459-40-5

Usage

Uses

Used in Medicinal Chemistry:
(2-fluoro-ethyl)-phenyl-amine is used as a research compound for investigating the structure-activity relationship of phenethylamine derivatives. Its unique molecular structure, with a fluorine atom and an ethyl group, allows scientists to study how these modifications affect the compound's interaction with biological targets and its overall pharmacological profile.
Used in Neuroscience Research:
In the field of neuroscience, (2-fluoro-ethyl)-phenyl-amine serves as a valuable tool for exploring the role of phenethylamine neurotransmitters in the brain. It can be utilized to investigate the mechanisms of action, receptor binding, and potential therapeutic effects of phenethylamine-based compounds on neurological disorders and cognitive functions.

Upstream product

• 762-49-2 2-fluoroethyl bromide 
• 62-53-3 aniline 
• 108270-06-0 N-(benzyloxycarbonyl)-N-(2-fluoroethyl)aniline 
• 383-50-6 2-fluoroethyl tosylate 
• 371-62-0 2-fluoroethanol 
• 108-48-5 2,6-dimethylpyridine 
• 54962-15-1 lithium N-ethyl-N-phenylamide 
• 5326-87-4 N-(phenyl)bromoacetamide 
• 330-68-7 2-fluoro-acetanilide 
• 67-56-1 methanol 

Downstream Products

• 324-62-9 2-[N-(2-fluoro-ethyl)-anilino]-ethanol 
• 1246453-49-5 9-(2-fluoro-ethyl)-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid benzyl-methyl-amide 

Relevant academic research and scientific papers

Method for preparing fluorine-containing secondary amine

The invention discloses a synthetic method of a fluorine-containing secondary amine compound. Pentamethylcyclopentadienyl iridium chloride dimer is used as a metal catalyst, fluoroalkyl comes from fluorinated alcohol, alkali is used as a co-catalyst, and the fluorine-containing secondary amine is prepared via the following step: primary amine reacts with the fluorinated alcohol under the action of the transition metal iridium catalyst and the alkali in an organic solvent to obtain the fluorine-containing secondary amine compound. The method overcomes the defects in the prior art that the fluorine-containing alkylating agent is high in toxicity and instable and needs to be prepared in advance, the reaction operation is complex, the steps are fussy and the like, and can obtain considerable yield. The adopted fluorinated alcohol is readily available, stable in chemical property and low in toxicity. The method is simple in reaction, has very high atom economy and step economy, and is energy-saving, environment-friendly and simple in operation. By adopting [Cp*IrCl2]2 as the catalyst, ligands are not needed, and the system is easy to realize.

In vivo imaging method for cancer

The present invention provides a method useful in the diagnosis and monitoring of cancer wherein there is an abnormal expression of PBR. The method of the invention is particularly useful in evaluating the severity of the cancer, e.g. PBR expression corre

Indole derivatives

An indole-based in vivo imaging agent is provided by the present invention that binds with high affinity to PBR, has good uptake into the brain following administration, and which has good selective binding to PBR. The invention also includes a precursor

In vivo imaging method of mood disorders

The present invention provides a method useful in the diagnosis and/or monitoring of mood disorders wherein there is an abnormal expression of PBR. The method of the invention is useful in the differential diagnosis of said mood disorders and other condit

IN VIVO IMAGING METHOD OF MOOD DISORDERS

The present invention provides a method useful in the diagnosis and/or monitoring of mood disorders wherein there is an abnormal expression of PBR. The method of the invention is useful in the differential diagnosis of said mood disorders and other condit

INDAZOLEPROPIONIC ACID AMIDE COMPOUND

Disclosed is a compound which is useful in preventing and treating cardiac arrhythmia such as atrial fibrillation. A compound represented by formula (1) or a pharmaceutically acceptable salt of the same. In formula (1), ring X represents benzene or pyridine; R1 represents an optionally substituted alkyl group; R2 represents an optionally substituted aryl group, an optionally substituted heterocyclic group, an optionally substituted arylalkyl group or an optionally substituted heterocyclic group-substituted alkyl group; R3, R4, R5, R6, R7, R8 and R9 represent each hydrogen or an alkyl group, provided that R3 and R5 may be bonded to each other to form, together with the carbon atom adjacent thereto, a cycloalkyl group; and m represents 0 or 1.

GE-180: A novel fluorine-18 labelled PET tracer for imaging Translocator protein 18 kDa (TSPO)

A series of tricyclic compounds have been synthesised and evaluated in vitro for affinity against Translocator protein 18 kDa (TSPO) and for preferred imaging properties. The most promising of the compounds were radiolabelled and evaluated in vivo to determine biodistribution and specificity for high expressing TSPO regions. Metabolite profiling in brain and plasma was also investigated. Evaluation in an autoradiography model of neuroinflammation was also carried out for the best compound, 12a ([18F]GE-180).

