Structure via PubChem · Public domain (PubChem)
nifekalant
Sign in to saveNifekalant (INN) is a class III antiarrhythmic agent approved in Japan for the treatment of arrhythmias and ventricular tachycardia. It has the brand name Shinbit.
In the Vinony graph
Vinony's link graph records 347 inbound references to nifekalant, and connects out to valproic acid, (RS)-baclofen and voltage-gated sodium channel.
Vinony files it under 4-Nitrophenyl compounds, Antiarrhythmic agents and Chemical pages without DrugBank identifier.
Vinony links it to 5 Wikipedia language editions.
Chemical data
- Formula
- C19H27N5O5
- Molecular weight
- 405.4 g/mol
- IUPAC name
- 6-[2-[2-hydroxyethyl-[3-(4-nitrophenyl)propyl]amino]ethylamino]-1,3-dimethylpyrimidine-2,4-dione
- SMILES
- CN1C(=CC(=O)N(C1=O)C)NCCN(CCCC2=CC=C(C=C2)[N+](=O)[O-])CCO
- InChIKey
- OEBPANQZQGQPHF-UHFFFAOYSA-N
- XLogP
- 1.1
- Polar surface area
- 122 Ų
- H-bond donors
- 2
- H-bond acceptors
- 7
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 3
- Molecule type
- Small molecule
- Indications
- atrial fibrillation
via ChEMBL · EBI
Research
183 papers- Meta‑analysis of the efficacy and safety of nifekalant in the conversion of atrial fibrillation.Experimental and therapeutic medicine · 2023
- [Drug Therapy for Shock-Resistant Ventricular Fibrillation: Comparison of Nifekalant and Amiodarone].Journal of UOEH · 2016
- Nifekalant versus Amiodarone for Out-Of-Hospital Cardiac Arrest with Refractory Shockable Rhythms; a Post Hoc Analysis.Archives of academic emergency medicine · 2022
- Efficacy of Nifekalant in Patients With Wolff-Parkinson-White Syndrome and Atrial Fibrillation: Electrophysiological and Clinical Findings.Journal of the American Heart Association · 2019
- Failure of intravenous nifekalant cardioversion as an independent predictor for persistent atrial fibrillation recurrence after catheter ablation.Journal of interventional cardiac electrophysiology : an international journal of arrhythmias and pacing · 2024
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 405.201
Show 3 more facts
- chemical formula
- C₁₉H₂₇N₅O₅
- canonical SMILES
- CN1C(=CC(=O)N(C1=O)C)NCCN(CCCC2=CC=C(C=C2)[N+](=O)[O-])CCO
- subject has role
- antiarrhythmic agent
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
{{Drugbox | verifiedrevid = 444386935 | IUPAC_name = 6-[(2-{(2-hydroxyethyl)[3-(4-nitrophenyl)propyl]amino}ethyl)amino]-1,3-dimethylpyrimidine-2,4(1H,3H)-dione | image = Nifekalant.png | image_class = skin-invert-image
| tradename = | Drugs.com = | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_CA = | legal_UK = | legal_US = | legal_status = Rx-only | routes_of_administration = IV
Excerpted from Wikipedia’s “nifekalant” article, available under the CC BY-SA 4.0 licence.