Synthetic Thioamide, Benzimidazole, Quinolone and Derivatives with Carboxylic Acid and Ester Moieties: A Strategy in the Design of Antituberculosis Agents

Abstract

Synthetic heterocyclic compounds have remarkable potential activity against diseases; thioamides, benzimidazoles, quinolones and derivatives with carboxylic acid and esters moieties have shown excellent activity against Mycobacterium tuberculosis. We reviewed antituberculosis activities of above compounds with reference to half maximal inhibitory concentration, minimum inhibitory concentration and structural-activity relationship which clearly indicate that electron-withdrawing groups are the main inducers of antimycobacterium activity. Comparison between clinically used drugs and new synthetic derivatives showed recent advances made in the last decade.

Synthesis, Biological Investigation, and Molecular Docking of Novel Benzimidazole‐Hydrazone Hybrids as Potential Anticancer Agent Candidates

“…The structures of compounds (4 a-4 f) were confirmed by IR, 1 H NMR and 13 C NMR as well as MALDI-TOF/MS. The IR spectra of compounds (4 a-4 f) showed absorption bands in the range of 3421 and 3181 cm À 1 for NH.…”

“…When the 1 H NMR spectra were examined, it was observed that the proton of the À N=CHÀ group was resonated in the range of 8.35-7.90 ppm. In 13 CÀ NMR spectra, chemical shift values for the imine carbon atom (À N=CHÀ ) were seen between 150.68-139.21 ppm and for the amide carbon atom (À COÀ NHÀ ) between 168.25-169.15 ppm. In some cases, the paired signals observed in the NMR spectra of acylhydrazones correspond to the presence of two conformers associated with the amide bond.…”

“…[33,34] In the NMR spectra of such compounds, some signals appear as double sets. [35][36][37] When the 13 C NMR spectra were analyzed, it was observed that E/Z isomer was formed in compound 4 f and their ratio was E/ Z = 5/3 and E isomer was formed more because it is thermodynamically more stable.…”

K2S2O8-Promoted Aryl Thioamides Synthesis from Aryl Aldehydes Using Thiourea as the Sulfur Source

“…The synthesis of sulfur-containing organic compounds has received much attention in recent years, due to their wide applications in biology, chemistry, and materials science [ 1 , 2 , 3 , 4 , 5 , 6 , 7 , 8 , 9 , 10 ]. There are many sulfur reagents for their synthesis, such as P 2 S 5 [ 11 ], Lawesson’s reagent [ 12 ], disulfides [ 13 , 14 , 15 ], thiols [ 16 , 17 , 18 , 19 ], sulfonyl hydrazides [ 20 , 21 , 22 , 23 ], sodium sulfonate [ 24 , 25 , 26 , 27 , 28 ], and elemental sulfur [ 29 , 30 , 31 , 32 ].…”

4-Chloro-2,3,5-trifluorobenzoic Acid

“…Introduction 2,3,4,5-Tetrahalogenated benzoic acid derivatives are valuable intermediates for the synthesis of medicaments. Some of these compounds are intermediates for antibacterials such as quinolone carboxylic acids [1,2]. In the course of our research on biologically active compounds, we needed to prepare a synthetic precursor 1, i.e., 4-chloro-2,3,5-trifluorobenzoic acid.…”