thioridazine   

GtoPdb Ligand ID: 100

Synonyms: Mellaril® | thioridazin | TP-21
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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2D Structure
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Physico-chemical Properties
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
SMILES / InChI / InChIKey
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
InChI Key KLBQZWRITKRQQV-UHFFFAOYSA-N
No information available.
Summary of Clinical Use
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 Due to its cardiotoxicity the drug has been withdrawn from sale in several countries.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
Antagonist at dopamine receptors and α-adrenoceptors in the brain. Drug action inhibits the release of hypothalamic and hypophyseal hormones.
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