File:Chlorpromazine.svg · Wikimedia Commons · See Wikimedia Commons
chlorpromazine
Sign in to saveAlso known as chlorpromazine HCl, Largactil®, Thorazine®, N-(3-dimethylaminopropyl)-3-chlorophenothiazine, 3-(2-chloro-10H-phenothiazin-10-yl)-N,N-dimethyl-1-propanamine, 3-(2-chlorophenothiazin-10-yl)-N,N-dimethyl-propan-1-amine, CPZ
Chlorpromazine (CPZ), marketed under the brand names Thorazine and Largactil among others, is an antipsychotic medication. It is primarily used to treat psychotic disorders such as schizophrenia. Other uses include the treatment of bipolar disorder, severe behavioral problems in children including those with attention deficit hyperactivity disorder, nausea and vomiting, anxiety before surgery, and hiccups that do not improve following other measures. It can be given orally (by mouth), by intramuscular injection (injection into a muscle), or intravenously (injection into a vein).
OverviewAI-generated
Chlorpromazine is a chemical compound with the formula C₁₇H₁₉ClN₂S. Its IUPAC name is 3-(2-chlorophenothiazin-10-yl)-N,N-dimethylpropan-1-amine. The stylized name for the substance is chlorproMAZINE.
The compound has a mass of 318.096 and a weight of 318.9. Its xlogp value is 5.2, and it possesses a topological polar surface area of 31.8. Chlorpromazine has zero hydrogen bond donors and three hydrogen bond acceptors, with a charge of 0.
Literature references for chlorpromazine number 22,043. The subject is referenced by 4,123 other encyclopedia articles.
Synthesized by Vinony from 18 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.Watchedfields
- changed
- Drug.verifiedrevid
- 443519547
- Drug.image
- Chlorpromazine.svg
- Drug.image_class
- skin-invert-image
- Drug.alt
- Skeletal formula of chlorpromazine
- Drug.width
- 222
- Drug.image2
- Chlorpromazine-3D-balls.png
- Drug.image_class2
- bg-transparent
- Drug.alt2
- Ball-and-stick model of the chlorpromazine molecule
- Drug.tradename
- Thorazine, Largactil, others
- Drug.MedlinePlus
- a682040
- Drug.DailyMedID
- Chlorpromazine
- Drug.pregnancy_AU
- C
- Drug.routes_of_administration
- By mouth, rectal, intramuscular, intravenous
- Drug.class
- Typical antipsychotic
- Drug.ATC_prefix
- N05
- Drug.ATC_suffix
- AA01
- Drug.legal_AU
- S4
via Wikipedia infobox
Chemical data
- Formula
- C17H19ClN2S
- Molecular weight
- 318.9 g/mol
- IUPAC name
- 3-(2-chlorophenothiazin-10-yl)-N,N-dimethylpropan-1-amine
- SMILES
- CN(C)CCCN1C2=CC=CC=C2SC3=C1C=C(C=C3)Cl
- InChIKey
- ZPEIMTDSQAKGNT-UHFFFAOYSA-N
- XLogP
- 5.2
- Polar surface area
- 31.8 Ų
- H-bond donors
- 0
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Research
22,043 papers- Chlorpromazine versus placebo for schizophrenia.The Cochrane database of systematic reviews · 2000
- Chlorpromazine versus placebo for schizophrenia.The Cochrane database of systematic reviews · 2014
- Chlorpromazine versus placebo for schizophrenia.The Cochrane database of systematic reviews · 2003
- Chlorpromazine versus placebo for schizophrenia.The Cochrane database of systematic reviews · 2007
- Chlorpromazine's impact on Mytilus galloprovincialis: a multi-faceted investigation.Chemosphere · 2024
via PubMed
~27 min read
Encyclopedic overview
16 sectionsContents
- Medical uses
- Other uses
- Contraindications
- Adverse effects
- Discontinuation
- Interactions
- Pharmacology
- Pharmacodynamics
- Pharmacokinetics
- History
- Society and culture
- In literature
- Names
- Research
- Veterinary use
- References
Chlorpromazine (CPZ), marketed under the brand names Thorazine and Largactil among others, is an antipsychotic medication. It is primarily used to treat psychotic disorders such as schizophrenia. Other uses include the treatment of bipolar disorder, severe behavioral problems in children including those with attention deficit hyperactivity disorder, nausea and vomiting, anxiety before surgery, and hiccups that do not improve following other measures. It can be given orally (by mouth), by intramuscular injection (injection into a muscle), or intravenously (injection into a vein).
Chlorpromazine is in the typical antipsychotic class, and, chemically, is one of the phenothiazines. Its mechanism of action is not entirely clear but is believed to be related to its ability as a dopamine antagonist. It has antiserotonergic and antihistaminergic properties.
Excerpted from Wikipedia’s “chlorpromazine” article, available under the CC BY-SA 4.0 licence.