5h-pyrano[2,3-d:6,5-d']dipyrimidine derivatives having an...

C - Chemistry – Metallurgy – 07 – D

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C07D 491/147 (2006.01) A61K 31/505 (2006.01) A61K 31/519 (2006.01) C07D 239/28 (2006.01) C07D 309/32 (2006.01) C07D 491/14 (2006.01)

Patent

CA 2310398

The present invention relates to the production of new substances having an antibacterial, antiviral, immuno-modulating and anti-tumoral activity. This invention more precisely relates to the synthesis of 5H- pyrano[2,3-d:6,5-d']dipyrimidine derivatives of general formula (I) where R1 represents a hydroxy group, a mercapto group or halogen, R2 represents a hydroxy group, an alkoxy group or halogen and R3 is hydrogen or aryl. In the preferred embodiments of the above-mentioned substances, the following conditions are observed: when R1=R2=OH, R3=4-O2NC6H4 (I); when R1=R2=Cl, R3=C6H5 (II); when R1=R2=OH, R3=4-IC6H4 (III); when R1=R2=OH, R3=H (IV); when R1=OH, R2=OCH3 and R3=4-O2NC64 (V); when R1=R2=OH, R3=4-ClC6H4 (VI); when R1=R2=OH, R3=4-BrC6H4 (VII); when R1=SH, R2=OH and R3=4-ClC6H4 (VIII); and when R1=SH, R2=OH and R3=4-O2NC6H4 (IX).

Cette invention concerne la production de nouvelles substances ayant une action antibactérienne, antivirale, immuno-modulatrice et anti-tumorale. Cette invention concerne plus précisément la synthèse de dérivés de 5H-pyrano[2,3-d:6,5-d']dipyrimidine correspondant à la formule générale (I) où R<1> est choisi dans l'ensemble comprenant un groupe hydroxy, un groupe mercapto ou halogène. R<2> est choisi dans l'ensemble comprenant un groupe hydroxy, un groupe alcoxy ou halogène, tandis que R<3> représente hydrogène ou aryle. Dans les modes de réalisation préférés de ces substances, on observe les conditions suivantes: lorsque R<1>=R<2>=OH, R<3>=4-O2NC6H4 (I); lorsque R<1>=R<2>=Cl, R<3>=C6H5 (II); lorsque R<1>=R<2>=OH, R<3>=4-IC6H4 (III); lorsque R<1>=R<2>=OH, R<3>=H (IV); lorsque R<1>=OH, R<2>=OCH3 et R<3>=4-O2NC6H4 (V); lorsque R<1>=R<2>=OH, R<3>=4-ClC6H4 (VI); lorsque R<1>=R<2>=OH, R<3>=4-BrC6H4 (VII); lorsque R<1>=SH, R<2>=OH et R<3>=4-ClC6H4 (VIII); et enfin, lorsque R<1>=SH, R<2>=OH et R<3>=4-O2NC6H4 (IX).

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