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haloperidol

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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.

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

Wikidata facts

Mass
375.140135
Show 6 more facts
Commons category
Haloperidol
chemical formula
C₂₁H₂₃ClFNO₂
MCN code
2933.39.15
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
Sources (10)

via Wikidata · CC0

~19 min read

Article

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.

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