New water-soluble isoxazole-linked 1,3,4-oxadiazole derivative with delocalized positive charge.

ABSTRACT: Herein we present a synthesis and characterization of a new and unique low-weight heterocyclic compound 5-amino-2-(5-amino-3-methyl-1,2-oxazol-4-yl)-3-methyl-2,3-dihydro-1,3,4-oxadiazol-2-ylium bromide with the unusual electron charge delocalization owing the local positive charge at the carbon atom of oxadiazole moiety. X-ray single crystal of C₇H₁₀N₅O₂·Br^- showed the molecule crystalized in monoclinic, space group P2₁/c. Both five membered rings are planar and twisted forming the ring motif with the counter ion where H⋯Br interactions are one of the dominant. The presented compound is characterized by high ionization efficiency in ESI-MS mode and undergoes dissociation within oxadiazole moiety under ESI-MS/MS

SUBMITTER: Bachor U 

PROVIDER: S-EPMC9040910 | biostudies-literature | 2021 Sep

REPOSITORIES: biostudies-literature