21253-97-4

Usage

Molecular weight

204.26 g/mol

Structure

1H-Pyrazole-4-carboxylic acid, 5-amno-1-cyclopentyl-, ethyl ester

Group

Pyrazole derivatives

Type

Ethyl ester of 5-amino-1-cyclopentyl-1H-pyrazole-4-carboxylic acid

Usage

Organic synthesis, medicinal chemistry, pharmaceutical drugs, agrochemicals, building block in the synthesis of biologically active compounds.

Upstream product

• 42466-67-1 ethyl (ethoxymethylene)cyanoacetate 
• 30923-92-3 cyclopentylhydrazine 

Downstream Products

• 3702-09-8 1-cyclopentyl-1H-pyrazol-5-amine 

Relevant academic research and scientific papers

The optimization and characterization of functionalized sulfonamides derived from sulfaphenazole against Mycobacterium tuberculosis with reduced CYP 2C9 inhibition

In this study, a series of sulfonamide compounds was designed and synthesized through the systematic optimization of the antibacterial agent sulfaphenazole for the treatment of Mycobacterium tuberculosis (M. tuberculosis). Preliminary results indicate that the 4-aminobenzenesulfonamide moiety plays a key role in maintaining antimycobacterial activity. Compounds 10c, 10d, 10f and 10i through the optimization on phenyl ring at the R2 site on the pyrazole displayed promising antimycobacterial activity paired with low cytotoxicity. In particular, compound 10d displayed good activity (MIC = 5.69 μg/mL) with low inhibition of CYP 2C9 (IC50 > 10 μM), consequently low potential risk of drug-drug interaction. These promising results provide new insight into the combination regimen using sulfonamide as one component for the treatment of M. tuberculosis.