Fluoroaniline

Tuberculosis is a serious threat to public health throughout the world. Schiff bases are compounds carrying the imine or azomethine (–C=N–) functional group. Recent studies report that benzimidazole based Schiff bases possess antibacterial, antimicrobial, anti-tubercular, and anti-inflammatory activities. 1,2 Further it has been known that fluoroaniline moiety can have profound and unexpected results in biological activity 19. A series of benzimidazole and fluroaniline based Schiff bases were designed and docked against crucial mtb enzyme target Glutamine synthetase1. The molecules with good docking-score and multiple interactions were chosen for synthesis. Compounds (BE1, BE2, FA-1, FA-2, and FA-3) were synthesized by reflux condensation reaction with good yield. The newly synthesized compounds were characterized by spectral methods and evaluated for anti- mycobacterial activity against tuberculosis H37RV strain. Anti-tubercular activity was carried out by using Microplate Alamar Blue Assay (MABA) method. The experimental results revealed that Compounds (BE1& BE2) showed promising anti-tubercular activity with an MIC below 0.8 mcg/mL while (FA-1, FA-2, and FA-3) showed moderate anti tubercular activity with an MIC below 6.25 and 12.5 mcg/mL. Key words: Benzimidazole, Schiff base, Fluoroaniline, Docking, Anti-tubercular.

A novel series of eleven novel 4-(2, 3-dihydro-4H-1,4-benzoxazin-4-yl)-3-fluoroaniline derivatives (I e – I o) have been synthesized from commercially available 2-aminophenol as a starting material. High yield and high purity indicates lack of side reaction and by product. The chemical structures of the synthesized compounds were confirmed by means of 1HNMR and mass spectral data. The synthesized compounds were then examined for their antibacterial and antifungal activities. Some of them were found to possess good antibacterial and antifungal activity.