20.500.12556/RUL-179665 By chance, not design a new furosemide derivative from zinc(ii) complex studies Furosemide, a sulfonamide-based diuretic, may also be of interest as a ligand capable of binding to metal ions. Our studies of zinc(II) coordination chemistry with furosemide in organic solvents resulted in a crystalline precipitate. Initial characterization was challenging because single crystals were of insufficient quality for an unambiguous structural determination. X-ray analysis confirmed a four-coordinate zinc(II) complex with two deprotonated furosemides (fur$^–$) bound in a monodentate manner and two simple monodentate ligands. Complementary techniques, i.e., infrared spectroscopy, NMR spectroscopy, and thermal analysis, revealed their identity as ammonia, generated in situ from acetonitrile hydrolysis. The composition of the product is thus [Zn(fur)$_2$(NH$_3$)$_2$]·(CH$_3$CH$_2$)$_2$O (1). Although our attempt to prepare better-diffracting crystals was unsuccessful, it led to the serendipitous discovery of a new furosemide derivative, labeled 2. The derivative features two structural modifications compared to the parent furosemide, namely, ester and amidine functionalities. Single-crystal analysis of 2 showed the esterification of the carboxyl group with methanol and nucleophilic addition of the sulfonamide NH$_2$ group to the triple bond of acetonitrile, used as a solvent. These results expand the structural chemistry of furosemide and demonstrate its capacity to undergo unprecedented transformations in zinc(II)-mediated systems. furosemide amidine zinc(II) coordination chemistry crystal structure furosemid amidin cink(II) koordinacijska kemija kristalna struktura true false true Angleški jezik Slovenski jezik Članek v reviji 2026-02-19 11:24:53 2026-02-19 11:24:55 2026-02-21 03:51:51 0000-00-00 00:00:00 2026 0 0 Str. 10614-10619 iss. 6 Vol. 11 17 Feb. 2026 0000-00-00 Zaloznikova Objavljeno NiDoloceno 0000-00-00 0000-00-00 0000-00-00 546.47 2470-1343 10.1021/acsomega.5c12211 268883459 RAZ_Podjed_Rihtarsic_Nina_2026.pdf RAZ_Podjed_Rihtarsic_Nina_2026.pdf 1 F2C3A62E1D80B5FFB2184EAB2576F787 d424916fa15a575062faab7402fdc87325e94b9774ec1df7aae41ddd87d13010 81186b25-0d7d-11f1-a1ba-0050569b8976 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=228425 https://pubs.acs.org/doi/10.1021/acsomega.5c12211 1 fc17c398-0d7c-11f1-a1ba-0050569b8976 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=228424 Fakulteta za kemijo in kemijsko tehnologijo 0 0 0