Haloperidol

Also known as Haloperidolum, Haldol®, MCN-JR-1625, R-1625, Serenace®, gamma-(4-(p-chlorophenyl)-4-hydroxpiperidino)-p-fluorbutyrophenone, 4'-fluoro-4-(4-(p-chlorophenyl)-4-hydroxypiperidinyl)butyrophenone, 4'-fluoro-4-(4-hydroxy-4-(4'-chlorophenyl)piperidino)butyrophenone

organische Verbindung, Arzneimittel, Neuroleptikum

OverviewAI-generated

Haloperidol is a chemical compound with the formula C₂₁H₂₃ClFNO₂. Its IUPAC name is 4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-1-(4-fluorophenyl)butan-1-one. The substance has a mass of 375.140135 and a weight of 375.9. It possesses a defined daily dose of 8.

Chemical properties include an xlogp of 3.2 and a topological polar surface area of 40.5. The molecule contains one hydrogen bond donor and four hydrogen bond acceptors, with a charge of 0. It is assigned the MCN code 2933.39.15.

In scientific literature, haloperidol is the subject of 24,000 PubMed entries. The compound is referenced by 3,093 other encyclopedia articles.

Synthesized by Vinony from 19 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.

Key facts

Drug.KEGG: D00136
Drug.ChEBI: 5613
Drug.ChEMBL: 54
Drug.Watchedfields: changed
Drug.verifiedrevid: 464369120
Drug.image: Haloperidol.svg
Drug.image_class: skin-invert-image
Drug.width: 250px
Drug.image2: Haloperidol-from-xtal-3D-balls.png
Drug.image_class2: bg-transparent
Drug.width2: 250px
Drug.tradename: Haldol, others
Drug.MedlinePlus: a682180
Drug.DailyMedID: Haloperidol
Drug.pregnancy_AU: C
Drug.routes_of_administration: By mouth, intramuscular, intravenous, depot (as decanoate ester)
Drug.class: Typical antipsychotic
Drug.ATC_prefix: N05

via Wikipedia infobox

Chemical data

Formula: C21H23ClFNO2
Molecular weight: 375.9 g/mol
IUPAC name: 4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-1-(4-fluorophenyl)butan-1-one
SMILES: C1CN(CCC1(C2=CC=C(C=C2)Cl)O)CCCC(=O)C3=CC=C(C=C3)F
InChIKey: LNEPOXFFQSENCJ-UHFFFAOYSA-N
XLogP: 3.2
Polar surface area: 40.5 Å²
H-bond donors: 1
H-bond acceptors: 4
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 1967
Admin. routes: oral, parenteral
Indications: psychosis, post-operative sign or symptom, Tourette syndrome, conduct disorder

via ChEMBL · EBI

Research

24,000 papers

via PubMed

Wikidata facts

Subclass of: heterocyclic compound
Has part: chlorine
Mass: 375.140135
Has use: medication

Show 12 more facts

Commons category: Haloperidol
significant drug interaction: olanzapine
chemical formula: C₂₁H₂₃ClFNO₂
MCN code: 2933.39.15
medical condition treated: delirium
defined daily dose: 8
canonical SMILES: C1CN(CCC1(C2=CC=C(C=C2)Cl)O)CCCC(=O)C3=CC=C(C=C3)F
World Health Organisation international non-proprietary name: haloperidol
subject has role: essential medicine
physically interacts with: Dopamine receptor D3
has characteristic: bitterness
legal status (medicine): boxed warning

Sources (10)

via Wikidata · CC0

Article · Deutsch

Haloperidol ist ein hochpotentes Neuroleptikum aus der Gruppe der Butyrophenone und wird unter anderem zur Behandlung akuter und chronischer schizophrener Syndrome und bei akuten psychomotorischen Erregungszuständen eingesetzt.

Abstract from DBpedia / Wikipedia · CC BY-SA