15532-75-9

Basic information

• Product Name: N-(3-Trifluoromethylphenyl)piperazine
• Synonyms: LABOTEST-BB LT00044462;3-(PIPERAZIN-1-YL)TRIFLUOROMETHYLBENZENE;3-(TRIFLUOROMETHYL)-N-PHENYLPIPERAZINE;AKOS BBS-00003586;1-(ALPHA,ALPHA,ALPHA-TRIFLUORO-M-TOLYL)PIPERAZINE;1-[3-(TRIFLUOROMETHYL)PHENYL]PIPERAZINE;1-(3-TRIFLUOROMETHYL)-PIPERAZINE;RARECHEM AH CK 0203
• CAS NO: 15532-75-9
• Molecular Formula: C₁₁H₁₃F₃N₂
• Molecular Weight: 230.23
• EINECS: 239-574-4
• Product Categories: Piperidines, Piperidones, Piperazines;pharmacetical;Piperazines
• Mol File: 15532-75-9.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 100-102°C 0,1mm
• Flash Point: >230 °F
• Appearance: clear colourless to yellow slightly viscous liquid
• Density: 1.226 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000797mmHg at 25°C
• Refractive Index: n20/D 1.521(lit.)
• Storage Temp.: -20°C
• PKA: 8.88±0.10(Predicted)
• Sensitive: Air Sensitive
• BRN: 614217
• CAS DataBase Reference: N-(3-Trifluoromethylphenyl)piperazine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(3-Trifluoromethylphenyl)piperazine(15532-75-9)
• EPA Substance Registry System: N-(3-Trifluoromethylphenyl)piperazine(15532-75-9)

Safety Data

• Hazard Codes: Xi,C
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: 2735
• WGK Germany: 3
• RTECS: TM2820000
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 15532-75-9(Hazardous Substances Data)

Usage

Description

N-(3-Trifluoromethylphenyl)piperazine, also known as a serotonergic agonist, is a chemical compound belonging to the N-arylpiperazine class. It is characterized by the presence of a 3-(trifluoromethyl)phenyl group at the piperazine's position 1. N-(3-Trifluoromethylphenyl)piperazine is known for its recreational drug use and exhibits a clear, colorless to yellow, slightly viscous liquid appearance.

Uses

Used in Pharmaceutical Industry:
N-(3-Trifluoromethylphenyl)piperazine is used as a serotonergic agonist for its psychoactive effects. It is utilized in the development of medications targeting the serotonin system, which plays a crucial role in mood regulation, appetite, and cognitive functions.
Used in Recreational Drug Market:
As a recreational drug, N-(3-Trifluoromethylphenyl)piperazine is used for its psychoactive properties, which can lead to altered perceptions, mood enhancement, and other mind-altering experiences. However, it is essential to note that the recreational use of this compound may pose health risks and is subject to legal restrictions in many jurisdictions.
Used in Research and Development:
In the field of scientific research, N-(3-Trifluoromethylphenyl)piperazine serves as a valuable compound for studying the serotonin system and its role in various physiological and neurological processes. It can be used to develop new therapeutic strategies for treating conditions related to serotonin dysregulation, such as depression, anxiety, and certain neurological disorders.

Synthesis Reference(s)

Tetrahedron Letters, 37, p. 319, 1996 DOI: 10.1016/0040-4039(95)02162-0

InChI:InChI=1/C11H13F3N2/c12-11(13,14)9-2-1-3-10(8-9)16-6-4-15-5-7-16/h1-3,8,15H,4-7H2/p+1

Upstream product

• 98-16-8 3-trifluoromethylaniline 
• 334-22-5 N,N-bis(chloro-2-ethyl)amine 
• 821-48-7 bis-(2-chloroethyl)amine hydrochloride 
• 110-85-0 piperazine 
• 98-15-7 3-chlorotrifluoromethylbenzene 
• 429-41-4 tetrabutyl ammonium fluoride 
• 43204-63-3 bis(2-bromoethyl)amine hydrobromide 
• 78-93-3 butanone 
• 401-78-5 3-bromo-1-trifluoromethylbenzene 
• 77697-11-1 2-bromo-N(2-bromoethyl)-N-carbethoxy-ethanamine 