Substitution-reduction: An alternative process for the [ 18F]N-(2-fluoroethylation) of anilines

Substitution of a halo atom (chloro or bromo) in easily prepared N-haloacetyl-anilines with no-carrier added (NCA) cyclotron-produced [ 18F]fluoride ion (18F, t1/2 = 109.8 min; β+ = 96.9%), followed by reduction with borane-tetrahydrofuran (BH3-THF), provides an alternative route to NCA [ 18F]N-(2-fluoroethyl)-anilines. This two-step and one-pot process is rapid (～50 min) and moderately high yielding (～40% decay-corrected radiochemical yield (RCY) overall). In the nucleophilic substitution reaction, 18-crown-6 is preferred to Kryptofix 222 as complexing agent for the solubilization of the counter-ion (K+), derived from an added metal salt, in acetonitrile. Weakly basic potassium bicarbonate is preferred as the added metal salt. Inclusion of a small amount of water, equating to 4-5 molar equivalents relative to 18-crown-6, base or precursor (held in equimolar ratio), is beneficial in preventing the adsorption of radioactivity onto the wall of the glass reaction vessel and for achieving high RCY in the nucleophilic substitution reaction. BH3-THF is effective for the rapid reduction of the generated [18F]N-fluoroacetyl-aniline to the [ 18F]N-(2-fluoroethyl)-aniline. Copyright

Electrolytic Reactions of Fluoroorganic Compounds. 14. Regioselective Anodic Methoxylation of N-(Fluoroethyl)amines. Preparation of Highly Useful Fluoroalkylated Building Blocks

Anodic methoxylation of various types of N-(fluoroethyl)amines, ArRNCH2Rf (Rf = CF3, CHF2, CH2F, etc.) has been systematically studied and it was found that a methoxy group was exclusively or preferentially introduced into the position α to the fluoromethyl (Rf) group, depending on the Rf and R groups.The effect of the Rf group on the promotion of the anodic α-methoxylation decreased in the order CF3, CHF2, and CH2F.This remarkable promotion effect and unique regioselectivity can be explained mainly in terms of the α-CH kinetic acidities of the cation radicals formed by one-electron oxidation of the amines.The α-methoxylated products are highly useful precursors for the construction of carbon-carbon bonds α to the trifluoromethyl and difluoromethyl groups, which is difficult by other methods.

Mechanistic Studies on Dopamine β-Monooxygenase Catalysis: N-Dealkylation and Mechanism-Based Inhibition by Benzylic-Nitrogen-Containing Compounds. Evidence for a Single-Electron-Transfer Mechanism

Dopamine β-monooxygenase (DBM) readily catalyzes oxidative N-dealkylation of N-phenylethylenediamine (PEDA) and N-methyl-N-phenylethylenediamine (N-MePEDA) with the reaction characteriscics expected for a monooxygenase-catalyzed process.The products of this reaction have been quantitatively identified as aniline (or N-methylaniline for N-MePEDA) and 2-aminoacetaldehyde, the latter compound being successfully trapped by using NaBH4 reduction followed by N-succinimidyl p-nitriphenylacetate (SNPA) derivatization, and identified by HPLC and mass spectroscopy.In contrast, either analogues of PEDA, i.e. phenyl 2-aminoethyl ether (PAEE) and its p-hydroxy derivative (p-OHPAEE), as well as 2-phenoxycycloprpylamine are not substrates but are competitive inhibitors.Furthermore, 2-methyl-2-anilino-1-aminoethane (β-MePEDA) did not exhibit measurable substrate activity with DBM, in contrast to the excellent substrate activity of the sulfur analogue of β-MePEDA, 2-methyl-2-(phenylthio)-1-aminoethane (β-MePAES).DBM is inactivated during the N-dealkylation reaction in a time- and concentration-dependent manner, a phenomenon that has not, to our knowledge, been observed for any other oxygenase-catalyzed N-dealkylation reaction.Both PEDA and N-MePEDA, as well as β-MePEDA, inactivate DBM under turnover conditions.The inactivation exhibited pseudo-first-order saturable kinetics and expected protection by the DBM substrate, tyramine.No reappearance of enzyme activity was observed after extensive dialysis.Radioactive labeling experiments with ring-tritiated PEDA showed incorporation of nondialyzable radioactivity into DBM in the expected amount, consistent with covalent attachment of a reactive species derivd from PEDA to the DBM active site during enzyme inactivation.Although aniline, N-ethylaniline, N-(2-fluoroethyl)aniline, m- and p-anisidine, p-toluidine, and 5-hydroxyindole were found not to exhibit detectable DBM substrate activity, all of these inactivated the enzyme under turnover conditions.The isotope effect on partition ratio measured for dideuteriated PEDA was found to be a reflection of an isotope effect on Vmax and not on kinact.Our results provide a strong support for the conclusion that the initial nitrogen cation radical species is responsible for enzyme inactivation.Results with ring-deuteriated and ring-tritiated PEDA revealed that the amount of radioactivity incorporated into covalently inactivated DBM by ring-tritiated PEDA is in agreement with that expected for covalent attachment of the para carbon to the protein.An 18O labeling study was carried out to test for oxygen rebound into the aminoacetaldehyde product, and results demonstrated that the aldehyde oxygen of enzymatically produced 2-aminoacetaldehyde exchanges very rapidly with solvent water, in agreement with literature reports.On the basis ...