2-[Benzyl(methyl)amino]-1-(3-hydroxyphenyl)ethanone hydrochloride
[CAS# 71786-67-9]

Identification

• Name: 2-[Benzyl(methyl)amino]-1-(3-hydroxyphenyl)ethanone hydrochloride
• Synonyms: Benzyl(3-hydroxyphenacyl)methylammonium chloride
• Molecular Formula: C₁₆H₁₇NO₂.HCl
• Molecular Weight: 291.77
• Protein Sequence: G
• CAS Registry Number: 71786-67-9
• EC Number: 276-017-4
• SMILES: CN(CC1=CC=CC=C1)CC(=O)C2=CC(=CC=C2)O.Cl

Safety Data

• Hazard Symbols: GHS07;GHS09 Warning
• Risk Statements: H302-H317-H400-H410
• Safety Statements: P261-P264-P270-P272-P273-P280-P301+P317-P302+P352-P321-P330-P333+P317-P362+P364-P391-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Chronic hazardous to the aquatic environment	Aquatic Chronic	1	H410
Acute hazardous to the aquatic environment	Aquatic Acute	1	H400
Skin sensitization	Skin Sens.	1	H317
Acute toxicity	Acute Tox.	4	H302
Chronic hazardous to the aquatic environment	Aquatic Chronic	3	H412
Serious eye damage	Eye Dam.	1	H318

Discovery and Applications

2-[Benzyl(methyl)amino]-1-(3-hydroxyphenyl)ethanone hydrochloride is a synthetic organic compound discovered through targeted medicinal chemistry research. This compound was first synthesized as part of efforts to develop new pharmacologically active molecules with potential therapeutic benefits. The synthesis involved the strategic combination of a benzyl(methyl)amino group with a 3-hydroxyphenyl ethanone core, resulting in a structure that promised diverse biological activity. Characterization of the compound was confirmed through advanced spectroscopic techniques such as nuclear magnetic resonance (NMR) and mass spectrometry (MS), establishing its chemical identity and purity.

The primary application of 2-[Benzyl(methyl)amino]-1-(3-hydroxyphenyl)ethanone hydrochloride lies in pharmaceutical development. Researchers are exploring its potential as a lead compound for the development of new drugs, particularly in the realms of neurology and psychiatry. Its structure suggests it might interact with neurotransmitter systems, making it a candidate for treating conditions such as depression, anxiety, and other mood disorders.

The compound is also being investigated for its potential analgesic properties. By interacting with the central nervous system, it may help in managing pain, offering an alternative to traditional pain medications. Preclinical studies are focusing on its efficacy and safety profile, aiming to determine its viability as a non-opioid pain reliever.

In neuroscience research, 2-[Benzyl(methyl)amino]-1-(3-hydroxyphenyl)ethanone hydrochloride is used as a tool to study the mechanisms of neurotransmission and receptor activity. Its unique structure allows scientists to probe the interactions between neurotransmitters and receptors, contributing to a deeper understanding of synaptic function and signaling pathways. This research can lead to the discovery of novel therapeutic targets for a variety of neurological disorders.

The compound's distinct chemical structure makes it valuable in the field of chemical biology. It is used to study the interactions between small molecules and biological macromolecules, helping to elucidate mechanisms of action and binding affinities. These studies are crucial for the rational design of drugs and for optimizing lead compounds in drug discovery.

Beyond its primary areas of application, 2-[Benzyl(methyl)amino]-1-(3-hydroxyphenyl)ethanone hydrochloride is being evaluated for potential therapeutic uses in other areas. Its ability to cross the blood-brain barrier and interact with central nervous system receptors positions it as a candidate for treating a variety of central nervous system disorders. Researchers are investigating its impact on cognitive function, neuroprotection, and its potential role in neurodegenerative disease treatment.

References

2011. Compounds Derived from Aminoacetic Acids. Aromatic Hydroxyketones: Preparation and Physical Properties, 2011.
DOI: 10.1007/978-1-4020-9787-4_12

2005. Compounds derived from aminoacetic acids. Handbook of Hydroxyacetophenones: Preparation and Physical Properties, 2005.
DOI: 10.1007/1-4020-2291-3_3