1583-76-2

Basic information

• Product Name: 2-(perfluorophenyl)ethanamine
• Synonyms: 2-(Pentafluorophenyl)ethylaMine
• CAS NO: 1583-76-2
• Molecular Formula: C8H6F5N
• Molecular Weight: 211.134
• Mol File: 1583-76-2.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 2-(perfluorophenyl)ethanamine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(perfluorophenyl)ethanamine(1583-76-2)
• EPA Substance Registry System: 2-(perfluorophenyl)ethanamine(1583-76-2)

Safety Data

• Hazardous Substances Data: 1583-76-2(Hazardous Substances Data)

Usage

General Description

2-(perfluorophenyl)ethanamine is a chemical compound with a molecular formula C8H5F5N. It belongs to the class of amines, which are compounds containing a basic nitrogen atom. It consists of a phenyl group substituted with five fluorine atoms and two carbon atoms, with an amino group attached to one of the carbon atoms. 2-(perfluorophenyl)ethanamine is often used in organic synthesis and pharmaceutical research as a building block for the synthesis of various pharmaceuticals and agrochemicals. It has also been studied for its potential applications in materials science, such as in the development of fluorinated polymers and coatings. Overall, 2-(perfluorophenyl)ethanamine is a versatile building block with potential applications in various fields including pharmaceuticals and materials science.

Upstream product

• 653-30-5 (pentafluorophenyl)acetonitrile 
• 653-35-0 2,3,4,5,6-pentafluorobenzyl chloride 
• 1765-40-8 (bromomethyl)pentafluorobenzene 
• 392-56-3 Hexafluorobenzene 
• 2340-87-6 ethyl α-cyanopentafluorophenylacetate 
• 440-60-8 (2,3,4,5,6-pentafluorophenyl)methanol 
• 827-15-6 1,2,3,4,5-pentafluoro-6-iodobenzene 
• 653-37-2 perfluorobenzaldehyde 
• 344-04-7 bromopentafluorobenzene 

Downstream Products

• 1357448-17-9 N,N'-bis(perfluorophenethyl)-1,2,5,6-naphthalenetetracarboxyl diimide 
• 46495-84-5 N,N-dimethyl-2,3,4,5,6-pentafluorobenzeneethanamine 
• 1150578-08-7 N,N'-bis(pentafluorophenylethyl)-1,6,7,12-tetrachloroperylene-3,4:9,10-tetracarboxylic acid bisimide 
• 1150578-07-6 N,N'-bis(pentafluorophenylethyl)perylene-3,4:9,10-tetracarboxylic acid bisimide 
• 16264-67-8 4,5,6,7-tetrafluoro-1H-indole 
• 19282-55-4 4,5,6,7-Tetrafluoroindoline 
• 1206633-77-3 N,N'-di(2-(perfluorophenyl)ethyl)pyromellitic diimide 

Relevant articles and documents

Polyfluoroaralkylamines: an improved synthesis of 4,5,6,7-tetrafluoroindole

Tetrafluoroindole (5), a precursor for potential biologically-active compounds, was prepared previously in a four-step synthesis from C6F6.However, catalytic reduction of pentafluorophenylacetonitrile (2) to 2-pentafluorophenylethyl amine (3) is accompanied by a significant amount of a secondary amine, which, like 3, undergoes cyclization to an indoline and subsequent dehydrogenation to a new indole 8.The side-reaction in the reduction of 2 to 3 is obviated by the use of LiAlH4/AlCl3 (1:1).The final aromatization to yield 5 is vastly improved by replacing MnO2 with DDQ. - Keywords: Polyfluoroaralkylamines; Synthesis; Tetrafluoroindole; NMR spectroscopy; IR spectroscopy

Development of 3-(4-Chlorophenyl)-1-(phenethyl)urea Analogues as Allosteric Modulators of the Cannabinoid Type-1 Receptor: RTICBM-189 is Brain Penetrant and Attenuates Reinstatement of Cocaine-Seeking Behavior

We have shown that CB1 receptor negative allosteric modulators (NAMs) attenuated the reinstatement of cocaine-seeking behaviors in rats. In an effort to further define the structure-activity relationships and assess the druglike properties of the 3-(4-chlorophenyl)-1-(phenethyl)urea-based CB1 NAMs that we recently reported, we introduced substituents of different electronic properties and sizes to the phenethyl group and evaluated their potency in CB1 calcium mobilization, cAMP, and GTPγS assays. We found that 3-position substitutions such as Cl, F, and Me afforded enhanced CB1 potency, whereas 4-position analogues were generally less potent. The 3-chloro analogue (31, RTICBM-189) showed no activity at >50 protein targets and excellent brain permeation but relatively low metabolic stability in rat liver microsomes. Pharmacokinetic studies in rats confirmed the excellent brain exposure of 31 with a brain/plasma ratio Kp of 2.0. Importantly, intraperitoneal administration of 31 significantly and selectively attenuated the reinstatement of the cocaine-seeking behavior in rats without affecting locomotion.

N,N'-BIS(FLUOROPHENYLALKYL)-SUBSTITUTED PERYLENE-3,4:9,10-TETRACARBOXIMIDES, AND THE PREPARATION AND USE THEREOF

The present invention relates to N,N'-bis(fluorophenylalkyl)-substituted perylene- 3,4:9,10-tetracarboximides, their preparation and their use as charge transport materials, exciton transport materials or emitter materials formula (I).