13788-99-3

Usage

Uses

Used in Organic Synthesis:
5-Methyl-1-(4-nitrophenyl)-1H-pyrazole is used as a building block in organic synthesis for the creation of various complex organic molecules. Its unique structure allows for versatile chemical reactions, making it a valuable component in the synthesis of pharmaceuticals and other organic compounds.
Used in Medicinal Chemistry:
In medicinal chemistry, 5-Methyl-1-(4-nitrophenyl)-1H-pyrazole is utilized as a key intermediate in the development of new drugs. Its potential biological activities, such as anti-inflammatory, anticancer, and antimicrobial properties, make it a promising candidate for the treatment of various diseases and disorders.
Used in Pharmaceutical Research:
5-Methyl-1-(4-nitrophenyl)-1H-pyrazole plays a significant role in pharmaceutical research as a potential drug molecule. Its diverse biological activities and ability to interact with metal ions make it a valuable tool for drug discovery and development.
Used in Coordination Chemistry:
In coordination chemistry, 5-Methyl-1-(4-nitrophenyl)-1H-pyrazole is used as a ligand for metal ions. Its ability to form stable complexes with various metals contributes to the development of new materials with potential applications in catalysis, sensors, and other fields.
Overall, 5-Methyl-1-(4-nitrophenyl)-1H-pyrazole is a versatile chemical compound with a wide range of applications in different industries, making it an essential component in the development of new drugs, materials, and technologies.

Upstream product

• 1453-58-3 3-Methylpyrazole 
• 100-39-0 benzyl bromide 
• 88054-14-2 3⁽⁵⁾-methylpyrazole 
• 586-78-7 para-nitrophenyl bromide 

Downstream Products

• 374814-14-9 4-(5-methyl-pyrazol-1-yl)-aniline 

Relevant academic research and scientific papers

Regioselective Synthesis, NMR, and Crystallographic Analysis of N1-Substituted Pyrazoles

A systematic study of the N-substitution reactions of 3-substituted pyrazoles under basic conditions has been undertaken. Regioselective N1-alkylation, -arylation, and -heteroarylation of 3-substituted pyrazoles have been achieved using K2CO3-DMSO. The regioselectivity is justified by the DFT calculations at the B3LYP/6-31G??(d) level. A consistent steric effect on chemical shift has been observed for N-alkyl pyrazole analogues. Twenty-five X-ray crystallographic structures have been obtained to confirm the regiochemistry of the major products.

Aromatic N-arylations catalyzed by copper-anchored porous zinc-based metal-organic framework under heterogeneous conditions

A highly porous Zn-based metal-organic framework (MOF) IRMOF-3 was covalently decorated with pyridine-2-aldehyde. The free amine group of IRMOF-3 upon condensation with pyridine-2-aldehyde affords a bidentate Schiff-base moiety in the porous matrix. The Schiff base moieties are availed to anchor copper(II) ions to display the catalyst's utility towards catalytic reactions. The catalyst was characterized by UV/Vis and IR spectroscopy, powder XRD spectrometry, SEM energy-dispersive X-ray spectrometry, and nitrogen sorption measurements. The catalyst exhibits excellent activity in catalyzing the N-arylation reaction of nitrogen-containing heterocycles with aryl bromides in DMSO medium, under mild condition (90°C) in the presence of Cs 2CO3. The porous catalyst demonstrates size selectivity towards substrate as a result of the presence of active sites inside the pores of the MOF. The anchored complex seems to be not leached or decomposed during the catalytic reactions up to five successive catalytic cycles, demonstrating practical advantages over homogeneous catalysis.