2- and 5-alkyl and phenyl substituted 4-(1-hydroxy,...

C - Chemistry – Metallurgy – 07 – D

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C07D 307/60 (2006.01) C07F 7/08 (2006.01) C07F 9/655 (2006.01)

Patent

CA 2109064

2109064 9219610 PCTABS00017 Novel anti-inflammatory furanone compounds have formula (1) where R1 independently is H, phenyl, C1-C6 alkyl substituted phenyl, halogen substituted phenyl, or alkyl of 1 to 6 carbons and n is an integer having the values of 1 or 2, and where when n is 1 the R1 group is attached either to the 3 or to the 5 position of the 2-furanone, when n is 2 then R1 is attached to both the 3 and 5 positions, with the proviso that when n is 1 then R1 is not H; Y1 is H, alkyl of 1 to 20 carbons, phenyl C1-C20 alkyl, C1-C20 alkenyl containing one or more olephinic bonds, PO(OH)2, PO(OH)OR2, PO(OH)R2, PO(OR2)2, where R2 is independently alkyl of 1 to 20 carbons, phenyl, or halogen substituted phenyl or C1-C6 alkyl substituted phenyl, further Y1 is CO-R3, CO-OR3, CONHR3, SO2R3, SO2NHR3, (CH2)p-O-R3, or (CH2)p-O-(CH2)m-O-R3, where p, and m, are integers and are independently 1 to 20 and R3 is H, C1-C20 alkyl, C1-C20 alkenyl containing one or more olephinic bonds, phenyl, halogen substituted phenyl or C1-C6 alkyl substituted phenyl, with the proviso that when Y1 is CO-R3, CO-OR3, and CONHR3 then R3 is not hydrogen; Y2 is H, an alkyl group of 1 to 25 carbons, phenyl, naphthyl, phenyl(C1-C20)alkyl-, naphthyl(C1-C20)alkyl-, halogen substituted phenyl, C1-C6 alkyl substituted phenyl, halogen substituted naphthyl, C1-C6 substituted naphthyl; Y3 is H, alkyl of 1 to 20 carbons, CO-R4, CO-O-R4, CO-NH-R4, PO(OR4)2 or PO(OR4)R4, where R4 independently is H, alkyl of 1 to 20 carbons, phenyl, or halogen substituted phenyl or C1-C6 alkyl substituted phenyl.

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