112009-32-2

Usage

Molecular structure

1H-Pyrazole-3-carboxylic acid, 4-methyl-1,5-diphenylis an organic compound with a pyrazole core structure and a carboxylic acid functional group.

Substituents

The compound has a methyl group at the 4th position and two phenyl groups at the 1st and 5th positions.

Molecular complexity

The presence of the methyl and phenyl groups adds to the molecular complexity of the compound.

Applications

The compound has potential applications in pharmaceuticals and organic synthesis due to its unique structural features and reactivity.

Biological activity

1H-Pyrazole-3-carboxylic acid, 4-methyl-1,5-diphenylcan be used as a building block in the synthesis of various biologically active compounds and has the potential for drug development.

Research interest

The compound has potential use in research and could be of interest to medicinal chemists and pharmaceutical companies.

Upstream product

• 59-88-1 phenylhydrazine hydrochloride 
• 93-55-0 1-phenyl-propan-1-one 
• 741287-00-3 ethyl 1,5-diphenyl-4-methyl-1H-pyrazole-3-carboxylate 
• 221385-22-4 ethyl 3-methyl-2,4-dioxo-4-phenylbutanoate lithium salt 
• 100-63-0 phenylhydrazine 

Downstream Products

• 1428261-53-3 4-methyl-1,5-diphenyl-N-(1-piperidinyl)-1H-pyrazole-3-carboxamide 

Relevant academic research and scientific papers

1,5-Diarylpyrazole and vanillin hybrids: Synthesis, biological activity and DFT studies

Herein, we report the design and synthesis of 13 diarylpyrazole hybrids with vanillin constructed as dual compounds against oxidative stress and diabetes. Compounds were tested in two different antioxidant assays. It was found that all compounds showed an

Synthesis, hypoglycemic activity and molecular modeling studies of pyrazole-3-carbohydrazides designed by a CoMFA model

Diabetes and obesity are two universal health problems that constitute a research objective of several groups due to the lack of efficient and safe drug treatment. In this sense, cannabinoid receptor 1 (CB1) has attracted interest because of its role in food intake and metabolic balance, two targets in the control of metabolic syndrome. In this work, novel 1,5-diaryl pyrazole derivatives were synthesized in accordance with the pKi prediction of a previously reported CoMFA model by our group. To further investigate the biological activity of these compounds in metabolic disorders, their hypoglycemic activity in an in vivo model was tested. Interestingly, a high degree of correlation was observed between the predicted pKi and hypoglycemic effect 7 h after administration. Compounds 4, 9 and 13 showed the most significant plasma glucose reduction with decreases of 60%, 64% and 60% respectively. This result not only surpasses the activity of the lead rimonabant, but also that of the reference drug glibenclamide. Moreover, PASS prediction and molecular docking in an excellent validated homology model of CB1 suggest that these compounds would probably act as CB1 antagonists/inverse agonists and therefore, anti-obesity agents. The ligand-receptor complexes demonstrate that 1,5-diaryl pyrazole derivatives bind to the proposed binding site where a hydrophobic moiety interacts with the phenyl rings in the pyrazole nucleus and Lys192 forms a hydrogen bond with the oxygen of the carbonyl group. Dynamics simulations were also carried out to study the stability of the ligand-receptor complexes where the most active compounds showed smaller ΔG values and more hydrogen bonds throughout the simulation. These compounds are considered useful leads for further optimization in the treatment of such metabolic illnesses.

"One-poto" synthesis of 4-substituted 1,5-diaryl-1H-pyrazole-3- carboxylic acids via a MeONa/LiCl-mediated sterically hindered claisen condensation-Knorr reaction-hydrolysis sequence

A "one-poto" synthesis of 4-substituted 1,5-diaryl-1H-pyrazole-3- carboxylic acids was first reported in moderate to good yields. This concise procedure, featuring efficiency and green chemistry, was composed of MeONa/LiCl-mediated sterically hindered Claisen condensation, Knorr reaction and hydrolysis. Georg Thieme Verlag KG · Stuttgart · New York.

PYRAZOLE DERIVATIVE

Not available