90389-85-8 | N-[(3-fluorophenyl)methyl]ethanamine

CAS:90389-85-8 | N-[(3-fluorophenyl)methyl]ethanamine,Description

N-Ethyl-3-fluorobenzylamine, also known as N-[(3-fluorophenyl)methyl]ethanamine, is a research chemical with the molecular formula C9H12FN and a molecular weight of 153.20¹. It is used as a building block in various fields of research and industryN-Ethyl-3-fluorobenzylamine, also known as N-[(3-fluorophenyl)methyl]ethanamine, is a research chemical with the molecular formula C9H12FN and a molecular weight of 153.201" h="ID=SERP,5015.1">¹.

Synthesis Analysis

Unfortunately, I couldn’t find specific information on the synthesis of N-Ethyl-3-fluorobenzylamine. However, it’s worth noting that benzylamines, in general, can be synthesized through various methods, including the reaction of benzyl chlorides with amines².
 

Molecular Structure Analysis

The molecular structure of N-Ethyl-3-fluorobenzylamine consists of a benzene ring attached to an ethylamine group via a methylene bridge. The benzene ring carries a fluorine atom¹. The InChI key for this compound is QAPAPLIQQTVEJZ-UHFFFAOYSA-N¹.
 

Chemical Reactions Analysis

Specific chemical reactions involving N-Ethyl-3-fluorobenzylamine are not available in the sources I found. However, benzylamines are known to react with compounds like 1-Chloro-2,4-dinitrobenzene and toluene-p-sulphonyl chloride².
 

Physical And Chemical Properties Analysis

N-Ethyl-3-fluorobenzylamine is a liquid at room temperature. It has a density of 1.009 g/cm³¹. The compound has a boiling point of 190.7°C at 760 mmHg¹. It has a LogP value of 2.32610, indicating its lipophilicity¹.
 

Scientific Research Applications

Synthetic Applications and Methodologies

A facile synthetic route for preparing β-Ketoamide from β-Ketoester utilizing N-ethyl-3-fluorobenzylamine analogs was developed, highlighting a one-step, nearly quantitative yield process that is solvent-free and generates no waste, proving essential for large-scale syntheses of analogues (Wang Zhe, 2002 ). Additionally, palladium-catalyzed ortho-selective C–H fluorination of oxalyl amide-protected benzylamines presented an efficient method for the preparation of ortho-fluorinated benzylamines, with N-ethyl-3-fluorobenzylamine derivatives being selectively mono- or difluorinated under modified conditions, demonstrating its utility in synthetic organic chemistry (Changpeng Chen et al., 2015).

Pharmacological Research

In pharmacological studies, compounds structurally related to N-ethyl-3-fluorobenzylamine, such as flupirtine and retigabine, showed promise in neuroprotection and pain management. Flupirtine and retigabine, compounds with N-ethyl-3-fluorobenzylamine moieties, exhibited protective effects against L-glutamate toxicity in rat pheochromocytoma PC 12 cells, indicating potential therapeutic applications in neuroprotective strategies (J. Seyfried et al., 2000). Furthermore, retigabine demonstrated anti-nociceptive effects in rat models of persistent and neuropathic pain, suggesting its utility in pain management research (G. Blackburn-Munro & B. Jensen, 2003).

Analytical Chemistry and Material Science

In analytical chemistry, derivatization of amino acids with compounds structurally related to N-ethyl-3-fluorobenzylamine, such as N,N-dimethyl-2,4-dinitro-5-fluorobenzylamine (DMDNFB), for liquid chromatography/electrospray ionization mass spectrometry was demonstrated. This method offers enhanced detection capabilities for amino acids and peptides, indicating the importance of fluorobenzylamine derivatives in improving analytical methodologies (Zhongfa Liu et al., 2004).

Safety And Hazards

N-Ethyl-3-fluorobenzylamine is classified as a combustible liquid. It has a GHS hazard statement of H227¹. Precautionary measures include avoiding breathing dust/fume/gas/mist/vapors/spray and washing face, hands, and any exposed skin thoroughly after handling³.

Future Directions

As a research chemical, N-Ethyl-3-fluorobenzylamine has potential implications in various fields of research and industry⁴. However, specific future directions or applications are not mentioned in the sources I found.

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