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haloperidol

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EntityQ251347· pop 47· linked from 3,093 articles

haloperidol

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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

Haloperidol, sold under the brand name Haldol among others, is a typical antipsychotic medication. Haloperidol is used in the treatment of schizophrenia, tics in Tourette syndrome, mania in bipolar disorder, delirium, agitation, acute psychosis, and hallucinations from alcohol withdrawal. It may be used by mouth or injection into a muscle or a vein. Haloperidol typically works within 30 to 60 minutes. A long-acting formulation may be used as an injection every four weeks for people with schizophrenia or related illnesses, who either forget or refuse to take the medication by mouth.

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 Ų
H-bond donors
1
H-bond acceptors
4
Formal charge
0

via PubChem

Research

24,000 papers

via PubMed

~19 min read

Encyclopedic overview

28 sections
Contents
  • Medical uses
  • Pregnancy and lactation
  • Other considerations
  • Adverse effects
  • Contraindications
  • Special cautions
  • Interactions
  • Potential neurotoxicity
  • Discontinuation
  • Overdose
  • Symptoms
  • Treatment
  • Prognosis
  • Pharmacology
  • Pharmacokinetics
  • By mouth
  • Intramuscular injections
  • Intravenous injections
  • Therapeutic concentrations
  • Distribution and metabolism
  • Chemistry
  • History
  • Society and culture
  • Cost
  • Names
  • Research
  • Veterinary use
  • References

Haloperidol, sold under the brand name Haldol among others, is a typical antipsychotic medication. Haloperidol is used in the treatment of schizophrenia, tics in Tourette syndrome, mania in bipolar disorder, delirium, agitation, acute psychosis, and hallucinations from alcohol withdrawal. It may be used by mouth or injection into a muscle or a vein. Haloperidol typically works within 30 to 60 minutes. A long-acting formulation may be used as an injection every four weeks for people with schizophrenia or related illnesses, who either forget or refuse to take the medication by mouth.

Haloperidol may result in movement disorders such as tardive dyskinesia, and akathisia, both of which may be permanent. Neuroleptic malignant syndrome and QT interval prolongation may occur, the latter particularly with IV administration. In older people with psychosis due to dementia it results in an increased risk of death. When taken during pregnancy it may result in problems in the infant. It should not be used by people with Parkinson's disease.

Excerpted from Wikipedia’s “haloperidol” article, available under the CC BY-SA 4.0 licence.

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