Synthesis and Biological Activity of Some New Pyrazoline and Pyrrolo[3,4-c]pyrazole-4,6-dione Derivatives: Reaction of Nitrilimines with Some Dipolarophiles

Abstract

Several 1,3-diaryl-5-(cyano-, aminocarbonyl- and ethoxycarbonyl-)-2-pyrazoline, pyrrolo[3,4-c]pyrazole-4,6-dione and 1,3,4,5-tetraaryl-2-pyrazoline derivatives were prepared by the reaction of nitrilimine with different dipolarophilic reagents. The new compounds were characterized using IR, 1H-NMR, 13C-NMR and mass spectra. Biological screening of some compounds is reported.

Synthesis, Antimicrobial Activity and Molecular Modeling of Some Novel 5‐Aminopyrazole, Pyrazolo[1,5‐a]pyrimidine, Bispyrazole and Bispyridone Derivatives Containing Antipyrinyl Moiety

“…Hence, there will always be a vital need to discover new chemotherapeutic agents to avert the emergence of resistance and ideally shorten the duration of therapy, that is, it is desirable to find drugs with improved potency and wide activity spectrum. Pyrazoles showed more excellent antimicrobial and antifungal activities than control drugs . Also, the synthesis of pyrazolo [1, 5‐ a ] pyrimidine and their derivatives have attracted attention due to their interesting pharmacological properties .…”

1,3‐Dipolar Cycloaddition of Nitrile Imines with Cyclic α‐β‐Unsaturated Ketones: A Regiochemical Route to Ring‐Fused Pyrazoles

“…[16] To the best of our knowledge, only the reaction of diphenylnitrilimine with cycloalken-2-enone, leading to a balanced regiomeric mixture of 4-acyl and 5-acyl derivatives, [17] and the synthesis of pyrrolo[3,4-c]pyrazole-4,6-dione derivatives from diarylnitrilimines and N-arylmaleimides have been reported in the literature. [18] …”

Preheated Fly-Ash Catalyzed Cyclization of Chalcones: Synthesis of some Substituted Pyrazole-1-Carbothioamides and Spectral Correlations in 3-(3,4-Dichlorophenyl)-5-(Substituted Phenyl)-4,5-Dihydro-1H-Pyrazole-1-Carbothioamides

“…In the five membered bi-nitrogen heterocyclics, the 1-thiocarbomyl pyrazoline derivatives are important compounds and they possess -CS-NH 2 group in N 1 atom of pyrazoline ring [3,4]. These substituted 1-thiocarbomyl pyrazoline derivatives possess many important biological activities such as, anti-bacterial [5], anti-fungal [5], anti-depressants [7], anti-convulsant [8], anti-inflammatory [9], anti-tumour [10], anaesthetic [11], analgesic [12], anti-cancer [13] MAO-B inhibitors [14], steroidal, nitric oxide synthase inhibitor, anti-viral and cannabinoid CBI receptor antagonists [9]. Several solvent-free and thermal methods were reported in literature for synthesis of thiocarbomyl pyrazoline derivatives [3,13,[15][16][17][18].…”