1448-40-4Relevant articles and documents
Design and synthesis of tetrahydropyridopyrimidine derivatives as dual GPR119 and DPP-4 modulators
Fang, Yuanying,Zhang, Shaokun,Wu, Wenting,Liu, Yanhua,Yang, Juan,Li, Yuyuan,Li, Min,Dong, Huanhuan,Jin, Yi,Liu, Ronghua,Yang, Zunhua
, (2019/11/13)
Based on the approach of merged pharmacophores of GPR119 agonists and DPP-4 inhibitors, a series of tetrahydropyridopyrimidine compounds were designed as dual GPR119 and DPP-4 modulators with hypoglycemic activity. Seven fragments extracted from DPP-4 inhibitors were hybridized with the scaffold of tetrahydropyridopyrimidine. Among them, compound 51 displayed most potent GPR119 agonistic activity (EC50 = 8.7 nM) and good inhibition rate of 74.5% against DPP-4 at 10 μM. Furthermore, the blood glucose AUC0-2h of 51 was reduced to 19.5% in the oral glucose tolerance test (oGTT) at the dose of 30 mg/kg in C57BL/6N mice, which was more potent than that of vildagliptin (16.4%) at the same dose. The docking study of compound 51 with DPP-4 indicated GPR119 agonists could inhibit DPP-4 to serve as dual GPR119 and DPP-4 modulators.
Tetrahydropyridine (THP) ring expansion under the action of activated terminal alkynes. The first synthesis and X-ray crystal structure of tetrahydropyrimido[4,5-d]azocines
Voskressensky, Leonid G.,Borisova, Tatiana N.,Kostenev, Innokenti S.,Kulikova, Larisa N.,Varlamov, Alexey V.
, p. 999 - 1001 (2007/10/03)
Tetrahydropyridopyrimidines (THPPm) 1-3 underwent tandem cleavage-cyclization piperidine ring enlargement under the action of terminal activated alkynes to produce tetrahydropyrimido[4,5-d]azocines 4-7 in good preparative yields. The latter compounds are representatives of a new heterocyclic system.
Dehydrogenation of 6-Azaquinazoline Derivatives. Formation of Unexpected Quinonediimine Intermediates
Huber, Imre,Fueloep, Ferenc,Lazar, Janos,Bernath, Gabor,Toth, Gabor
, p. 157 - 162 (2007/10/02)
2,6-Disubstituted 5,6,7,8-tetrahydropyridopyrimidin-4(3H)-one (6-azaquinazoline) derivatives 7a-e were synthesized from N-substituted 3-methoxycarbonyl-4-piperidones 5a, b and amidines 6a-c.Compounds 7a-d and the debenzylated derivatives 8a-c under