16209-01-1

Usage

Structure

A derivative of pyrazol-4-ol with substitutions of methyl and phenyl groups at the 3 and 5 positions, respectively.

Potential applications

Medicinal chemistry and drug discovery.

Biological properties

Unknown, but may possess properties that make it useful in the development of pharmaceuticals.

Further research needed

To fully understand its potential uses and effects.

Upstream product

• 100-63-0 phenylhydrazine 
• 89193-18-0 3,5-dimethyl-1-phenyl-1H-pyrazole-4-carboxylic acid ethyl ester 
• 20488-38-4 acetaldehyde phenylhydrazone 
• 78-98-8 2-oxopropanal 

Relevant academic research and scientific papers

Reactions of Glyoxals with Hydrazones: A New Route to 4-Hydroxypyrazoles

N-Substituated hyrazones of aldehydes react with glyoxals under non-aqueous conditions to give N-substituted 4-hydroxypyrazoles; fourteen such products are described.In the presence of water, N-substituted 3-acyl-4-hydroxypyrazoles are produced from 2-oxoaldehyde hydrazones and glyoxals.It is shown that glyoxals combine in a 1:1 ratio with N-monosubstituted hydrazones to give 2-hydrazonoaldehydes as the kinetically controlled products.At room temperature or lower, these hydrazonoaldehydes rearrange to the more stable 2-oxoaldehyde hydrazones and react with glyoxals to give N-substituted 3-acyl-4-hydroxypyrazoles; sixteen such products are described.This synthesis, involving easily accessible starting materials, opens up a new, and for certain derivatives exclusive, route to 4-hydroxypyrazoles.