Бенурестат

Description

Benurestat (2-(p-chlorobenzamido)acetohydroxamic acid) is a hydroxamic acid derivative with a p-chlorobenzamide moiety. Belongs to the class of urease inhibitors, used in studies of the control of urea hydrolysis in soil and in biomedical studies of bacterial infections associated with urease activity.

Basic Attributes

• CAS No.: 38274-54-3
• Chemical formula: C9H9ClN2O3
• Molecular Weight: 228.634
• Exact weight: 228.03000
• UNII: 9RA9A22Z0W
• NSC number: 759123/220913
• DSSTox ID: DTXSID70191656
• HS code: 2924299090
• PSA specifications: 78.4
• XLogP3: 1.357

Physico-chemical characteristics

• Density: 1.414 g/cm3
• Refractive index: 1.59

Scope of application

Benurestat inhibits the enzyme urease, which catalyzes the hydrolysis of urea to ammonia and carbon dioxide. In agriculture, compounds of this class are used to slow down the hydrolysis of urea in the soil, which reduces nitrogen losses due to ammonia volatilization and increases the efficiency of nitrogen fertilizers. In biomedical research, urease inhibitors, including benerestat, are studied in relation to bacterial infections where the urease activity of pathogens contributes to disease development (particularly urinary tract and gastric infections).

Data limitations

The supplier dump does not contain information about appearance, melting and boiling points, solubility, transport codes and hazard classification - these parameters are not included in the material so as not to substitute false values.

Storage and transportation

In the absence of passport data on a specific hazard, store as a fine organic synthesis reagent - in a dry, cool room, protected from light, in an airtight container, separately from acids and oxidizing agents.

Mechanism of urease inhibition

The hydroxamic functional group is known for its ability to bidentately coordinate metal ions, including nickel, in the binuclear active site of urease. This coordination blocks access of the substrate, urea, to the catalytic center of the enzyme and suppresses the hydrolytic reaction. It is this mechanism of action that unites beneurestat with other representatives of the class of hydroxamic urease inhibitors and determines its dual scope: in agronomy - as a means of controlling the soil nitrogen cycle, in biomedicine - as a tool for studying the role of bacterial urease in the pathogenesis of infections.

Implications for the soil nitrogen cycle

Free urea applied as a fertilizer is quickly hydrolyzed by soil urease to ammonia, a significant part of which evaporates into the atmosphere without reaching the plant root system. Slowing down this reaction with urease inhibitors, including compounds like beneurestat, increases the proportion of nitrogen available to plants and reduces the environmental burden of ammonia emissions into the atmosphere.