1-substituted pyrazoles

C - Chemistry – Metallurgy – 07 – D

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260/386, 260/305

C07D 231/20 (2006.01)

Patent

CA 1087196

Abstract of the Disclosure Pyrazoles of the formula Image wherein R is hydrogen, alkyl, trifluoromethyl, aryl, aralkyl or a heterocycle; R1 is hydrogen, alkyl, aryl or aralkyl; R3 is an unsubstituted or substituted carboacyl or sulphonyl moiety; X is (a) methylene; (b) ethylene; (c) ethylene wherein 1 hydrogen atom on one or both of the car- bon atoms is substituted by alkyl of 1 to 4 carbon atoms; (d) ethylene, or ethylene wherein 1 hydrogen atoms on one or both of the carbon atoms is sub- stituted by alkyl of 1 to 4 carbon atoms, linked to R2 via an oxygen or sulphur atom; (e) propenyl; or (f) propenyl wherein a hydrogen atom on 1, 2 or 3 of the carbon atoms is substituted by alkyl of 1 to 4 carbon atoms; said propenyl moiety being -1- linked to the N1 atom via a methylene moiety; and R2 is aryl unsubstituted or substituted by 1 or 2 of the same or different substituents selected from the group consisting of alkyl, alkenyl, alkoxy, halo, trifluoromethyl, trifluoromethoxy, cycloal- kyl, cycloalkenyl, mono- or di-alkylamino, nitro, cyano, unsubstituted or substituted carboxamido, unsubstituted or substituted sulphonamido and SOn-alkyl wherein n is 0 to 2, or aryl having 2 substituents which together form a branched or un- branched,saturated or unsaturated 5- to 7-membered isocyclic or heterocyclic ring, said heterocyclic ring containing 1 or 2 oxygen or sulphur atoms. or pyridyl; are useful for their diuretic, saluretic, entihypertensive and antithrombotic properties. It is particularly sur- prising that such compounds characterized in particular by the 5-position substituent have in addition to the diuretic, saluretic and antihypertensive properties anthrombotic properties. -2-

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