87641-61-0Relevant academic research and scientific papers
Design, synthesis, and structure-activity relationships of 3,4,5-trisubstituted 4,5-dihydro-1,2,4-oxadiazoles as TGR5 agonists
Zhu, Junjie,Ye, Yangliang,Ning, Mengmeng,Mandi, Attila,Feng, Ying,Zou, Qingan,Kurtan, Tibor,Leng, Ying,Shen, Jianhua
, p. 1210 - 1223 (2013)
Given its role in the mediation of energy and glucose homeostasis, the G-protein-coupled bile acid receptor1 (TGR5) is considered a potential target for the treatment of type2 diabetes mellitus and other metabolic disorders. By thorough analysis of diverse structures of published TGR5 agonists, a hypothetical ligand-based pharmacophore model was built, and a new class of potent TGR5 agonists, based on the novel 3,4,5-trisubstituted 4,5-dihydro-1,2,4-oxadiazole core, was discovered by rational design. Three distinct synthetic methods for constructing 4,5-dihydro-1,2,4-oxadiazoles and extensive structure-activity relationship studies are reported herein. Compound (R)-54n, the structure of which was determined by single-crystal X-ray diffraction and quantum chemical solid-state TDDFT-ECD calculations, showed the best potency, with an EC50 value of 1.4nM toward hTGR5. Its favorable properties invitro warrant further investigation.
Alumina sulfuric acid mediated solvent-free and one-step Beckmann rearrangement of ketones and aldehydes and a useful reagent for synthesis of keto- and ald-oximes
Hosseini-Sarvari, Mona,Sharghi, Hashem
, p. 205 - 208 (2007/10/03)
Under solvent-free conditions, one-step Beckmann rearrangement of a variety of ketones and aldehydes could proceed in the presence of alumina sulfuric acid (ASA). The ASA reagent can also be used for the preparation of keto- and ald-oximes.
