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

Abstract

1-Substituted-3-amino-pyrazol-5-ones of the formula ##STR1## 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 ##STR2## and a sulphonamido moiety of the formula ##STR3## wherein R.sub.1 and R.sub.2 are each hydrogen or straight or branched chain alkyl of 1 to 4 carbon atoms, or R.sub.1 and R.sub.2 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 SO.sub.n -alkyl wherein n is zero, 1 or 2, straight or branched chain alkoxy or - O -(CH.sub.2).sub.n',-N(alkyl).sub.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, --SO.sub.n --alkyl wherein n is zero, 1 or 2, a carbonamido moiety of the formula ##STR4## and a sulphonamido of the formula ##STR5## wherein R.sub.3 and R.sub.4 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--CH.sub.2 --NH--NH.sub.2 wherein R is as above defined with an acetic acid derivative of the formula ##STR6## 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 ##STR7## wherein Y is alkoxy, aryloxy, aralkoxy, alkylmercapto, aralkylmercapto or amino. The 1-Substituted-3-amino-pyrazol-5-ones and their salts exhibit strong diuretic, saluretic and anti-hypertensive effects.

Dependencies are inferred from the claim text.