Chlorpromazine

Chlorpromazine
Clinical data
Trade names	Largactil, Thorazine, many others
AHFS/Drugs.com	Monograph
MedlinePlus	a682040
License data	US FDA: Chlorpromazine;
Pregnancy; category	AU: C;
Routes of; administration	Oral (tablets and syrup available), rectal, IM, IV infusion
ATC code	N05AA01 (WHO) ;
Legal status
Legal status	In general: ℞ (Prescription only);
Pharmacokinetic data
Bioavailability	10–80% (Oral; large interindividual variation)
Protein binding	90–99%
Metabolism	Liver, mostly CYP2D6-mediated
Elimination half-life	30 hours
Excretion	Urine (43–65% in 24 hrs)
Identifiers
	IUPAC name 3-(2-chloro-10H-phenothiazin-10-yl)-N,N-dimethyl-propan-1-amine;
CAS Number	50-53-3 (free base); 69-09-0 (hydrochloride);
PubChem CID	2726;
IUPHAR/BPS	83;
DrugBank	DB00477 ;
ChemSpider	2625 ;
UNII	U42B7VYA4P;
KEGG	D00270 ;
ChEBI	CHEBI:3647 ;
ChEMBL	ChEMBL71 ;
CompTox Dashboard (EPA)	DTXSID0022808 ;
ECHA InfoCard	100.000.042
Chemical and physical data
Formula	C17H19ClN2S
Molar mass	318.86 g/mol (free base); 355.33 g/mol (hydrochloride)
3D model (JSmol)	Interactive image;
	SMILES CN(C)CCCN1c2ccccc2Sc3c1cc(cc3)Cl;
	InChI InChI=1S/C17H19ClN2S/c1-19(2)10-5-11-20-14-6-3-4-7-16(14)21-17-9-8-13(18)12-15(17)20/h3-4,6-9,12H,5,10-11H2,1-2H3 ; Key:ZPEIMTDSQAKGNT-UHFFFAOYSA-N ;
	(verify)

Chlorpromazine, also known by its trade name Thorazine, is an antipsychotic drug. It is typically made to treat Schizophrenia, and treat bipolar disorder in the past^[when?]. It has been shown to help uncontrollable hiccups disappear. It is also used to help with nausea and vomiting.^[2] Chlorpromazine was developed in 1950, making it the oldest antipsychotic drug.^[3]

References

1 2 3 4 "PRODUCT INFORMATION LARGACTIL" (PDF). TGA eBusiness Services. Sanofi Aventis Pty Ltd. 28 August 2012. Archived from the original on 30 March 2017. Retrieved 8 December 2013.
↑ "ChlorproMAZINE Monograph for Professionals". Drugs.com. Retrieved 2022-09-22.
↑ López-Muñoz, Francisco; Alamo, Cecilio; cuenca, Eduardo; Shen, Winston; Clervoy, Patrick; Rubio, Gabriel (2005-07-01). "History of the Discovery and Clinical Introduction of Chlorpromazine". Annals of Clinical Psychiatry. 17 (3): 113–135. doi:10.1080/10401230591002002. ISSN 1040-1237. PMID 16433053.

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[TGA-1] 1 2 3 4 "PRODUCT INFORMATION LARGACTIL" (PDF). TGA eBusiness Services. Sanofi Aventis Pty Ltd. 28 August 2012. Archived from the original on 30 March 2017. Retrieved 8 December 2013.

[2] "ChlorproMAZINE Monograph for Professionals". Drugs.com. Retrieved 2022-09-22.

[3] López-Muñoz, Francisco; Alamo, Cecilio; cuenca, Eduardo; Shen, Winston; Clervoy, Patrick; Rubio, Gabriel (2005-07-01). "History of the Discovery and Clinical Introduction of Chlorpromazine". Annals of Clinical Psychiatry. 17 (3): 113–135. doi:10.1080/10401230591002002. ISSN 1040-1237. PMID 16433053.

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