title: Structural characterization of the aquaporin inhibitor 2-nicotinamido-1,3,4-thiadiazole.
abstract: Nicotinamides are a class of compounds with a wide variety of applications, from use as antimicrobial agents to inhibitors of biological processes. These compounds are also cofactors, which are necessary components of metabolic processes. Structural modification gives rise to the activities observed. Similarly, 1,3,4-thiadiazoles have been shown to possess antioxidant, antimicrobial, or anti-inflammatory biological activity. To take advantage of each of the inherent characteristics of the two aforementioned functional groups, 2-nicotinamido-1,3,4-thiadiazole, C8H6N4OS, was synthesized. Since defining chemical connectivity is paramount in understanding biological activity, in this report, the structural characterization of 2-nicotinamido-1,3,4-thiadiazole has been carried out using X-ray crystallographic methods. The NMR-derived assignments were made possible by utilizing one- (1D) and two-dimensional (2D) NMR techniques. In addition, UV-Visible and IR spectroscopies, and elemental analysis were used to fully characterize the product synthesized by the one-step reaction between nicotinoyl chloride hydrochloride and 2-amino-1,3,4-thiadiazole. Computational parameters related to blood-brain barrier permeability are also presented.
authors.affiliation: Texas Christian University, Box 299860, Fort Worth, TX 76129, USA.
authors.forename: Marianne E
authors.initials: ME
authors.lastname: Burnett
authors.affiliation: Texas Christian University, Box 299860, Fort Worth, TX 76129, USA.
authors.forename: Hannah M
authors.initials: HM
authors.lastname: Johnston
authors.affiliation: Texas Christian University, Box 299860, Fort Worth, TX 76129, USA.
authors.forename: Kayla N
authors.initials: KN
authors.lastname: Green
keywords: NMR analysis; TGN-020; aquaporin inhibitor; blood–brain barrier permeability; computational chemistry; crystal structure; membrane permeation; nicotinamide; thiadiazole