Synthesis of pyridazine and thiazole analogs as SGLT2 inhibitors.

Article Details

Citation

Kang SY, Song KS, Lee J, Lee SH, Lee J

Synthesis of pyridazine and thiazole analogs as SGLT2 inhibitors.

Bioorg Med Chem. 2010 Aug 15;18(16):6069-79. doi: 10.1016/j.bmc.2010.06.076. Epub 2010 Jun 25.

PubMed ID
20637636 [ View in PubMed
]
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.

DrugBank Data that Cites this Article

Binding Properties
DrugTargetPropertyMeasurementpHTemperature (°C)
DapagliflozinSodium/glucose cotransporter 2IC 50 (nM)0.49N/AN/ADetails