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 ;
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 ;
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Chlorpromazine, also known by its trade name Thorazine, is an antipsychotic drug. It is typically used to treat Schizophrenia. It has also been used to treat bipolar disorder. 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]

↑ ^1.0 ^1.1 ^1.2 ^1.3 "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.

[TGA-1] 1.0 ^1.1 ^1.2 ^1.3 "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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Chlorpromazine

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