Downstream Products

• 57260-39-6 5-phenyl-2-[4-(3-trifluoromethyl-phenyl)-piperazin-1-yl]-oxazol-4-one 
• 59037-43-3 diethyl-(2-{2-[4-(3-trifluoromethyl-phenyl)-piperazin-1-yl]-4H-thiazol-5-ylidene}-ethyl)-amine 
• 88470-02-4 3-Hydroxy-2-<4-(3-trifluormethylphenyl)piperazinomethyl>-4H-1-benzothiopyran-4-on 
• 134337-26-1 3-<<4-<3-(trifluoromethyl)phenyl>-1-piperazinyl>methyl>oxazolo<4,5-b>pyridin-2(3H)-one 
• 74129-99-0 1-Phenylsulfanyl-4-(3-trifluoromethyl-phenyl)-piperazine 
• 79512-35-9 2-Hydroxy-6-methyl-4-<4-(3-trifluoromethylphenyl)-piperazino>-isophthalsaeurediethylester 
• 78070-19-6 1-(2',4'-dinitrophenyl)-4-(3-trifluoromethylphenyl)piperazine 
• 57061-71-9 1-chloro-2-[4-(3-trifluoromethylphenyl)piperazin-1-yl]ethane 
• 78056-40-3 1-(3-chloropropyl)-4-[3-(trifluoromethyl)phenyl]piperazine 
• 124444-77-5 1-(3-trifluoromethylphenyl)-4-nicotinoylpiperazine 

Relevant articles and documents

A general and convenient synthesis of N-aryl piperazines

A general and convenient synthesis of N-aryl piperazines from bis(2-chloroethyl)amine hydrochloride and a broad range of anilines in diethylene glycol monomethyl ether is described.

Analysis of amphetamine-type substances and piperazine analogues using desorption electrospray ionisation mass spectrometry

RATIONALE: Although amphetamine-type substances (ATS) have been investigated extensively in recent years, scarce data is available on screening tests for piperazine analogues. The need for a universal technique capable of detecting an extensive range of drug compounds becomes increasingly important with the continued emergence of novel drug analogues. METHODS: Desorption electrospray ionisation mass spectrometry (DESI-MS) is a technique that allows examination of compounds in drug materials directly from ambient surfaces. In this study, DESI-MS was utilised in the analysis of ATS including amphetamine (AP), methylamphetamine (MA), 3,4-methylenedioxymethylamphetamine (MDMA), N,N-dimethylamphetamine (DMA), 4-methoxyamphetamine (PMA) and 4-methoxymethylamphetamine (PMMA), and piperazine analogues including 1-benzylpiperazine (BZP), 1-[3-(trifluoromethyl)phenyl]piperazine (TFMPP), 1-(3-chlorophenyl)piperazine (mCPP) and 1-(4-methoxyphenyl)piperazine (MeOPP). Semi-porous polytetrafluoroethylene (PTFE or Teflon) sheets welled with a 3 mm hole punch were used to contain the 2 μL liquid sample (spot size 7 mm 2). RESULTS: The limits of detection (LODs) of these compounds using DESI-MS were determined to be in the range 0.02-2.80 μg/mm2. The intra-day and inter-day precision of the technique were 25% and 33%, respectively. DESI-MS was successful in determining the compound of interest and reaction by-products and impurities in the samples tested (such as 1,4-dibenzylpiperazine in BZP samples) with the exception of those present in trace amounts. The effects of common adulterants on the detectability of MA were evaluated. The addition of magnesium stearate to MA significantly enhanced the signal response. CONCLUSIONS: This work has demonstrated the applicability of DESI-MS in the screening and profiling of MDMA, PMMA, BZP, TFMPP, mCPP, MeOPP as well as other complex mixtures. Copyright

Heteroaromatic acetamide derivative, preparation and applications thereof

The present invention provides a heteroaromatic acetamide derivative, a preparation and applications thereof, wherein the derivative comprises a pharmaceutically acceptable salt and/or a solvate thereof. According to the present invention, the experiment results prove that the heteroaromatic acetamide derivative can specifically bind to transient receptor potential ankyrin 1 (TRPA1) and inhibit orreduce the activity of TRPA1, and can be used for treating diseases mediated by TRPA1; and the inhibitor of the present invention further comprises a pharmaceutical composition of the compound, and amethods for preparing the compounds. The derivative has a general formula defined in the specification.

Parallel synthesis of N-arylpiperazines using polymer-assisted reactions

A series of N-arylpiperazines were prepared in a parallel fashion using palladium-catalyzed cross-coupling, or nucleophilic aromatic displacement chemistries, and polymer-assisted sequestration and purification techniques as key steps.