Derivatives of indole and their use as phosphodiesterase 4 inhibitors

摘要

5- or 6-Hydroxyindole derivatives (I), their optical isomers, racemates and diastereomers, and their acid addition and base salts are new: 5- or 6-Hydroxyindole derivatives (I), their salts, optical isomers, racemates and diastereomers are new: A = bond; -(CH2)m-; -(CH2)m-(CH=CH)n-(CH2)p-; -(CHOZ)m-; -C(O)-; -C(S)-; -C(=N-Z)-; -O-; -S-; or -N(Z)-; m, p = 0-3; n = 0-2; Z = H; alkyl; alkenyl; or a heterocycle or carbocycle (both mono-, bi- or tricyclic and saturated or mono- or poly-unsaturated); B = C; S; or S(O); D = O or N-Z or, when B = C, also S or CH2; E = bond; -(CH2)m-; -O-; -S-; or -N(Z)-; R1, R5 = alkyl, alkenyl, a heterocycle, carbocycle or carbocyclic or heterocyclic spirocycle (all optionally mono- or poly-substituted by Q); Q = OH; SH; NH2; NH(alkyl); N(alkyl)2; NH(aryl); N(aryl)2; N(alkyl)(aryl); NHCOR6; NO2; CN; F; Cl; Br; I; alkoxy; aryloxy; OC(O)R6; alkylthio; arylthio; SOR6; SO3H; SO2R6; alkyl-SO2O; aryl-SO2O; C(S)R6; COOH; C(O)R6; or a heterocycle or carbocycle (aryl, heterocycle and carbocycle are optionally mono- or poly-substituted by R4); R2, R3 = H or OH, but at least one is OH; R4 = H; OH; SH; NH2; NH(alkyl) N(alkyl)2; NH(aryl); N(aryl)2; N(alkyl)(aryl); NHCOR6; NO2; CN; COOH; C(O)R6; C(S)R6; F: Cl; Br; I; alkoxy; aryloxy; OC(O)R6; alkylthio; arylthio; SOR6; or SO2R6; R6 = H; NH2; NH(alkyl); N(alkyl)2; NH(aryl); N(aryl)2; N(alkyl)(aryl); alkoxy; aryloxy; alkylthio; arylthio; arylthio-alkyl; alkenyl; or a heterocycle or carbocycle. The full definitions are given in the DEFINITIONS (Full Definitions) Field. Independent claims are also included for the preparation of compounds (I).