sertindole

Also known as sertindol, 1-(2-{4-[5-chloro-1-(4-fluorophenyl)-indol-3-yl]-1-piperidyl}ethyl)imidazolidin-2-one

Sertindole, sold under the brand name Serdolect among others, is an antipsychotic medication. Sertindole was developed by the Danish pharmaceutical company Lundbeck and marketed under license by Abbott Labs. Like other atypical antipsychotics, it has activity at dopamine and serotonin receptors in the brain. It is used in the treatment of schizophrenia.

In the Vinony graph

Vinony's link graph records 2,153 inbound references to sertindole, and connects out to propranolol, valproic acid and fluphenazine.

It is catalogued under topics including 4-Fluorophenyl compounds, Atypical antipsychotics and Chloroarenes.

Vinony links it to 14 Wikipedia language editions.

Key facts

Drug.ChemSpiderID: 54229
Drug.Watchedfields: changed
Drug.verifiedrevid: 464389408
Drug.image: Sertindole.svg
Drug.image_class: skin-invert-image
Drug.width: 225px
Drug.image2: Sertindole ball-and-stick model.png
Drug.image_class2: bg-transparent
Drug.width2: 250px
Drug.tradename: Serdolect, others
Drug.pregnancy_AU: C
Drug.routes_of_administration: Oral
Drug.class: Atypical antipsychotic
Drug.ATC_prefix: N05
Drug.ATC_suffix: AE03
Drug.legal_AU: S4
Drug.legal_status: Rx-only
Drug.bioavailability: 75%

via Wikipedia infobox

Chemical data

Formula: C24H26ClFN4O
Molecular weight: 440.9 g/mol
IUPAC name: 1-[2-[4-[5-chloro-1-(4-fluorophenyl)indol-3-yl]piperidin-1-yl]ethyl]imidazolidin-2-one
SMILES: C1CN(CCC1C2=CN(C3=C2C=C(C=C3)Cl)C4=CC=C(C=C4)F)CCN5CCNC5=O
InChIKey: GZKLJWGUPQBVJQ-UHFFFAOYSA-N
XLogP: 4.1
Polar surface area: 40.5 Å²
H-bond donors: 1
H-bond acceptors: 3
Formal charge: 0

via PubChem

Drug data · ChEMBL

Withdrawn

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 1996
Admin. routes: oral
Indications: psychosis, anxiety, Dementia, depressive disorder

via ChEMBL · EBI

Research

517 papers

Sertindole for schizophrenia.The Cochrane database of systematic reviews · 2005
Sertindole for the treatment of schizophrenia.Expert opinion on pharmacotherapy · 2010
Sertindole for schizophrenia.The Cochrane database of systematic reviews · 2000
Sertindole in schizophrenia: efficacy and safety issues.Expert opinion on pharmacotherapy · 2014
Sertindole: efficacy and safety in schizophrenia.Expert opinion on pharmacotherapy · 2006

via PubMed

Wikidata facts

Subclass of: chemical compound
Has part: chlorine
Mass: 440.177917
Has use: medication

Show 8 more facts

defined daily dose: 16
chemical formula: C₂₄H₂₆ClFN₄O
subject has role: antipsychotics
canonical SMILES: C1CN(CCC1C2=CN(C3=C2C=C(C=C3)Cl)C4=CC=C(C=C4)F)CCN5CCNC5=O
World Health Organisation international non-proprietary name: sertindole
medical condition treated: schizophrenia
physically interacts with: Histamine receptor H1
Commons category: Sertindole