1-Substituted-3-amino-pyrazol-5-ones

摘要

1-Substituted-3-amino-pyrazol-5-ones of the formula (I) or a pharmaceutically acceptable non-toxic salt thereof wherein R is A. PHENYL SUBSTITUTED BY ONE OR TWO IDENTICAL OR DIFFERENT SUBSTITUENTS SELECTED FROM THE GROUP CONSISTING OF ALKYL, PHENYL, TRIFLUOROMETHYL, TRIFLUOROMETHOXY, NITRO, CYANO, FLUORO, BROMO, IODO, LOWER ALKYLAMINO, A CARBONAMIDO MOIETY OF THE FORMULA and a sulphonamido moiety of the formula wherein R1 and R2 are each hydrogen or straight or branched chain alkyl of 1 to 4 carbon atoms, or R1 and R2 together with the nitrogen atom to which they are attached may be linked together to form a 5-, 6- or 7-membered heterocyclic ring wherein the nitrogen atom is the only heteroatom or wherein oxygen is also present as a ring member; B. PHENYL HAVING AN ANNELLATED BRANCHED OR UN-BRANCHED, SATURATED OR UNSATURATED, 5-, 6- OR 7-MEMBERED ISOCYCLIC OR HETEROCYCLIC RING WHEREIN THE HETEROCYCLIC RING HAS ONE OR MORE OXYGEN HETEROATOMS AND/OR ONE OR MORE SULPHUR HETEROATOMS, SAID PHENYL RING BEING OTHERWISE UNSUBSTITUTED OR CHLOROSUBSTITUTED; C. PHENYL SUBSTITUTED BY SOn-alkyl wherein n is zero, 1 or 2, straight or branched chain alkoxy or - O -(CH2)n',-N(alkyl)2 wherein n' is 2 or 3; D. PHENYL SUBSTITUTED BY 2 IDENTICAL SUBSTITUENTS SELECTED FROM THE GROUP CONSISTING OF ALKOXY OF 1 TO 4 CARBON ATOMS AND TRIFLUOROMETHYL; E. PHENYL HAVING 2 DIFFERENT SUBSTITUENTS SELECTED FROM THE GROUP CONSISTING OF ALKYL, PHENYL, HALOGEN, ALKOXY, TRIFLUOROMETHYL, TRIFLUOROMETHOXY, LOWER ALKYLAMINO, NITRO, CYANO, -SOn-alkyl wherein n is zero, 1 or 2, a carbonamido moiety of the formula and a sulphonamido of the formula wherein R3 and R4 are each hydrogen or alkyl; F. TRICHLOROPHENYL; G. NAPHTHYL HAVING 1 OR 2 IDENTICAL OR DIFFERENT SUBSTITUENTS SELECTED FROM THE GROUP CONSISTING OF HALOGEN AND ALKYL; OR H. UNSUBSTITUTED beta -NAPHTHYL, ANTHYRYL OR PHENANTHRYL, ARE PRODUCED BY REACTING A HYDRAZINE OF THE FORMULA R-CH2-NH-NH2 wherein R is as above defined with an acetic acid derivative of the formula wherein X is hydroxy, alkoxy, aralkoxy, amino or alkylamino; and either a. Y' is hydrogen and Y'' is cyano; b. Y' and Y'' together form the moiety wherein Y is alkoxy, aryloxy, aralkoxy, alkylmercapto, aralkylmercapto or amino.