70931-33-8

Basic information

• Product Name: 1-[2-(4-Fluorophenyl)ethyl]piperazine
• Synonyms: 1-[2-(4-FLUOROPHENYL)ETHYL]PIPERAZINE;1-[2-(4-FLUOROPHENYL) PIPERAZINE;1-(4-fluorophenethyl)piperazine
• CAS NO: 70931-33-8
• Molecular Formula: C₁₂H₁₇FN₂
• Molecular Weight: 208.28
• Mol File: 70931-33-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 302 °C
• Flash Point: 137 °C
• Appearance: /
• Density: 1.062
• Vapor Pressure: 0.000994mmHg at 25°C
• Refractive Index: 1.515
• CAS DataBase Reference: 1-[2-(4-Fluorophenyl)ethyl]piperazine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[2-(4-Fluorophenyl)ethyl]piperazine(70931-33-8)
• EPA Substance Registry System: 1-[2-(4-Fluorophenyl)ethyl]piperazine(70931-33-8)

Safety Data

• Hazardous Substances Data: 70931-33-8(Hazardous Substances Data)

Usage

General Description

The chemical 1-[2-(4-Fluorophenyl)ethyl]piperazine, also known as 4-Fluoroethylphenylpiperazine (4-FEPP), is a psychoactive drug that has been used as a recreational drug and a potential designer drug. It belongs to the class of piperazine compounds and is structurally similar to other psychoactive substances. It acts as a serotonin receptor agonist and is known to have stimulant and hallucinogenic effects. The chemical has been reported to have been sold as a designer drug and has been linked to adverse health effects and legal consequences. Due to its potential for abuse and harm, 1-[2-(4-Fluorophenyl)ethyl]piperazine is a controlled substance in many countries and is subject to regulations and restrictions.

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

• 70931-36-1 1-ethoxycarbonyl-4-<2-(4-fluorophenyl)ethyl>piperazine 
• 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 

Downstream Products

• 70931-34-9 1-(7-fluoro-2-isopropyl-10,11-dihydrodibenzothiepin-11-yl)-4-(2-(4-fluorophenyl)ethyl)piperazine 
• 77602-97-2 2-chloro-11-<4-(2-<4-fluorophenyl>ethyl)piperazino>-10,11-dihydrodibenzothiepin 
• 214617-69-3 1-(4-fluorophenethyl)-4-(2-methoxybenzocycloheptan-9-yl)piperazine 
• 332-42-3 (2-bromoethyl)-4-fluorobenzene 
• 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 

Relevant articles and documents

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.

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.

Tricyclic potential neuroleptics: 2-chloro-11-[4-(4-fluoroaralkyl)piperazino]-10,11-dihydrodibenzo[b,f]thiepins and related compounds

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