Synthesis and Characterizaton of Some N-Mannich Bases as Potential Antimicrobial, Anthelmintic and Insecticidal Agents

Abstract

A series of N-Mannich bases of benzimidazolyl substituted 1H-isoindole-1,3(2H) dione have been derived by the reaction of different substituted amino acids with phthalic anhydride to yield 2-(substituted) 1H-isoindole-1,3(2H) diones (3), further condensation with o-phenylenediamine yields 2substituted benzimidazolyl 1H-isoindole-1,3(2H) diones (4), followed mannich reaction with methanal and different amines to yields final products (5). The chemical structures of synthesized N-Mannich bases were determined by elemental analysis and spectral data (FTIR & 1 H NMR). All the synthesized derivatives have been evaluated for their antimicrobial, anthelmintic and insecticidal activities against microbes, helminthes and insects selected as compared to standard drugs by using disc diffusion method and Watkins technique respectively. All the synthesized N-Mannich bases possess the significant antimicrobial, anthelmintic and insecticidal activities.

Synthesis, Antimicrobial, Antiquorum‐Sensing, and Cytotoxic Activities of New Series of Isoindoline‐1,3‐dione, Pyrazolo[5,1‐a]isoindole, and Pyridine Derivatives

“…The class of isoindoline‐1,3‐diones has attracted much attention since it represents the core unit of a wide range of naturally‐occurring and bioactive substances . Literature survey revealed that some isoindoline‐1,3‐dione derivatives have antimicrobial , anthelmintic , insecticidal , antitubercular , anticonvulsant , anti‐inflammatory , and analgesic activities, besides their capability to inhibit cyclooxygenase and acetylcholinesterase . The pyrazolo[5,1‐ a ]isoindole derivatives were known to possess antihypotensive and antireproductive activities.…”

Design, synthesis, biological evaluations, molecular docking, and in vivo studies of novel phthalimide analogs

“…It has been reported that the phthalimide moiety is a very important biologically active pharmacophore . Antimicrobial properties of phthalimide derivatives were reported . Compounds IV and V (Figure ) exhibited high antimicrobial activities against the tested microorganisms .…”

Synthesis of N-Mannich bases from 5-((4-methylpiperazin-1-yl)methyl)-1,3,4-oxadiazole-2-thiol

“…It has been demonstrated that they are efficient against a number of different types of fungi [12], as well as inflammation and pain [13], convulsions [14], and bacteria [15], in addition to being antioxidants and hemolysers. N-Mannich bases of isoindolin-1,3-dione (phthalimide) and Mannich bases containing a phthalimide moiety have been discovered to be highly effective antibacterial, anthelmintic, and insecticidal agents [16,17]. These compounds are significant from a synthetic as biologically active compound.…”