EP0526004A1 — Pyrazolopyrimidinone antianginal agents

USPTO Abstract

Compounds of formula: and pharmaceutically acceptable salts thereof, wherein    R¹ is H; C₁-C₃ alkyl optionally substituted with one or more fluoro substituents; or C₃-C₅ cycloalkyl; R² is H, or C₁-C₆ alkyl optionally susbtituted with one or more fluoro subtituents or with C₃-C₆ cycloalkyl; R³ is C₁-C₆ alkyl optionally substituted with one or more fluoro substituents or with C₃-C₆ cycloalkyl; C₃-C₅ cycloalkyl; C₃-C₆ alkenyl; or C₃-C₆ alkynyl; R⁴ is C₁-C₄ alkyl optionally substituted with OH, NR⁵R⁶, CN, CONR⁵R⁶ or CO₂R⁷; C₂-C₄ alkenyl optionally substituted with CN, CONR⁵R⁶ or CO₂R⁷; C₂-C₄ alkanoyl optionally substituted with NR⁵R⁶; hydroxy C₂-C₄ alkyl optionally susbtituted with NR⁵R⁶; (C₂-C₃ alkoxy)C₁-C₂ alkyl optionally substituted with OH or NR⁵R⁶; CONR⁵R⁶; CO₂R⁷; halo; NR⁵R⁶; NHSO₂NR⁵R⁶; NHSO₂R⁸; or phenyl or heterocyclyl either of which is optionally substituted with methyl; R⁵ and R⁶ are each independently H or C₁-C₄ alkyl, or together with the nitrogen atom to which they are attached from a pyrrolidinyl, piperidino, morpholino, 4-(NR⁹)-piperazinyl or imidazoyl group wherein said group is optionally substituted with methyl or hydroxy; R⁷ is H or C₁-C₄ alkyl; R⁸ is C₁-C₃ alkyl optionally substituted with NR⁵R⁶; and R⁹ is H; C₁-C₃ alkyl optionally substituted with phenyl; hydroxy C₂-C₃ alkyl; or C₁-C₄ alkanoyl; are selective cGMP PDE inhibitors useful in the treatment of cardiovascular disorders such as angina, hypertension, heart failure and atherosclerosis.