13-26)10-2-3-11-28-22(30)17-29(23(28)31)25-16-20-8-9-21(32-20)18-4-6-19(24)7-5-18/h4-9,16H,2-3,10-15,17H2,1H3/b25-16+
| Molecular Formula | C23H28ClN5O3 |
| Molecular Weight | 457.953 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 1 |
| Optical Activity | NONE |
Azimilide is a class III antiarrhythmic agent that prolongs cardiac repolarisation by blocking both the rapidly and slowly activating components of the delayed rectifier potassium channel. The most important consequence of this is apparent rate-independent activity, so that, unlike other class III antiarrhythmics, azimilide does not lose efficacy at high heart rates. Azimilide has very predictable pharmacokinetics, is predominantly hepatically metabolized, and has no significant drug interactions with digoxin or warfarin. The most common adverse effects reported by patients on azimilide were approximately equal in frequency with those on placebo: headache, asthenia, infection, diarrhea and dizziness. Azimilide is in phase III clinical trials for the treatment both supraventricular and ventricular tachyarrhythmias.
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL240 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11033107 |
610.0 nM [IC50] |
PubMed
| Title | Date | PubMed |
|---|---|---|
| The metabolic profile of azimilide in man: in vivo and in vitro evaluations. | 2005-09 |
|
| Influence of coadministration on the pharmacokinetics of azimilide dihydrochloride and digoxin. | 2005-07 |
|
| Azimilide dihydrochloride: a unique class III antiarrhythmic agent. | 2001-11-27 |
|
| Effects of azimilide, a new class III antiarrhythmic drug, on reentrant circuits causing ventricular tachycardia and fibrillation in a canine model of myocardial infarction. | 2001-09 |
|
| Azimilide dihydrochloride: a new class III anti-arrhythmic agent. | 2000-11 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/14739716
100 and 125 mg once daily
Route of Administration:
Oral
| Substance Class |
Chemical
Created
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Mon Mar 31 18:23:14 GMT 2025
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| Record UNII |
74QU6P2934
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| Record Status |
Validated (UNII)
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C93038
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NCI_THESAURUS |
C47793
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C79923
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C086123
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9571004
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74QU6P2934
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CHEMBL123558
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274
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7299
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m2174
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SUB05657MIG
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100000086104
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AZIMILIDE
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DB04957
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DTXSID10869988
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149908-53-2
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SALT/SOLVATE -> PARENT |
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ACTIVE MOIETY |
Useful to treat cardiac arrhythmia
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