Prochlorperazine

Prochlorperazine, formerly sold under the brand name Compazine among others, is a medication used to treat nausea, migraines, schizophrenia, psychosis and anxiety. It is a less preferred medication for anxiety. It may be taken by mouth, rectally, injection into a vein, or injection into a muscle.

Prochlorperazine
Clinical data
Trade namesCompazine, Stemetil, others
AHFS/Drugs.comMonograph
MedlinePlusa682116
License data
Pregnancy
category
  • AU: C
Routes of
administration
Oral administration, rectal administration, intramuscular injection, intravenous injection (IV)
Drug classTypical antipsychotic
ATC code
Legal status
Legal status
  • AU: S4 (Prescription only) / S3
  • BR: Class C1 (Other controlled substances)
  • UK: POM (Prescription only) / P
  • US: WARNINGRx-only
Pharmacokinetic data
BioavailabilityUnknown, but presumed substantial
Protein binding91–99%
MetabolismMainly Liver (CYP2D6 and/or CYP3A4)
Elimination half-life4–8 hours, differs with the method of administration
ExcretionBile duct, (colored) inactive metabolites in urine
Identifiers
  • 2-chloro-10-[3-(4-methyl-1-piperazinyl)propyl]-10H-phenothiazine
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.000.345
Chemical and physical data
FormulaC20H24ClN3S
Molar mass373.94 g·mol−1
3D model (JSmol)
  • Clc2cc1N(c3c(Sc1cc2)cccc3)CCCN4CCN(C)CC4
  • InChI=1S/C20H24ClN3S/c1-22-11-13-23(14-12-22)9-4-10-24-17-5-2-3-6-19(17)25-20-8-7-16(21)15-18(20)24/h2-3,5-8,15H,4,9-14H2,1H3 Y
  • Key:WIKYUJGCLQQFNW-UHFFFAOYSA-N Y
  (verify)

Common side effects include sleepiness, blurry vision, low blood pressure, and dizziness. Serious side effects may include movement disorders including tardive dyskinesia and neuroleptic malignant syndrome. Use in pregnancy and breastfeeding is generally not recommended. It is a typical antipsychotic which is believed to work by reducing the action of dopamine in the brain.

Prochlorperazine was approved for medical use in the United States in 1956. It is available as a generic medication. In 2020, it was the 355th most commonly prescribed medication in the United States, with more than 600 thousand prescriptions.

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