levomepromazine   Click here for help

GtoPdb Ligand ID: 7603

Synonyms: Levoprome® | methotrimeprazine | Nosinan® | Nozinan® | RP-7044 | SK&F-5116
Approved drug
levomepromazine is an approved drug
Compound class: Synthetic organic
Comment: Marketed formulations contain either levomepromazine hydrochloride or levomepromazine maleate.
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View more information in the IUPHAR Pharmacology Education Project: levomepromazine

2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 5
Topological polar surface area 41.01
Molecular weight 328.16
XLogP 4.51
No. Lipinski's rules broken 0
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Canonical SMILES COc1ccc2c(c1)N(CC(CN(C)C)C)c1c(S2)cccc1
Isomeric SMILES COc1ccc2c(c1)N(C[C@@H](CN(C)C)C)c1c(S2)cccc1
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
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Summary of Clinical Use Click here for help
Used extensively in palliative care to treat intractable nausea or vomiting and to alleviate severe end-stage delirium and/or agitation. May also be used to treat psychosis (schizophrenia, and manic phases of bipolar disorder) and nausea and insomnia at low dose. There is no information regarding approval of ths drug on either the US FDA or EMA websites. Individual national approval agencies may have granted marketing authorisation for this drug (eg UK in 2009).
Mechanism Of Action and Pharmacodynamic Effects Click here for help
The major clinical benefits of levomepromazine arise from its antagonism of D2-like dopamine receptor in the CNS and from its antihistamine activity. However, in addition, levomepromazine interacts with a wide spectrum of other receptors including adrenergic, muscarinic acetylcholine and serotonin receptors.
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