Pyranopyridines having antihypertensive activity

Details Pyranopyridines having antihypertensive activity Pyranopyridines having antihypertensive activity

C - Chemistry, Metallurgy

07

D

167/211, 260/266

C07D 491/052 (2006.01) A61K 31/435 (2006.01) C07D 491/04 (2006.01) C07D 491/10 (2006.01) C07D 491/14 (2006.01)

Patent

CA 1301759

Abstract A compound of formula (I) or a pharmaceutically acceptable salt thereof: Image (I) wherein: one of R1 and R2 is hydrogen or C1-4 alkyl and the other is C1-4 alkyl or R1 and R2 together are C2-5 polymethylene; either R3 is hydrogen, hydroxy, C1-6 alkoxy or C1-7 acyloxy and R4 is hydrogen or R3 and R4 together are a bond; R5 is hydrogen; C1-6 alkyl optionally substituted by up to three halo atoms, by hydroxy, C1-6 alkoxy, C1-6 alkoxycarbonyl, carboxy or amino optionally substituted by one or two independent C1-6 alkyl groups or disubstituted by C4-5 polymethylene; C2-6 alkenyl; amino optionally substituted by a C1-6 alkyl or C1-6 alkenyl group or by a C1-6 alkanoyl group optionally substituted by up to three halo atoms, by a phenyl group optionally substituted by C1-6 alkyl, C1-6 alkoxy or halogen; or aryl or heteroaryl, either being optionally substituted by one or more groups or atoms selected from the class of C1-6 alkyl, C1-6 alkoxy, hydroxy, halogen, trifluoromethyl, nitro, cyano, C1-12 carboxylic acyl, or amino or aminocarbonyl optionally - 2 - substituted by one or two C1-6 alkyl groups: or (when X is 0), R5 is selected from the class of carboxy, C1-6 alkoxycarbonyl, or aminocarbonyl optionally substituted by one or two C1-6 alkyl groups; and R6 is hydrogen or C1-6 alkyl; or R5 and R6 together are -CH2-(CH2)n-Z-(CH2)m- wherein m and n are 0 to 2 such that m + n is 1 or 2 and Z is CH2, O, S or NR wherein R is hydrogen, C1-9 alkyl, C2-7 alkanoyl, phenyl C1-4-alkyl, naphthylcarbonyl, phenylcarbonyl or benzyl-carbonyl optionally substituted in the phenyl or naphthyl ring by one or two of C1-6 alkyl, C1-6 alkoxy or halogen; or R is heteroarylcarbonyl; or halogen, or aryl or heteroaryl, either being optionally substituted by one or more groups or atoms X is oxygen or sulphur; or R5, R6, X and N together are tetrahydroisoquinolinone or tetrahydroisoquinolin-thione optionally substituted in the phenyl ring as defined for R above; the nitrogen-containing group in the 4-position being trans to the R3 group when R3 is hydroxy, C1-6 alkoxy or C1-7 acyloxy; having pharmacological activity, including blood pressure lowering activity, a process and intermediates for their preparation and their use as pharmaceuticals.

511029

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