Design, synthesis and biological evaluation of a series of novel GPR40 agonists containing nitrogen heterocyclic rings was written by Sun, Zhaozhu;Zhou, Tian;Pan, Xuan;Yang, Ying;Huan, Yi;Xiao, Zhiyan;Shen, Zhufang;Liu, Zhanzhu. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2018.COA of Formula: C14H18BrNO2 This article mentions the following:
A novel series of GPR40 agonists is designed by introducing nitrogen-containing heterocyclic ring at the terminal Ph ring of TAK-875 (I) with the aim of decreasing its lipophilicity. Three different β-substituted phenylpropionic acids were investigated as the acidic components. A total of 34 compounds have been synthesized, among which, compound II exhibited comparable GPR40 agonistic activity in vitro with TAK-875 and relatively lower lipophilicity through calculation (II: EC50 = 1.2 μM, cLogP = 1.3; TAK-875: EC50 = 5.1 μM, cLogP = 3.4). Moreover, compound II was able to enhance the insulin secretion of primary islets isolated from normal ICR mice and showed no obvious inhibition against cytochromes P 450 in vitro. In vivo, compound II exhibited efficacy in oral glucose tolerance test (oGTT) in normal ICR mice. In the experiment, the researchers used many compounds, for example, tert-Butyl 5-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate (cas: 215184-78-4COA of Formula: C14H18BrNO2).
tert-Butyl 5-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate (cas: 215184-78-4) belongs to tetrahydroisoquinoline derivatives. Tetrahydroisoquinoline motif is often present in natural products with a broad range of biological and pharmacological activities. The dopamine-derived tetrahydroisoquinolines (TIQ) synthesized endogeneously from aldehydes and catecholamines have shown to modulate neurotransmission, central metabolism and motor activity.COA of Formula: C14H18BrNO2
Referemce:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem