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Merck

T9025

Thioridazine hydrochloride

≥99%, D2 dopamine receptor antagonist

Sinónimos:

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

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Fórmula empírica (notación de Hill):
C21H26N2S2 · HCl
Número CAS:
Peso molecular:
407.04
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
204-992-8
MDL number:
Assay:
≥99%
Quality level:
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Nombre del producto

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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hcodes

Hazard Classifications

Acute Tox. 4 Oral

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

ppe

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
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
Evaluation of damage to DNA induced by UV-C radiation and chemical agents using electrochemical biosensor based on low molecular weight DNA and screen-printed carbon electrode.
Hlavata, L., et al.
Electrochimica Acta, 71, 134-139 (2012)