N-(4-(2-Aminoacetyl)-5-methoxy-2-phenoxyphenyl)methanesulfonamide hydrochloride
[CAS# 149436-41-9]

Identification

• Classification: Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Pyrimidine compound >> Ketones
• Name: N-(4-(2-Aminoacetyl)-5-methoxy-2-phenoxyphenyl)methanesulfonamide hydrochloride
• Synonyms: 2-Amino-1-(2-methoxy-4-methanesulfonylamino-5-phenoxyphenyl)ethanone hydrochloride
• Molecular Formula: C₁₆H₁₈N₂O₅S.HCl
• Molecular Weight: 386.85
• CAS Registry Number: 149436-41-9
• SMILES: COC1=CC(=C(C=C1C(=O)CN)OC2=CC=CC=C2)NS(=O)(=O)C.Cl

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302-H315-H319-H335
• Safety Statements: P261-P305+P351+P338

Discovery and Applications

N-(4-(2-Aminoacetyl)-5-methoxy-2-phenoxyphenyl)methanesulfonamide hydrochloride is a synthetic organic compound that has gained attention in the fields of medicinal chemistry and pharmaceutical development. Characterized by its methanesulfonamide functional group, methoxy substitution, and aminoacetyl moiety, this molecule exemplifies the tailored design of small molecules for specific therapeutic purposes.

The discovery of this compound is rooted in the exploration of sulfonamide derivatives for their versatile pharmacological activities. Sulfonamides have long been recognized for their role in antibiotic therapies, but subsequent research expanded their utility to include anti-inflammatory, anticancer, and enzyme-inhibitory applications. N-(4-(2-Aminoacetyl)-5-methoxy-2-phenoxyphenyl)methanesulfonamide hydrochloride emerged as part of efforts to develop compounds with enhanced selectivity and efficacy, particularly in modulating cellular signaling pathways.

In pharmaceutical applications, this compound is primarily investigated for its potential as an anti-inflammatory and anticancer agent. Studies suggest that its mechanism of action involves inhibition of enzymes and receptors associated with inflammation and tumor growth. The methoxy and phenoxy groups are thought to play a critical role in enhancing its binding affinity to target proteins, while the aminoacetyl group may facilitate interactions with active sites. These structural features make the molecule a promising candidate for addressing diseases characterized by dysregulated signaling pathways.

The hydrochloride salt form of this compound enhances its solubility and stability, making it suitable for pharmacological evaluations and potential drug formulations. Early in vitro studies have demonstrated its ability to inhibit the proliferation of cancer cells and reduce inflammatory responses, highlighting its therapeutic promise. Furthermore, its chemical structure provides a platform for the development of analogs with improved potency and pharmacokinetic profiles.

Although still under investigation, N-(4-(2-Aminoacetyl)-5-methoxy-2-phenoxyphenyl)methanesulfonamide hydrochloride represents a step forward in the rational design of biologically active small molecules. Future research aims to elucidate its full mechanism of action, optimize its therapeutic window, and assess its safety in preclinical and clinical settings.

References

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