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T9025

Sigma-Aldrich

Thioridazine hydrochloride

≥99%

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C21H26N2S2 · HCl
Número de CAS:
130-61-0
Peso molecular:
407.04
EC Number:
204-992-8
MDL number:
MFCD00012655
UNSPSC Code:
12352200
PubChem Substance ID:
57654711
NACRES:
NA.77

Quality Level

100

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

human ... DRD2(1813) , DRD3(1814) , DRD4(1815) , HTR2A(3356) , HTR2C(3358)

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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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

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J S Someren et al.
Biochemical and biophysical research communications, 260(3), 619-625 (1999-07-15)
We have shown that heat shock proteins (HSPs) associated with steroid receptor complexes are involved in the activation of calcineurin by aldosterone and dexamethasone. To determine whether HSPs directly interact with calcineurin, we measured the effect of HSPs 90, 70
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)
Md Imtiaz Khalil et al.
Cancers, 12(12) (2020-12-11)
Most prostate cancer (PCa) deaths result from progressive failure in standard androgen deprivation therapy (ADT), leading to metastatic castration-resistant PCa (mCRPC); however, the mechanism and key players leading to this are not fully understood. While studying the role of tousled-like
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