50786-80-6

Usage

Chemical class

Piperazine derivative

Structural feature

Phenyl ring substituted with a trifluoromethylthio group at the 3-position

Application

Pharmaceutical research and drug development

Specific use

Synthesis of potential antipsychotic and anti-anxiety medications

Importance

Interesting target for medicinal chemistry studies

Potential applications

Treatment of various psychiatric disorders

Unique characteristic

Trifluoromethylthio group imparts unique chemical and biological properties

Value

Valuable building block for the creation of novel drug candidates

InChI:InChI=1/C11H13F3N2S/c12-11(13,14)17-10-3-1-2-9(8-10)16-6-4-15-5-7-16/h1-3,8,15H,4-7H2

Upstream product

• 2252-45-1 1-bromo-3-[(trifluoromethyl)sulfanyl]benzene 
• 369-68-6 3-(trifluoromethylthio)aniline 

Downstream Products

• 50786-81-7 3-[4-(3-trifluoromethylsulfanyl-phenyl)-piperazin-1-yl]-propionitrile 
• 50786-83-9 N-(β-methoxycarbonyl-ethyl) N'-(m-trifluoromethylthiophenyl)-piperazine hydrochloride 

Relevant academic research and scientific papers

Multitargeted Compounds Derived from (2,5-Dioxopyrrolidin-1-yl)(phenyl)-Acetamides as Candidates for Effective Anticonvulsant and Antinociceptive Agents

We developed a focused set of original hybrid pyrrolidine-2,5-dione derivatives with potent anticonvulsant and antinociceptive properties. These hybrid compounds demonstrated broad-spectrum protective activity in a range of mouse models, such as the maximal electroshock (MES) test, the pentylenetetrazole-induced seizures (scPTZ), and the 6 Hz (32 mA) seizures. Compound 22 showed the most potent anticonvulsant activity (ED50 MES = 23.7 mg/kg, ED50 6 Hz (32 mA) = 22.4 mg/kg, ED50 scPTZ = 59.4 mg/kg). In addition, 22 revealed potent efficacy in the formalin-induced tonic pain. These in vivo activities of 22 are likely mediated by several targets and may result from the inhibition of central sodium/calcium currents and transient receptor potential vanilloid 1 (TRPV1) receptor antagonism. Finally, the lead compound 22 revealed drug-like absorption, distribution, metabolism, excretion, toxicity (ADME-Tox) properties in the in vitro assays, making it a potential candidate for further development in epilepsy and neuropathic pain indications.

N-Metatrifluoromethylthiophenyl-piperazine

In accordance with the present invention there are provided N-(m-trifluoromethylthio-phenyl)-piperazine and its salts. These compounds are intermediates for synthesis.