El-Sharkawy K.A.AlBratty M.M.Alhazmi H.A.Department of Pharmaceutical ChemistryCollege of pharmacyJazan UniversityJazan45142Saudi Arabia; Department of ChemistryFaculty of BiotechnologyOctober University for Modern Sciences and Arts(MSA)Egypt2020-01-092020-01-09201819848250https://doi.org/10.1590/s2175-97902018000400153PubMedIDhttps://t.ly/germmScopusPyrimidine derivative 3 was afforded through the reaction of compound (1) with 5-ureidohydantion (2). Product 3 underwent a cyclization to produce fused pyrimidine derivative 7, although the latter product 7 was synthesized through one step via the reaction of compound (1) with 5-ureidohydantion (2) using another catalyst. Compound 3 was oriented to react with cyclic ketones 8a,b in the presence of elemental sulfur, salicylaldehyde (10), aryldiazonium chlorides 12a,b and ?-bromo-4-methoxy- acetophenone (14), which afforded, fused thiophene derivatives 9a,b, coumarin derivative 11, arylhdrazono derivatives 13a,b and 4-methoxyphenyl butenyl derivative 15, respectively. The latter product 15 was reacted with either potassium cyanide (16a) or potassium thiocyanide (16b) to form cyano and thiocyano derivatives 17a,b, respectively. Compound 17a underwent further cyclization to afford pyridopyrimidine derivative 19. Compound 15 was reacted with either hydrazine (20a) or phenylhydrazine (20b) to produce hydrazo derivatives 21a,b and these products were cyclize to produce pyrrole derivatives 23a,b. Finally, 5-ureidohydantion (2) was reacted with compounds 24a,b,c to afford pyrimidine derivatives 25a,b,c. The structures of the synthesized compounds were confirmed using IR, 1H NMR, 13C NMR and mass spectrometry techniques. Compounds 11 and 19 have promising as analgesic and antipyretic activities. � 2019, Faculdade de Ciencias Farmaceuticas (Biblioteca). All rights reserved.EnglishOctober University for Modern Sciences and Artsجامعة أكتوبر للعلوم الحديثة والآدابUniversity of Modern Sciences and ArtsMSA UniversityAnalgesicAntipyretic and anti-inflammatory agentsCoumarinPyridinePyrimidine derivativePyrroleThiophene2 ((4,6 diamino 1 (2,5 dioxo imidazol idin 4 yl) 2 oxo 1,2 dihydropyrimidin 5 yl) (imino) methyl) 3 (4 methoxy phenyl) 4 (2 phenyl hydrazinyl)but 2 enenitrile2 ((4,6 diamino 1 (2,5 dioxo imidazolidin 4 yl) 2 oxo 1,2 dihydropyrimidin 5 yl) (imino) methyl) 4 hydrazinyl 3 (4 methoxyphenyl)but 2 enenitrile2 (4,6 diamino 1 (2,5 dioxo imidazolidin 4 yl) 2 oxo1,2 dihydropyrimidin 5 yl) 2 imino N� phenylacetohydrazonoylcyanide3 (4,6 diamino 1 (2,5 dioxoimidazolidin 4 yl) 2 oxo 1,2 dihydropyrimidin 5 yl) 3 iminopropanenitrile4 bromo 2 ((4,6 diamino 1 (2,5 dioxo imidazolidin 4 yl) 2 oxo 1,2 dihydropyrimidin 5 yl) (imino) methyl) 3 (4 methoxyphenyl)but 2 enenitrile5 (4 amino 5 (2 (4 chlorophenyl)hydrazono) 6 imino 2 oxo 5,6 dihydro pyrimidin 1(2h) yl)imidazolidine 2,4 dione5 (4 amino 6 imino 2 oxo 5 (1 phenylethylidene) 5,6 dihydropyrimidin 1(2h) yl)imidazolidine 2,4 dione5 (4 amino 6 imino 2 oxo 5 (2 phenylhydrazono 5,6 dihydropyrimidin 1(2h) yl) imidazol idine 2,4 dione5 (4,5,7 triamino 2 oxopyrido [2,3 d]pyrimidin 3(2h) yl)imidazolidine 2,4 dione5 (4,6 diamino 5 ((1,2 diamino 4 (4 methoxyphenyl) 1h pyrrol 3 yl) (imino)methyl) 2 oxopyrimidin 1(2h) yl)imidazolidine 2,4 dione5 (4,6 diamino 5 ((2 amino 4 (4 methoxyphenyl) 1 (phenylamino) 1hpyrrol 3 yl)(imino)methyl) 2 oxopyrimidin 1(2h) yl)imidazolidine 2,4 dione5 (4,6 diamino 5 ((2 amino 4,5,6,7 tetrahydrobenzo[b]thiophen 3 yl(imino) methyl) 2 oxopyrimidin 1(2h)yl) imidazolidine 2,4 dione5 (4,6 diamino 5 ((2 amino 5,6 dihydro 4hcyclopenta[b]thiophen 3 yl)(imino)methyl) 2 oxopyrimidin 1(2h) yl) imidazolidine 2,4 dione5 (4,6 diamino 5 (imino(2 oxo 2h chromen 3 yl)methyl) 2 oxopyrimidin 1(2h) yl)imidazolidine 2,4 dionecoumarin derivativeN� (4 chlorophenyl) 2 (4,6 diamino 1 (2,5 dioxo imidazolidin 4 yl 2 oxo 1,2 dihydropyrimidin 5 yl) 2 iminoaceto hydrazonoylcyanideparacetamolpyridine derivativepyrimidine derivativepyrrole derivativethiophene derivativeunclassified druganalgesic activityanimal experimentanimal modelantiinflammatory activityantipyretic activityArticlecarbon nuclear magnetic resonancecontrolled studyexperimental paw edemainfrared spectroscopymass spectrometrymousenonhumanproton nuclear magnetic resonancerattail flick testArticlehttps://doi.org/10.1590/s2175-97902018000400153PubMedID