N-[4-[(Formylamino)acetyl]-5-hydroxy-2-phenoxyphenyl]methanesulfonamide
[CAS# 149457-03-4]

Identification

• Classification: Organic raw materials >> Amino compound >> Amide compound
• Name: N-[4-[(Formylamino)acetyl]-5-hydroxy-2-phenoxyphenyl]methanesulfonamide
• Synonyms: N-[2-[2-hydroxy-4-(methanesulfonamido)-5-phenoxyphenyl]-2-oxoethyl]formamide
• Molecular Formula: C₁₆H₁₆N₂O₆S
• Molecular Weight: 364.37
• CAS Registry Number: 149457-03-4
• SMILES: CS(=O)(=O)NC1=C(C=C(C(=C1)O)C(=O)CNC=O)OC2=CC=CC=C2

Properties

• Solubility: Very slightly soluble (0.11 g/L) (25 °C), Calc.^*
• Density: 1.439±0.06 g/cm³ (20 °C 760 Torr), Calc.^*
• Boiling Point: 622.4±65.0 °C (760 mmHg), Calc.^*
• Flash Point: 330.2±34.3 °C, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302-H315-H319-H335
• Safety Statements: P261-P264-P270-P271-P280-P302+P352-P304+P340-P321-P330-P362+P364-P405-P501

Discovery and Applications

N-[4-[(Formylamino)acetyl]-5-hydroxy-2-phenoxyphenyl]methanesulfonamide is a synthetic compound that reflects the advances in designing multifunctional molecules with potential therapeutic applications. Its structural features, including the formylaminoacetyl group, hydroxy substitution, and phenoxyphenyl backbone, underscore its targeted functionality in medicinal chemistry.

The discovery of this compound is linked to the ongoing search for bioactive molecules that can effectively regulate pathological cellular processes. The incorporation of a methanesulfonamide group indicates its origin in sulfonamide-based research, which has yielded compounds with antibacterial, anti-inflammatory, and anticancer activities. By combining these well-known properties with additional functional groups, researchers have tailored this molecule for specific biological interactions.

This compound is primarily investigated for its anti-inflammatory and anticancer potential. The hydroxy group contributes to its antioxidant properties, while the formylaminoacetyl group may enhance its interaction with protein targets, such as enzymes or receptors involved in inflammation and cell proliferation. These features suggest that the molecule could be particularly effective in mitigating oxidative stress and dysregulated cellular signaling, which are hallmarks of various chronic diseases, including cancer.

Pharmaceutical development of N-[4-[(Formylamino)acetyl]-5-hydroxy-2-phenoxyphenyl]methanesulfonamide has focused on evaluating its pharmacokinetics and pharmacodynamics. Preliminary in vitro studies have demonstrated its efficacy in reducing inflammatory markers and inhibiting the growth of tumor cells. Additionally, the compound's solubility and stability are enhanced by its methanesulfonamide moiety, making it a viable candidate for further drug development.

The versatility of this molecule extends to its potential as a lead compound for creating derivatives with improved activity and specificity. By modifying its functional groups, researchers can explore structure-activity relationships and optimize its properties for therapeutic use. While still in the experimental phase, this compound exemplifies the innovative strategies used in modern drug discovery to address complex biological challenges.

References

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