Name: Piperidine-4-carboxamideOn March 10, 2022, Beuchel, Andreas; Robaa, Dina; Negatu, Dereje A.; Madani, Abdeldjalil; Alvarez, Nadine; Zimmerman, Matthew D.; Richter, Adrian; Mann, Lea; Hoenke, Sophie; Csuk, Rene; Dick, Thomas; Imming, Peter published an article in ACS Medicinal Chemistry Letters. The article was 《Structure-Activity Relationship of Anti-Mycobacterium abscessus Piperidine-4-carboxamides, a New Class of NBTI DNA Gyrase Inhibitors》. The article mentions the following:
Mycobacterium abscessus causes difficult-to-cure pulmonary infections. The bacterium is resistant to most anti-infective agents, including first line antituberculosis (anti-TB) drugs. MMV688844 (844) is a piperidine-4-carboxamide (P4C) with bactericidal properties against M. abscessus. We recently identified DNA gyrase as the mol. target of 844. Here, we present in silico docking and genetic evidence suggesting that P4Cs display a similar binding mode to DNA gyrase as gepotidacin. Gepotidacin is a member of the Novel Bacterial Topoisomerase Inhibitors (NBTIs), a new class of nonfluoroquinolone DNA gyrase poisons. Thus, our work suggests that P4Cs present a novel structural subclass of NBTI. We describe structure-activity relationship studies of 844 leading to analogs showing increased antibacterial activity. Selected derivatives were tested for their inhibitory activity against recombinant M. abscessus DNA gyrase. Further optimization of the lead structures led to improved stability in mouse plasma and increased oral bioavailability. The results came from multiple reactions, including the reaction of Piperidine-4-carboxamide(cas: 39546-32-2Name: Piperidine-4-carboxamide)
Piperidine-4-carboxamide(cas: 39546-32-2) belongs to anime. Acylation is one of the most important reactions of primary and secondary amines; a hydrogen atom is replaced by an acyl group (a group derived from an acid, such as RCOOH or RSO3H, by removal of ―OH, such as RC(=O)―, RS(O)2―, and so on). Reagents may be acid chlorides (RCOC1, RSO2C1), anhydrides ((RCO)2O), or even esters (RCOOR′); the products are amides of the corresponding acids.Name: Piperidine-4-carboxamide
Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem