Thioridazine hydrochlorideProduct ingredient for Thioridazine

Name
Thioridazine hydrochloride
Drug Entry
Thioridazine

A phenothiazine antipsychotic used in the management of psychoses, including schizophrenia, and in the control of severely disturbed or agitated behavior. It has little antiemetic activity. Thioridazine has a higher incidence of antimuscarinic effects, but a lower incidence of extrapyramidal symptoms, than chlorpromazine. (From Martindale, The Extra Pharmacopoeia, 30th ed, p618).

Thioridazine was withdrawn worldwide in 2005 due to its association with cardiac arrythmias.

Accession Number
DBSALT000503
Structure
Synonyms
Thioridazine HCl
UNII
4WCI67NK8M
CAS Number
130-61-0
Weight
Average: 407.035
Monoisotopic: 406.130417961
Chemical Formula
C21H27ClN2S2
InChI Key
NZFNXWQNBYZDAQ-UHFFFAOYSA-N
InChI
InChI=1S/C21H26N2S2.ClH/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;1H
IUPAC Name
10-[2-(1-methylpiperidin-2-yl)ethyl]-2-(methylsulfanyl)-10H-phenothiazine hydrochloride
SMILES
Cl.CSC1=CC2=C(SC3=CC=CC=C3N2CCC2CCCCN2C)C=C1
PubChem Compound
66062
ChemSpider
59452
ChEBI
48566
ChEMBL
CHEMBL1200916
Wikipedia
Thioridazine
Predicted Properties
PropertyValueSource
Water Solubility0.000855 mg/mLALOGPS
logP5.93ALOGPS
logP5.47Chemaxon
logS-5.6ALOGPS
pKa (Strongest Basic)8.93Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area6.48 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity113.52 m3·mol-1Chemaxon
Polarizability43.1 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterYesChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleNoChemaxon