thioridazine   Click here for help

GtoPdb Ligand ID: 100

Synonyms: Mellaril® | thioridazin | TP-21
Approved drug
thioridazine is an approved drug (FDA (1962))
Compound class: Synthetic organic
Comment: Marketed formulations may contain thioridazine hydrochloride (PubChem CID 66062).
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View more information in the IUPHAR Pharmacology Education Project: thioridazine

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 57.08
Molecular weight 370.15
XLogP 5.94
No. Lipinski's rules broken 1
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Canonical SMILES CSc1ccc2c(c1)N(CCC1CCCCN1C)c1c(S2)cccc1
Isomeric SMILES CSc1ccc2c(c1)N(CCC1CCCCN1C)c1c(S2)cccc1
InChI InChI=1S/C21H26N2S2/c1-22-13-6-5-7-16(22)12-14-23-18-8-3-4-9-20(18)25-21-11-10-17(24-2)15-19(21)23/h3-4,8-11,15-16H,5-7,12-14H2,1-2H3
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Summary of Clinical Use Click here for help
Used in the treatment of psychosis and schizophrenia. Due to the risk of elongation of the QTc interval, this drug should only be used in patients who have failed to respond to other antipsychotic medications. Due to its cardiotoxicity the drug has been withdrawn from sale in several countries. Thioridazine also has antiemetic activity.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Antagonist at dopamine receptors and α-adrenoceptors in the brain. Drug action inhibits the release of hypothalamic and hypophyseal hormones.
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