70931-33-8

Usage

Uses

Used in Recreational Drug Industry:
1-[2-(4-Fluorophenyl)ethyl]piperazine is used as a recreational drug for its stimulant and hallucinogenic effects. However, it has been linked to adverse health effects and legal consequences, making it a substance of concern.
Used in Potential Designer Drug Industry:
1-[2-(4-Fluorophenyl)ethyl]piperazine is used as a potential designer drug due to its psychoactive properties. It has been reported to be sold as a designer drug, but its use is restricted and controlled in many countries to prevent abuse and harm.

InChI:InChI=1/C12H17FN2/c13-12-3-1-11(2-4-12)5-8-15-9-6-14-7-10-15/h1-4,14H,5-10H2

Upstream product

• 110-85-0 piperazine 
• 28246-65-3 1-fluoro-4-(2-(methylsulfonyl)ethyl)benzene 
• 332-42-3 (2-bromoethyl)-4-fluorobenzene 
• 405-99-2 para-fluorostyrene 
• 70931-36-1 1-ethoxycarbonyl-4-<2-(4-fluorophenyl)ethyl>piperazine 

Downstream Products

• 70931-34-9 1-(7-fluoro-2-isopropyl-10,11-dihydrodibenzothiepin-11-yl)-4-(2-(4-fluorophenyl)ethyl)piperazine 
• 1235992-72-9 N-[3-(4-chloro-1-methyl-1H-pyrazol-5-yl)-4-methoxyphenyl]-4-(4-fluorophenethyl)piperazine-1-carboxamide 
• 1235992-75-2 N-(4-bromo-1H-pyrazol-3-yl)-4-(4-fluorophenethyl)piperazine-1-carboxamide 
• 332-42-3 (2-bromoethyl)-4-fluorobenzene 
• 214617-69-3 1-(4-fluorophenethyl)-4-(2-methoxybenzocycloheptan-9-yl)piperazine 

Relevant academic research and scientific papers

Fluoroethoxy-1,4-diphenethylpiperidine and piperazine derivatives: Potent and selective inhibitors of [3H]dopamine uptake at the vesicular monoamine transporter-2

A small library of fluoroethoxy-1,4-diphenethyl piperidine and fluoroethoxy-1,4-diphenethyl piperazine derivatives were designed, synthesized and evaluated for their ability to inhibit [3H]dopamine (DA) uptake at the vesicular monoamine transporter-2 (VMAT2) and dopamine transporter (DAT), [3H]serotonin (5-HT) uptake at the serotonin transporter (SERT), and [3H]dofetilide binding at the human-ether-a-go-go-related gene (hERG) channel. The majority of the compounds exhibited potent inhibition of [3H]DA uptake at VMAT2, Ki changes in the nanomolar range (Ki = 0.014–0.073 μM). Compound 15d exhibited the highest affinity (Ki = 0.014 μM) at VMAT2, and had 160-, 5-, and 60-fold greater selectivity for VMAT2 vs. DAT, SERT and hERG, respectively. Compound 15b exhibited the greatest selectivity (>60-fold) for VMAT2 relative to all the other targets evaluated, and 15b had high affinity for VMAT2 (Ki = 0.073 μM). Compound 15b was considered the lead compound from this analog series due to its high affinity and selectivity for VMAT2.

METHOD FOR THE PRODUCTION OF MONOSUBSTITUTED PIPERAZINE DERIVATIVES

The invention relates to a method for the production of mono-substituted alkyl and aralkyl piperazines by aminolysis of the corresponding alkyl or aralkyl mesylate with piperazine in aqueous acidic solution.

Biologically Active Compounds through Catalysis: Efficient Synthesis of N-(Heteroarylcarbonyl)-N′-(arylalkyl)piperazines

A practical route for the synthesis of new biologically active 5-HT 2A receptor antagonists has been developed. In only three catalytic steps, this class of central nervous system (CNS) active compounds can be synthesized efficiently with high diversity. As the initial step, an anti-Markovnikov addition of amines to styrenes provides an easy route to N-(arylalkyl)piperazines, which constitute the core structure of the active molecules. Here, base-catalyzed hydroamination reactions of styrenes with benzylated piperazine proceeded in high yield even at room temperature. After catalytic debenzylation, the free amines were successfully carbonylated with different aromatic and heteroaromatic halides and carbon monoxide to yield the desired compounds in good to excellent yields. The two key reactions, base-catalyzed hydroamination of styrenes and palladium-catalyzed aminocarbonylation of haloarenes/heterocycles, showed tolerance towards various functional groups, thereby demonstrating the potential to synthesize a wide variety of new derivatives of this promising class of pharmaceuticals.

Disubstituted piperazines

Piperazines of the formula STR1 and their salts, in which each of Ar1 and Ar2, independently of the other, represents phenyl that is unsubstituted or mono- or di-substituted by C1 -C7 -alkyl, C1 -C7 -alkoxy, cyano, halogen, trifluoromethyl, amino, C1 -C7 -alkylamino, di-C1 -C7 -alkylamino and/or by C1 -C7 -alkanoylamino, can be used as the active ingredients of medicaments and are manufactured in a manner known per se.