Synthesis and potential antiallergic activity of new pteridinones and related compounds

Methyl 7-hydroxy-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropteridine-6-carboxylate–dimethyl sulfoxide (1/1) forms chains containing O—H...O and C—H...O hydrogen bonds and aromatic π–π-stacking interactions

“…Synthetic analogues of naturally occurring polyaza-heteroaromatic compounds, such as pteridines, are of considerable interest because of their extensive pharmaceutical potential, for example, as inhibitors of folic acid biosynthesis (Lang et al, 1995) and their action as antiallergic (Ferrand et al, 1996), antihelminthic (Ochoa et al, 1996), anti-in¯ammatory (Cottam et al, 1996) and antiviral agents (Molina et al, 1999). We report here the structure of one such synthetic pteridine, methyl 7-hydroxy-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropteridine-6-carboxylate, (1), which is a useful intermediate for the synthesis of folic acid analogues (Molina et al, 1999) and which crystallizes from dimethyl sulfoxide (DMSO) solution as the monosolvate, i.e.…”

Recent Progress on Copper-Catalyzed C–C Bond Formation via C(sp2)–H Insertions Using Diazo and Related Compounds

“…Azaheterocycles are recognized as a crucial structural element in medicinal chemistry. They are also frequently present in biomolecules, including vitamins, enzymes, natural products, and biologically active compounds demonstrating antibacterial, 35` b c anticonvulsant, 36 antifungal, 37a–c anti-allergic, 38` b herbicidal, 39a b and anticancer 40` b c properties. Therefore, the functionalization of nitrogen-containing heterocyclic compounds is very important.…”

Synthesis and Antibacterial Activity of a New Series of 2,3,5,7-Substituted-pyrido[2,3-d]pyrimidin-4(3H)-one Derivatives

“…29) Pyrido [2,3-d]pyrimidines were prepared by reaction of 2-aminonicotinamide and triethylorthoformate. [30][31][32][33] In this note we are reporting facile synthesis and antibacterial activity of N-substituted pyrido [2,3-d]pyrimidines. The reaction of 2-amino-N,6-substituted phenyl-4-(trifluoromethyl or methyl)nicotinamides 5 with triethylorthoacetate or triethylorthopropionate in the presence of catalytic amounts of glacial acetic acid gave 2,3,7-substituted-5-(trifluromethyl or methyl)pyrido [2,3-d]pyrimidin-4(3H)-ones 7a-p in good yields (Chart 3).…”