| abstract |
Benzopyranol derivatives of the formula wherein A is -C≡C-R⁶, -CH₂CH₂-R⁷ or and R¹ is hydrogen or lower alkanoyl, R², R³ and R⁴ are hydrogen or lower-alkyl, R⁵ lower-alkyl, R⁶ and R⁷ is a heteroaromatic radical or an aromatic radical from the group of phenyl, naphthyl or phenanthryl, where such an aromatic radical R⁶ or R⁷ may be unsubstituted or substituted by one or more radicals Z⁶ or Z⁷, Z⁶ phenyl-lower-alkoxy, hydroxyimino-lower-alkyl or a group Z, Z⁷ phenyl-C₂₋₇-alkoxy or a group Z, Z, Cl, F, lower alkyl, lower alkoxy, lower alkanoyl, lower alkanoyloxy, hydroxy lower alkyl, COOH, lower alkoxycarbonyl, NH₂, amino lower alkyl, mono- or di-lower alkylamino , Mono- or di-lower-alkylamino-lower-alkyl, lower-alkanoylamino, CONH₂, mono- or di-lower-alkylcarbamoyl, trifluoroacetylamino, CF₃, OH or pyridyl; or Z with two adjacent carbon atoms, the grouping -OCH₂CH₂N (R˝) - or -OCH₂CON (R ‴) - forms, R˝ is H, lower alkanoyl or trifluoroacetyl, R ‴ H or lower alkyl, R⁸, R⁹ and R¹⁰ are H, OH, lower alkyl, lower alkoxy, hydroxy lower alkyl, F, Cl or lower alkanoyl but not more than one of R⁸, R⁹ or R¹⁰ OH, lower alkoxy, hydroxy lower -alkyl, F, Cl or lower alkanoyl, and Y is CH or N, and salts thereof.n n n The compounds of formula I are effective as inhibitors of 5-lipoxygenase and lipid peroxidation. They are therefore of value in the treatment of diseases caused by excessive oxidative metabolism of arachidonic acid via 5-lipoxygenase, as well as in the treatment of inflammations, arthritis, allergies, asthma and psoriasis. The compounds of the formula I can also be used to prevent the peroxidation of the lipids and therefore to protect the lipid membranes against oxidative stress.n n n They can be prepared starting from compounds of the formula I in which A is ethinyl. |