Benzopyran derivatives

C - Chemistry – Metallurgy – 07 – D

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C07D 405/04 (2006.01) A61K 31/40 (2006.01) A61K 31/44 (2006.01)

Patent

CA 2077098

Compounds of the Formula: (see formula I) wherein: R1 and R2 are independently hydrogen or lower alkyl, or when taken together with the carbon to which they are attached are cycloalkyl of 3 to 8 carbon atoms; R3 is hydrogen, halo, fluoro lower alkyl, cyano, or nitro; R4 is (see formula II, III or IV) R5 and R6 are independently hydrogen or lower alkyl; and R7 is -NR8R9; wherein: R8 is hydrogen; lower alkyl; lower alkoxy; hydroxy; or hydroxy lower alkyl; and R9 is hydrogen; lower alkyl; hydroxy lower alkyl; -SO2R10; -CO2R10; -C(O)NR11R12; -C(S)NR11R12; or -C(O)R12; wherein R10 is lower alkyl; R11 is hydrogen or lower alkyl; and R12 is hydrogen, lower alkyl, or fluoro lower alkyl; with the proviso that R5 and R9 cannot both be hydrogen; and the pharmaceutically acceptable salts thereof. The compounds and salts exhibit useful pharmacological properties, including potassium channel activating properties and 5-lipoxygenase inhibiting properties, and in particular are useful as smooth muscle relaxants and bronchodilators.

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