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Merck

T9025

Thioridazine hydrochloride

≥99%, D2 dopamine receptor antagonist

Synonyme(s) :

10-[2-(1-Methyl-2-piperidyl)ethyl]-2-(methylthio)-10H-phenothiazine hydrochloride

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A propos de cet article

Formule empirique (notation de Hill) :
C21H26N2S2 · HCl
Numéro CAS:
Poids moléculaire :
407.04
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
204-992-8
MDL number:
Assay:
≥99%
Quality level:
Service technique
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Nom du produit

Thioridazine hydrochloride, ≥99%

Quality Level

assay

≥99%

solubility

H2O: soluble 250 mg plus 5 ml of solvent, clear, colorless to faintly yellow, chloroform: soluble, diethyl ether: insoluble, ethanol: soluble, methanol: soluble

SMILES string

Cl.CSc1ccc2Sc3ccccc3N(CCC4CCCCN4C)c2c1

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

InChI key

NZFNXWQNBYZDAQ-UHFFFAOYSA-N

Gene Information

Application

Thioridazine hydrochloride has been used as an intercalating agent for analyzing the integrity of double-stranded DNA (dsDNA) using square-wave voltammetry (SWV) techniques. Thioridazine hydrochloride has also been used as a positive control for the inhibition of hepatic enzyme cytochrome P4502D6 (CYP2D6) in human liver microsomes.

Biochem/physiol Actions

D2 dopamine receptor antagonist; phenothazine antipsychotic with reduced extrapyramidal side effects; Ca2+ channel blocker.

Preparation Note

250 mg of thioridazine hydrochloride is soluble in 5 ml of water and yields a clear, colorless to faint yellow solution. Thioridazine hydrochloride is also soluble in methanol, ethanol, and chloroform, but it is insoluble in ether.


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Hazard Classifications

Acute Tox. 4 Oral

Classe de stockage

11 - Combustible Solids

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WGK 3

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dust mask type N95 (US), Eyeshields, Gloves



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H K Crewe et al.
British journal of clinical pharmacology, 34(3), 262-265 (1992-09-01)
Inhibition of human cytochrome P4502D6 (CYP2D6)-catalysed metabolism can lead to clinically significant alterations in pharmacokinetics. Since there is evidence that the selective serotonin reuptake inhibitor (SSRI) class of antidepressant drugs might inhibit CYP2D6, the effects of five SSRIs on human
M Ashkenazy-Shahar et al.
Molecular genetics and metabolism, 67(4), 334-342 (1999-08-13)
We studied here, in NIH-3T3 fibroblasts, the effect of the Ca(2+)-ionophore A23187 (which is known to increase intracellular-free Ca(2+)) on the control of glycolysis and cell viability and the action of calmodulin antagonists. Time-response studies with Ca(2+)-ionophore A23187 have revealed
Michael Stenger et al.
PloS one, 10(8), e0135571-e0135571 (2015-08-13)
The rise in antimicrobial resistance is a major global concern and requires new treatment strategies. The use of helper compounds, such as thioridazine (TDZ), an antipsychotic drug, in combination with traditional antibiotics must be investigated. The aim of this study