34946-99-1

Usage

Chemical Class

Pyrazole derivatives

Common uses

Building block for the synthesis of bioactive compounds in the pharmaceutical industry

Biological activities

Antimicrobial, antifungal, and anti-inflammatory properties

Potential use

Treatment of neurological disorders

Unique features

Versatile chemical properties and important role in drug discovery and development.

Upstream product

• 3483-19-0 3-(4-methylphenyl)sydnone 
• 79-10-7 acrylic acid 
• 637-60-5 p-tolylhydrazine hydrochloride 
• 142-28-9 1,3-Dichloropropane 
• 107-02-8 acrolein 
• 539-44-6 N-4-methylphenylhydrazine 

Downstream Products

• 13910-54-8 N¹-(4-methylphenyl)propane-1,3-diamine 

Relevant academic research and scientific papers

Fe(III)-Catalyzed Aerobic Intramolecular N-N Coupling of Aliphatic Azides with Amines

An Fe(III)-catalyzed intramolecular N-N coupling of aliphatic azidoamines that forms diverse five- and six-membered semisaturated diazoheterocycles using air as an oxidant is reported, providing an alternative to hydrazine-based methods. Mechanistic studies suggest that a N-radical induced intramolecular homolytic substitution (SH2) is involved in ring closure. The power of this N-N bond-forming method is also demonstrated by using it as the final step in a total synthesis of (-)-newbouldine.

Facile Synthesis of 1-Arylpyrazoles

A convenient and transition-metal-free synthesis of 1-arylpyrazoles that involves the cycloaddition of 3-arylsydnones and acrylic acid is presented. The process proceeds smoothly to obtain the target products with moderate to high yields.

Aqueous N-heterocyclization of primary amines and hydrazines with dihalides: Microwave-assisted syntheses of N-azacycloalkanes, isoindole, pyrazole, pyrazolidine, and phthalazine derivatives

The synthesis of nitrogen-containing heterocycles from alkyl dihalides (ditosylates) and primary amines and hydrazines via a simple and efficient cyclocondensation in an alkaline aqueous medium that occurs under microwave irradiation is described. This improved greener synthetic methodology provides a simple and straightforward one-pot approach to the synthesis of a variety of heterocycles, such as substituted azetidines, pyrrolidines, piperidines, azepanes, N-substituted 2,3-dihydro-1H-isoindoles, 4,5-dihydropyrazoles, pyrazolidines, and 1,2-dihydrophthalazines.

Microwave-assisted cyclocondensation of hydrazine derivatives with alkyl dihalides or ditosylates in aqueous media: Syntheses of pyrazole, pyrazolidine and phthalazine derivatives

Direct syntheses of 4,5-dihydro-pyrazole, pyrazolidine, and 1,2-dihydro-phthalazine derivatives via double-alkylation of hydrazines by alkyl dihalides or ditosylates were accomplished in aqueous media under microwave irradiation conditions; the environmen