In 2022,Pitcher, Noel P.; Harjani, Jitendra R.; Zhao, Yichao; Jin, Jianwen; Knight, Daniel R.; Li, Lucy; Putsathit, Papanin; Riley, Thomas V.; Carter, Glen P.; Baell, Jonathan B. published an article in ACS Omega. The title of the article was 《Development of 1,2,4-Oxadiazole Antimicrobial Agents to Treat Enteric Pathogens within the Gastrointestinal Tract》.Formula: C11H24N2O The author mentioned the following in the article:
Colonization of the gastrointestinal (GI) tract with pathogenic bacteria is an important risk factor for the development of certain potentially severe and life-threatening healthcare-associated infections, yet efforts to develop effective decolonization agents have been largely unsuccessful thus far. Herein, we report modification of the 1,2,4-oxadiazole class of antimicrobial compounds with poorly permeable functional groups in order to target bacterial pathogens within the GI tract. We have identified that the quaternary ammonium functionality of analog 26a (I) results in complete impermeability in Caco-2 cell monolayers while retaining activity against GI pathogens Clostridioides difficile and multidrug-resistant (MDR) Enterococcus faecium. Low compound recovery levels after oral administration in rats were observed, which suggests that the analogs may be susceptible to degradation or metabolism within the gut, highlighting a key area for optimization in future efforts. This study demonstrates that modified analogs of the 1,2,4-oxadiazole class may be potential leads for further development of colon-targeted antimicrobial agents. In addition to this study using tert-Butyl N,N’-diisopropylcarbamimidate, there are many other studies that have used tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8Formula: C11H24N2O) was used in this study.
tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8) belongs to anime. Milder oxidation, using reagents such as NaOCl, can remove four hydrogen atoms from primary amines of the type RCH2NH2 to form nitriles (R―C≡N), and oxidation with reagents such as MnO2 can remove two hydrogen atoms from secondary amines (R2CH―NHR′) to form imines (R2C=NR′). Tertiary amines can be oxidized to enamines (R2C=CHNR2) by a variety of reagents.Formula: C11H24N2O
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics