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azaperone

Structure via PubChem · Public domain (PubChem)

EntityQ4832244· pop 9· linked from 587 articles

Also known as NSC 170976, 1-(4-Fluorophenyl)-4-[4-(2-pyridinyl)-1-piperazinyl]-1-butanone, 1-(3-(4-Fluorobenzoyl)propyl)-4-(2-pyridyl)piperazine, 4'-Fluoro-4-(4-(2-pyridyl)-1-piperazinyl)butyrophenone, Azaperon, 4'-fluoro-4-(4-(2-Pyridyl)-1-piperazinyl)butyrophenone, Azaperona, Azaperonum

Azaperone is a pyridinylpiperazine and butyrophenone neuroleptic drug with sedative and antiemetic effects, which is used mainly as a tranquilizer in veterinary medicine. It is uncommonly used in humans as an antipsychotic drug.

Chemical data

Formula
C19H22FN3O
Molecular weight
327.4 g/mol
IUPAC name
1-(4-fluorophenyl)-4-(4-pyridin-2-ylpiperazin-1-yl)butan-1-one
SMILES
C1CN(CCN1CCCC(=O)C2=CC=C(C=C2)F)C3=CC=CC=N3
InChIKey
XTKDAFGWCDAMPY-UHFFFAOYSA-N
XLogP
3.3
Polar surface area
36.4 Ų
H-bond donors
0
H-bond acceptors
5
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 2
Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
327.175
Show 4 more facts
chemical formula
C₁₉H₂₂FN₃O
canonical SMILES
C1CN(CCN1CCCC(=O)C2=CC=C(C=C2)F)C3=CC=CC=N3
World Health Organisation international non-proprietary name
azaperone
Commons category
Azaperone
Sources (2)

via Wikidata · CC0

~2 min read

Encyclopedic overview

4 sections
Contents
  • Veterinary use
  • Synthesis
  • See also
  • References

Azaperone is a pyridinylpiperazine and butyrophenone neuroleptic drug with sedative and antiemetic effects, which is used mainly as a tranquilizer in veterinary medicine. It is uncommonly used in humans as an antipsychotic drug.

Azaperone acts primarily as a dopamine antagonist but also has some antihistaminic and anticholinergic properties as seen with similar drugs such as haloperidol. Azaperone may cause hypotension and while it has minimal effects on respiration in pigs, high doses in humans can cause respiratory depression.

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

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