Levomepromazine

Levomepromazine
Clinical data
AHFS/Drugs.com	Micromedex Detailed Consumer Information
Pregnancy; category	Only if clearly needed;
Routes of; administration	Oral, seldom IM
Drug class	Typical antipsychotic
ATC code	N05AA02 (WHO) ;
Legal status
Legal status	AU: S4 (Prescription only); BR: Class C1 (Other controlled substances); UK: POM (Prescription only);
Pharmacokinetic data
Bioavailability	~50–60%
Metabolism	Hepatic
Elimination half-life	~20 hours
Excretion	In feces and urine (metabolites), unchanged drug only 1%
Identifiers
	IUPAC name (2R)-3-(2-Methoxyphenothiazine-10-yl-)-N,N,2-trimethylpropanamine;
CAS Number	60-99-1 ; 7104-38-3 (maleate), ; 1236-99-3 HCl);
PubChem CID	72287;
IUPHAR/BPS	7603;
DrugBank	DB01403 ;
ChemSpider	65239 ;
UNII	9G0LAW7ATQ;
KEGG	D00403 ;
ChEBI	CHEBI:6838 ;
ChEMBL	ChEMBL1764 ;
CompTox Dashboard (EPA)	DTXSID1023289 ;
ECHA InfoCard	100.000.450
Chemical and physical data
Formula	C19H24N2OS
Molar mass	328.47 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O(c2cc1N(c3c(Sc1cc2)cccc3)C[C@H](C)CN(C)C)C;
	InChI InChI=1S/C19H24N2OS/c1-14(12-20(2)3)13-21-16-7-5-6-8-18(16)23-19-10-9-15(22-4)11-17(19)21/h5-11,14H,12-13H2,1-4H3/t14-/m1/s1 ; Key:VRQVVMDWGGWHTJ-CQSZACIVSA-N ;
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Levomepromazine, also known as methotrimeprazine, is a phenothiazine neuroleptic drug. Brand names include Nozinan, Levoprome, Detenler, Hirnamin, Levotomin and Neurocil. It is a low-potency antipsychotic (approximately half as potent as chlorpromazine) with strong analgesic, hypnotic and antiemetic properties that are primarily used in palliative care.

Serious side effects include tardive dyskinesia, akathisia, abnormalities in the electrical cycle of the heart, low blood pressure and the potentially fatal neuroleptic malignant syndrome.

As is typical of phenothiazine antipsychotics, levomepromazine is a "dirty drug", that is, it exerts its effects by blocking a variety of receptors, including adrenergic receptors, dopamine receptors, histamine receptors, muscarinic acetylcholine receptors and serotonin receptors.