Structure via PubChem · Public domain (PubChem)
prochlorperazine
Sign in to saveAlso known as N-(gamma-(4'-methylpiperazinyl-1')propyl)-3-chlorophenothiazine, 3-chloro-10-[3-(4-methyl-1-piperazinyl)propyl]phenothiazine, 3-chloro-10-[3-(1-methyl-4-piperazinyl)propyl]phenothiazine, 2-chloro-10-[3-(4-methyl-1-piperazinyl)propyl]phenothiazine, 2-chloro-10-[3-(1-methyl-4-piperazinyl)propyl]-phenothiazine, chloro-3-(N-methylpiperazinyl-3-propyl)-10-phenothiazine
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.
Chemical data
- Formula
- C20H24ClN3S
- Molecular weight
- 373.9 g/mol
- IUPAC name
- 2-chloro-10-[3-(4-methylpiperazin-1-yl)propyl]phenothiazine
- SMILES
- CN1CCN(CC1)CCCN2C3=CC=CC=C3SC4=C2C=C(C=C4)Cl
- InChIKey
- WIKYUJGCLQQFNW-UHFFFAOYSA-N
- XLogP
- 4.9
- Polar surface area
- 35 Ų
- H-bond donors
- 0
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Research
1,518 papers- Prochlorperazine-induced neuroleptic malignant syndrome.The American journal of emergency medicine · 2024
- Indomethacin/prochlorperazine/caffeine: a review of its use in the acute treatment of migraine and in the treatment of episodic tension-type headache.CNS drugs · 2011
- Prochlorperazine--a review of the literature since 1956.Canadian Psychiatric Association journal · 1969
- Prochlorperazine.Canadian Psychiatric Association journal · 1969
- The Safety of Prochlorperazine in Children: A Systematic Review and Meta-Analysis.Drug safety · 2016
via PubMed
Wikidata facts
- Mass
- 373.138
Show 5 more facts
- chemical formula
- C₂₀H₂₄ClN₃S
- canonical SMILES
- CN1CCN(CC1)CCCN2C3=CC=CC=C3SC4=C2C=C(C=C4)Cl
- World Health Organisation international non-proprietary name
- prochlorperazine
- Commons category
- Prochlorperazine
- defined daily dose
- 50
Sources (6)
via Wikidata · CC0
~7 min read
Article
14 sectionsContents
- Medical uses
- Vomiting
- Migraine
- Labyrinthitis
- Side effects
- Discontinuation
- Pharmacology
- Society and culture
- Marketing
- Historical formulations
- Research
- Synthesis
- References
- External links
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.
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.