Thioridazine hydrochloride - 130-61-0

Thioridazine hydrochloride

Catalog Number: EVT-253332
CAS Number: 130-61-0
Molecular Formula: C₂₁H₂₆N₂S₂.HCl
Molecular Weight: 407 g/mol
The product is for non-human research only. Not for therapeutic or veterinary use.
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Product Introduction

Description
Thioridazine hydrochloride is a phenothiazine derivative that has been used as an antipsychotic medication for several decades. It is primarily used to treat schizophrenia and other psychotic disorders. Thioridazine hydrochloride is known for its sedative and antiemetic effects, making it a useful medication for patients who experience agitation and nausea.
Applications in Various Fields
Thioridazine hydrochloride has several applications in medical research, including its role in drug development and clinical trials. The compound has been used in the treatment of schizophrenia and other psychotic disorders, with several clinical trials demonstrating its efficacy. However, the use of thioridazine hydrochloride has declined in recent years due to its potential side effects and the availability of newer antipsychotic medications. Thioridazine hydrochloride also has applications in environmental research, including its effects on ecosystems and its role in pollution management. In industrial research, thioridazine hydrochloride has been used in manufacturing processes to improve product quality and efficiency, with health and safety considerations taken into account.

Properties

CAS Number

130-61-0

Product Name

Thioridazine hydrochloride

IUPAC Name

10-[2-(1-methylpiperidin-1-ium-2-yl)ethyl]-2-methylsulfanylphenothiazine;chloride

Molecular Formula

C₂₁H₂₆N₂S₂.HCl

Molecular Weight

407 g/mol

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

InChI Key

NZFNXWQNBYZDAQ-UHFFFAOYSA-N

SMILES

C[NH+]1CCCCC1CCN2C3=CC=CC=C3SC4=C2C=C(C=C4)SC.[Cl-]

Synonyms

Aldazine
Apo Thioridazine
Apo-Thioridazine
ApoThioridazine
Meleril
Mellaril
Melleretten
Melleril
Melleryl
Melzine
Rideril
Sonapax
Thioridazine
Thioridazine HCL
Thioridazine Hydrochloride
Thioridazine neurazpharm
Thioridazine-neurazpharm
Thioridazineneurazpharm
Thiozine

Canonical SMILES

[H+].CN1CCCCC1CCN2C3=CC=CC=C3SC4=C2C=C(C=C4)SC.[Cl-]

Isomeric SMILES

C[NH+]1CCCCC1CCN2C3=CC=CC=C3SC4=C2C=C(C=C4)SC.[Cl-]
Method of Synthesis or Extraction
Thioridazine hydrochloride can be synthesized using several methods, including the reaction of 2-chloro-N,N-dimethylethylamine with 10-(3-dimethylaminopropyl)-2-trifluoromethylphenothiazine, or the reaction of 2-chloro-N,N-dimethylethylamine with 10-(3-dimethylaminopropyl)phenothiazine. The efficiency and yield of each method vary, with the former method yielding a higher percentage of thioridazine hydrochloride. Environmental and safety considerations must be taken into account during the synthesis process, as the reaction involves the use of hazardous chemicals.
Chemical Structure and Biological Activity
Thioridazine hydrochloride has a chemical formula of C21H26N2S2·HCl and a molecular weight of 407.98 g/mol. The compound has a tricyclic structure, with a phenothiazine ring and a piperidine ring. The mechanism of action of thioridazine hydrochloride involves the blockade of dopamine receptors in the brain, leading to a decrease in dopamine activity. This results in a reduction in psychotic symptoms such as hallucinations and delusions. Thioridazine hydrochloride also has anticholinergic and alpha-adrenergic blocking properties, contributing to its sedative effects.
Biological Effects
Thioridazine hydrochloride has several biological effects on cell function and signal transduction. It has been shown to inhibit the activity of protein kinase C, an enzyme involved in cell signaling pathways. Thioridazine hydrochloride also affects the activity of ion channels, leading to changes in membrane potential and neurotransmitter release. Potential therapeutic effects of thioridazine hydrochloride include the treatment of schizophrenia, bipolar disorder, and anxiety disorders. However, the compound also has potential toxic effects, including the risk of cardiac arrhythmias and neuroleptic malignant syndrome.
Future Perspectives and Challenges
Current limitations in the use and study of thioridazine hydrochloride include its potential side effects and the availability of newer antipsychotic medications. Possible solutions and improvements include the development of safer and more effective antipsychotic medications, as well as the use of thioridazine hydrochloride in combination with other medications to reduce the risk of side effects. Future trends and prospects in the application of thioridazine hydrochloride in scientific research include the investigation of its potential therapeutic effects in other disorders, such as Alzheimer's disease and Parkinson's disease. However, challenges remain in the development of new medications and the management of potential side effects.
Conclusion:
Thioridazine hydrochloride is a phenothiazine derivative that has been used as an antipsychotic medication for several decades. The compound has several applications in medical, environmental, and industrial research, with potential therapeutic and toxic effects. Future perspectives and challenges in the use and study of thioridazine hydrochloride include the development of safer and more effective medications and the investigation of its potential therapeutic effects in other disorders.

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