Synthesis and Biological Activity Evaluation of Some New Heterocyclic Spirocompounds with Imidazolinone and Pyrazoline Moieties

Abstract

The synthesis of antimicrobial activity spirocompounds was achieved via the reaction of hydrazonoyl halides 1 with exocyclic 4-arylidene-2-methylimidazolin-5-one 3 in benzene in the presence of triethylamine. Correct elemental analyses and spectral data (IR, 1 H NMR, 13 C NMR and MS) confirm the structure of the synthesized spirocompounds. All the synthesized compounds were evaluated in vitro for their antimicrobial activity against five gram-positive and two gram-negative bacteria using well diffusion method in Mueller-Hinton agar. Most of them exhibited significant antibacterial activity compared with selected standard drugs.

Discovery of 5-(5,5-Dimethylbutenolide-3-ethylidene)-2-amino-imidazolinone Derivatives as Fungicidal Agents

“…In recent years, various imidazolinone-containing compounds have been found in nature or synthesized and reported to display a wide range of biological activity such as fenamidone (Scheme 1) having antimicrobial and fungicidal activities [1,2,3,4,5,6,7,8,9]. Several 5-cyclohexylidene-2-aminoimidazolin-4-one derivatives have been prepared in our laboratory and showed significant fungicidal activities against several important phytopathgens [10,11].…”

Synthesis, spectroscopic and computational characterization of the tautomerism of pyrazoline derivatives from chalcones

“…The interest in obtaining chalcones and their pyrazolines analogues has grown in the past ten years because of numerous pharmacological properties have been discovered, namely: antimicrobial [1][2][3][4][5][6], anti-tubercular [1,7,8], anticancer [8,9], anti-inflammatory [8] and antioxidant [5] activities. The wide range of pharmacological activities of these compounds shows the importance of this family of heterocyclic compounds in the area of medicinal chemistry.…”

Synthesis of Benzoxazepine Derivatives From Pyrazole-Chalcone via a Simple and Convenient Protocol Using Basic Alumina as Solid Support

“…The prominence in attaining chalcones has numerous applications in the field of pharmaceutics and also in the production of pesticides, cosmetics 1,2 . Chalcone and its functionalized derivatives display diverse pharmacological properties have been discovered as, antimicrobial [3][4][5][6][7][8] , antitubercular 3,9,10 , anticancer 10,11 , anti-inflammatory 10 , and antioxidant 7 activities. Chalcones bear very good synthon framework so that variety of novel heterocycles with good pharmaceutical profile can be designed.…”