promazine   Click here for help

GtoPdb Ligand ID: 7281

Synonyms: Sparine®
Approved drug PDB Ligand
promazine is an approved drug (FDA (1956))
Compound class: Synthetic organic
Comment: Promazine is a phenothiazine antipsychotic. It is generally prescribed alongside newer antipsychotics such as olanzapine and quetiapine.
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View more information in the IUPHAR Pharmacology Education Project: promazine

2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 4
Topological polar surface area 31.78
Molecular weight 284.13
XLogP 4.3
No. Lipinski's rules broken 0
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Canonical SMILES CN(CCCN1c2ccccc2Sc2c1cccc2)C
Isomeric SMILES CN(CCCN1c2ccccc2Sc2c1cccc2)C
InChI InChI=1S/C17H20N2S/c1-18(2)12-7-13-19-14-8-3-5-10-16(14)20-17-11-6-4-9-15(17)19/h3-6,8-11H,7,12-13H2,1-2H3
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Summary of Clinical Use Click here for help
Used to treat moderate to severe psychomotor agitation caused by mental tension and anxiety. This drug also has antiemetic action. All formulations containing promazine hydrochloride appear to have been discontinued in the US.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
This drug’s molecular mechanism of action (MMOA) is complex, involving antagonism of receptors for several neurotransmitters. The drug's antipsychotic effect is most likely due to antagonism of dopamine and serotonin 5-HT2 receptors. See the DrugBank link for further details.
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