Synthesis, Characterization, and Screening for Analgesic and Anti‐Inflammatory Activities of Schiff Bases of 1,3,4‐Oxadiazoles Linked With Quinazolin‐4‐One

Abstract

Sixteen Schiff bases of quinazolin‐4‐one‐linked 1,3,4‐oxadiazoles were synthesized by reaction with different aromatic aldehydes. Purity of newly synthesized derivatives was confirmed through thin‐layer chromatography, combustion analysis, and melting point. The structure of the derivatives was confirmed by determining infrared spectroscopy, nuclear magnetic resonance, and mass spectroscopy. All the synthesized derivatives were evaluated for their analgesic and anti‐inflammatory activities in mice and rats, respectively. In animal studies, the derivative (E)‐3‐(5‐(4‐(4‐methoxybenzylideneamino)phenyl)‐1,3,4‐oxadiazol‐2‐yl)‐2‐phenylquinazolin‐4(3H)‐one showed more potent analgesic activity and the derivative (Z)‐3‐(5‐(2‐(2‐hydroxybenzylideneamino)phenyl)‐1,3,4‐oxadiazol‐2‐yl)‐2‐phenylquinazolin‐4(3H)‐one showed more potent anti‐inflammatory activity as compared with other derivatives. The results of the present study indicate that reactions of 3‐(5‐(4‐aminophenyl)‐1,3,4‐oxadiazol‐2‐yl)‐2‐phenylquinazolin‐4(3H)‐one and 3‐(5‐(2‐aminophenyl)‐1,3,4‐oxadiazol‐2‐yl)‐2‐phenylquinazolin‐4(3H)‐one with different aromatic aldehydes produce Schiff bases of quinazolin‐4‐one‐linked 1,3,4‐oxadiazoles with potent analgesic and anti‐inflammatory activities.

Multicomponent One‐pot Synthesis of Oxadiazole Included Pyranopyrazoles as Promising Antioxidant Agents

“…Several biologically active oxadizoles have been reported previously . Biotic capacities of oxadiazoles were also reported in the literature as anticancer , antiproliferative , anti‐HIV , anti‐inflammatory , antitubercular , antimicrobial , anticonvulsant , antimalarial , antihepatitis B viral activities , and many more.…”

Palladium complexes of NO type Schiff bases: synthesis, characterization and antioxidant activities

“…Schiff bases are frequently studied compound group ever since Hugo Schiff reported preparation of the first example in 1864. Schiff bases, so called imines or azomethines, are of great importance due to their wide application areas varying from polymer, dye, pharmaceutical and food industry to agrochemical and sensor applications [1][2][3][4][5][6][7][8][9][10][11][12][13]. The structural stability and versatility in addition to easy synthesis of imine compounds induced gaining wide currency of this substance class.…”

Synthesis, Crystal Structure, Hirshfeld Surface, Energy Framework and Molecular Docking of 2-(((6-Methoxy pyridin-3-yl)imino)methyl)Phenol

“…As the Schiff bases with an imine group in its structure exhibit a wide range of potential for biological activities like antifungal, antibacterial, anticancer, antidepressant, anticonvulsant, anti-inflammatory, antiviral, antitumor, antioxidant, etc. [3][4][5][6][7][8][9][10][11][12][13][14][15], we present synthesis and single crystal X-ray (SCXR) structure and related spectroscopic characterization of a new pyridine Schiff base MPIMP. The SCXR molecular structure has been obtained by using direct methods, and Hirshfeld surfaces (HS) and Energy framework calculations have been performed by using Crystal Explorer (17.5) [16].…”