Crawley, Graham C. published the artcileChiral Dioxolane Inhibitors of Leukotriene Biosynthesis: Structure-Activity Relationships and Syntheses Using Asymmetric Dihydroxylation, Recommanded Product: 2-(Methylthio)thiazole, the publication is Journal of Medicinal Chemistry (1995), 38(20), 3951-6, database is CAplus and MEDLINE.
1,3-Dioxolanes have been described as chiral inhibitors of 5-lipoxygenase (5LO). In the present work, this series has been developed further to provide agents which showed comparable or superior potency in vivo to ZD2138, a methoxytetrahydropyran inhibitor of 5LO, which is currently undergoing clin. evaluation. An asym. synthesis was developed of these dioxolanes based on asym. dihydroxylation. (S)-N-Methyl-4′-[[4-(2,2,4-trimethyl-1,3-dioxolan-4-yl)thien-2-yl]thio]acetanilide [(S)-I] inhibited leukotriene B4 (LTB4) synthesis in A23187-stimulated human whole blood in vitro with IC50 0.039 μM, 25-fold more potent than (R)-I. In vivo, (S)-I inhibited LTB4 synthesis by 70% in zymosan-inflamed air pouch exudate in rat 10 h after an oral dose of 1.5 mg/kg. Structure-activity relationship considerations suggested that the dioxolane and methoxytetrahydropyran series are related, a conclusion which can be supported by mol. modeling.
Journal of Medicinal Chemistry published new progress about 5053-24-7. 5053-24-7 belongs to thiazole, auxiliary class Thiazole,sulfides, name is 2-(Methylthio)thiazole, and the molecular formula is C4H5NS2, Recommanded Product: 2-(Methylthio)thiazole.
Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica