title: Synthesis of pyridazine and thiazole analogs as SGLT2 inhibitors.
abstract: With anticipation of the improvement in biological aspects in our SGLT2 program, novel pyridazinyl and thiazolyl analogs were designed and efficiently synthesized. The installation of the pyridazine ring at the anomeric carbon of d-glucopyranose was carried out in a stereoselective fashion. On the other hand, a series of thiazolyl analogs was also synthesized through a coupling reaction between perbenzyl gluconolactone 9 and 2-lithiothiazole. Biological activities of the compounds thus prepared were evaluated by the in vitro SGLT2 inhibition assay. Considering assay results, the novel benzylpyridazinyl and benzylthiazolyl analogs, disclosed in this article, could be a quick reference to prospective SGLT2 inhibitors useful for pharmacotherapy.
authors.affiliation: Research Center, Green Cross Corporation, Yongin, Gyeonggi-Do 446-770, Republic of Korea.
authors.forename: Suk Youn
authors.initials: SY
authors.lastname: Kang
authors.forename: Kwang-Seop
authors.initials: KS
authors.lastname: Song
authors.forename: Junwon
authors.initials: J
authors.lastname: Lee
authors.forename: Sung-Han
authors.initials: SH
authors.lastname: Lee
authors.forename: Jinhwa
authors.initials: J
authors.lastname: Lee
mesh_terms: D006801:Humans; D011724:Pyridazines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D051297:Sodium-Glucose Transporter 2 / Q000378:metabolism*; D000077203:Sodium-Glucose Transporter 2 Inhibitors; D013329:Structure-Activity Relationship; D013844:Thiazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*
chemical_list: D011724:Pyridazines; D051297:Sodium-Glucose Transporter 2; D000077203:Sodium-Glucose Transporter 2 Inhibitors; D013844:Thiazoles; C062482:pyridazine