Leukotriene antagonists

C - Chemistry – Metallurgy – 07 – C

Patent

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C07C 323/56 (2006.01) A61K 31/19 (2006.01) C07C 45/29 (2006.01) C07C 45/44 (2006.01) C07C 45/56 (2006.01) C07C 45/62 (2006.01) C07C 45/67 (2006.01) C07C 45/68 (2006.01) C07C 45/71 (2006.01) C07C 47/542 (2006.01) C07C 47/546 (2006.01) C07C 47/548 (2006.01) C07C 47/55 (2006.01) C07C 47/575 (2006.01) C07D 233/84 (2006.01) C07D 233/90 (2006.01) C07D 257/04 (2006.01) C07D 303/40 (2006.01) C07D 303/48 (2006.01) C07D 307/38 (2006.01) C07D 307/54 (2006.01) C07D 309/30 (2006.01)

Patent

CA 1276937

ABSTRACT The compounds represented by the following structural formula (I) Image (I) wherein R1 is C8 to C13 alkyl, C7 to C12 alkoxy, C7 to C12 thioalkyl, C10 to C12 1-alkynyl, 10-unde- cynyloxy, 11-dodecynyl, phenyl-C4 to C10 alkyl, phenyl-C3 to C9 alkoxy, phenylthio-C3 to C9 alkyl with the phenyl optionally mono substituted with bromo, chloro, trifluoromethyl, methoxy, methylthio or trifluoro- methylthio, furyl-C4 to C10 alkyl, trifluoromethyl-C7 to C12 alkyl or cyclohexyl-C4 to C10 alkyl; R2 is hydrogen, bromo, chloro, methyl, trifluoromethyl, hydroxy, methoxy or nitro; or Rl is hydrogen and R2 is C8 to C13 alkyl, C7 to C12 alkoxy, C7 to C12 thioalkyl, C10 to C12 1-alkynyl, 10-unde- cynyloxy, 11-dodecynyl, phenyl-C4 to C10 alkyl, phenyl-C3 to C9 alkoxy, phenylthio-C3 to C9 alkyl with the phenyl optionally mono substituted with bromo, chloro, trifluoromethyl, methoxy, methylthio or trifluoro- methylthio, furyl-C4 to C10 alkyl, trifluoromethyl-C7 to C12 alkyl or cyclohexyl-C4 to C10 alkyl; Y is COR3, Image or (CH2)0-1-C-tetrazolyl; R3 is hydroxy or amino; R4 is hydrogen, methyl, methoxy, fluoro or hydroxy; m is 0, 1 or 2; R is Image , CH(CO2H)CH2CO2H, CH2CH2Z or; Image ; n is 0, 1 or 2; R5 is hydrogen, amino, or NHCOCH2CH2CH(NH2)CO2H; R6 is hydroxy, amino or NHCH2CO2H; Z is SO3H, SO2NH2 or CN; R7 is hydrogen, C1 to C4 alkyl or C3 to C4 alkenyl; R8 is hydrogen, C1 to C4 alkyl, carboxyl or carboxamido, or (CH2)pCO2H, wherein p is 1 or 2, when R7 and R9 are hydrogen or C1 to C4 alkyl; and R9 is hydrogen, C1 to C4 alkyl or CH2CO2H, with the proviso that when n is 0, R5 is hydrogen and further that R7, R8 and R9 are not all hydrogen; or a pharmaceutically acceptable salt thereof are leukotriene antagonists and are useful in the treatment of diseases in which leukotrienes are a factor, such as asthma.

506607

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