20409-91-0

Usage

Chemical structure

1-[(4-methylphenyl)sulfonyl]-3,5-diphenyl-4,5-dihydro-1H-pyrazole

Type of compound

Pyrazole derivative

Presence of functional groups

Sulfonyl group, two phenyl rings

Potential applications

Pharmaceutical industry

Biological activities

Anti-inflammatory, analgesic, and antidiabetic properties

Structural features

The presence of a sulfonyl group and two phenyl rings

Possible use

Enzyme inhibitor for the development of new drugs for various medical conditions

Known as

Sulfonyl phenylpyrazole

Potential therapeutic agents

Studies have shown that sulfonyl phenylpyrazole derivatives have potential as new therapeutic agents due to their biological activities.

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 94-41-7 benzalacetophenone 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 100-52-7 benzaldehyde 
• 98-86-2 acetophenone 
• 156605-56-0 1-phenylethan-1-one O-pivaloyl oxime 
• 51608-60-7 N-(benzylidene)-p-methylbenzenesulfonamide 

Relevant academic research and scientific papers

Facile Microwave-assisted Synthesis of 1,3,5-Trisubstituted Pyrazoline Derivatives Incorporating Sulfonyl Moiety

We developed an environmentally benign, convenient microwave-assisted process for the construction of 1,3,5-trisubstitued pyrazolines (10a～10f, 11a～11f, 12a～12f, 13a～13f). Chalcones, as the key intermedi- ates, were obtained by the condensation of each of appropriately substituted aromatic aldehydes (1～4) with 4-substituted acetophenones (5a～5f) via a Claisen-Schmidt reaction under the action of microwave irradiation. Cyclization of the chalcones (6a～6f, 7a～7f, 8a～8f, 9a～9f) with p-toluene sulfonhydrazide af- forded 1,3,5-trisubstitued pyrazoline derivatives using microwave-assisted process in 25 min and 140 watt power in glycol. The structures of targeted compounds were established by IR, 1H NMR, MS and ele- mental analysis. The results indicate that microwave-assisted synthetic process presents advantages in terms of enhancement in rate, decrease in reaction time, clean reaction and convenient operation.

Divergent syntheses of 2-aminonicotinonitriles and pyrazolines by copper-catalyzed cyclization of oxime ester

Copper-catalyzed cyclization of an oxime ester toward divergent heterocycle synthesis is reported. Oxime ester serves as an enamine precursor to cyclize with malononitrile and aldehydes for access to 2-aminonicotinonitriles in a one-pot reaction, while cyclizing with N-sulfonylimines leads to synthesis of pyrazolines.

TBD-organocatalysed synthesis of pyrazolines

It was found that TBD, a cheap and commercially available guanidine, easily catalysed the synthesis of biologically important 3,5-diarylpyrazolines from chalcones and acylhydrazines via a selective secondary amine alkylation.