Synthesis and Evaluation as NOP Ligands of Some Spiro[piperidine-4,2'(1'H)-quinazolin]-4'(3'H)-ones and Spiro[piperidine-4,5'(6'H)-[1,2,4]triazolo[1,5-c]quinazolines]

Synthesis of 2-aryl substituted 2,3-dihydroquinazoline-4(1H)-ones under solvent free conditions using ionic liquid as a mild and efficient catalyst

“…The combined organic layer was evaporated under vacuum pressure and the resulting crude product was purified by column chromatography with ethyl acetate in hexane as eluent which afforded the desired product. The products were identified by 1 H NMR, 13 C NMR and LC/MS, showed good agreement with the assigned structures. (Table 1 .64-6.69 (t, 1H, J = 7.5 Hz, CH-NH-), 5.76 (s, 1H, NH), 2.27 (s, 3H, CH3-CO-O-).…”

“…These are widely used in biological and pharmaceutical activities [1]. The quinazolinones display wide range of biological activities such as antitumor [2,3], antidefibrillatory [4], antidepressant [5], analgesic [6], diuretic [7], antihistamine [8], vasodilating [9], antihypertensive [10], CNS stimulant [11], tranquilizing [12] and antianxietic [13]. Some representative drug molecules having quinazoline skeleton are shown in Figure 1.…”

Hydrolytic cleavage of the pyrimidine ring in 2-aryl-[1,2,4]triazole[1,5-c]quinazolines: physico-chemical properties and the hypoglycemic activity of the compounds synthesized

“…It has been noted that cleavage of the pyridine cycle of 2-aryl-[1,2,4]triazolo[1,5-c]quinazoline is insufficiently known in spite of potentially bioactive products of this transformation. In addition, products of the reactions mentioned may take a worth place in the process of development of approaches for forming new heterocyclic systems and drug discovery [2,8,13,18,19, 23,24].Moreover, we found reports where the hypoglycemic activity of derivatives of 1,2,4-triazole were described. Thus, A.K.Mohammed Iqbal and co-authors discussed in their research the hypoglycemic and hypolipidemic action of novel compounds, which molecules contained the thiazolidone fragment attached to the triazole cycle via phenoxyethenthiol "linker" groups [14].…”

“…It has been noted that cleavage of the pyridine cycle of 2-aryl- [1,2,4]triazolo [1,5-c]quinazoline is insufficiently known in spite of potentially bioactive products of this transformation. In addition, products of the reactions mentioned may take a worth place in the process of development of approaches for forming new heterocyclic systems and drug discovery [2,8,13,18,19,23,24].…”

2-(Azolyl)anilines: methods of synthesis, cyclocondensations, and biological properties

“…Thus, 2-(4,5-dihydro-1H-imidazol-2-yl)aniline (43) was synthesized in xylene with the yield of 93%. phenyl]amine (48) and its regioisomer 2-(2H-indazol-2-yl)-aniline (49). It is important to note that structure of the starting aniline significantly affected the ratio of isomers.…”