Novel amide derivatives containing an imidazo[1,2-a]pyridine moiety: Design, synthesis as potential nematicidal and antibacterial agents was written by Wei, Chengqian;Huang, Junjie;Luo, Yuqin;Wang, Shaobo;Wu, Sikai;Xing, Zhifu;Chen, Jixiang. And the article was included in Pesticide Biochemistry and Physiology in 2021.COA of Formula: C11H8ClF3N2O2 The following contents are mentioned in the article:
To discover new nematicides I (n = 1, 2, 3; R = Et, iso-Pr, 4-nitrobenzyl, etc.) a series of novel amide derivatives containing an imidazo[1,2-a]pyridine moeity I were designed and synthesized. Among the title compounds, compounds I (n = 1; R = Pr and n = 3; R = n-decyl (III)) exhibited good nematicidal activities against Aphelenchoides besseyi (rice white-tip nematode), with LC50 values against of 27.3 and 35.9 mg/L, resp., which were superior to that of fosthiazate (45.4 mg/L). Meanwhile, the LC50 value of compound III against Caenorhabditis elegans was 5.7 mg/L, which was superior to that of fosthiazate (77.2 mg/L). Compound III not only binds well to acetylcholinesterase (AChE) of nematodes, but also has a good inhibitory activity against AChE. Thus, AChE may be a potential target of compound III against nematodes. Unexpectedly, compound I (n = 1; R = chloromethyl (IV)) exhibited excellent antibacterial activities with EC50 values of 1.2 and 3.1 mg/L against Xanthomonas oryzae pv. oryzae (Xoo) and Xanthomonas oryzae pv. oryzicola (Xoc), resp., which were superior to those of bismerthiazol (68.6 and 77.1 mg/L) and thiodiazole copper (80.8 and 96.6 mg/L). The curative and protective activities of compound IV against bacterial leaf blight were 37.0% and 36.8% at 50 mg/L, resp., which were higher than those of thiodiazole copper (16.1% and 15.5%). In addition, compound IV may inhibit the growth of Xoo by affecting the production of cell membranes and extracellular polysaccharides. Amide derivatives containing an imidazo[1,2-a]pyridine moeity Ican be used as good lead-structures to discover new nematicidal and antibacterial agents in the future. This study involved multiple reactions and reactants, such as Ethyl 8-chloro-6-(trifluoromethyl)imidazo[1,2-a]pyridine-2-carboxylate (cas: 353258-31-8COA of Formula: C11H8ClF3N2O2).
Ethyl 8-chloro-6-(trifluoromethyl)imidazo[1,2-a]pyridine-2-carboxylate (cas: 353258-31-8) belongs to imidazole derivatives. Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. Imidazole also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.COA of Formula: C11H8ClF3N2O2
Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem