3-amino-4-carbamyl-pyrrol derivatives and methods for their...

C - Chemistry – Metallurgy – 07 – D

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260/316, 260/389

C07D 403/06 (2006.01) C07D 207/34 (2006.01) C07D 295/18 (2006.01) C07D 498/04 (2006.01)

Patent

CA 1055036

Abstract of the Disclosure This invention relates to Image I wherein: R is selected from hydrogen, (C1-4) alkyl, benzyl, and halo-sub- stituted benzyl: R1 represents hydrogen, (C1-4) alkyl, phenyl or phenyl sub- stituted with 1 to 3 radicals independently selected from (C1-4) alkyl, (C1-4) alkoxy, benzyloxy, fluoro, chloro, bromo and hydroxy; R2 is a member of the class consisting of hydrogen, (C1-4) alkyl, formyl, (C2-4) aliphatic acyl, benzoyl, carbamyl, phemylcarbamyl, (C1-4) alkylsulfonyl, benzenesul- fonyl, toluenesulfomyl and phenacylsulfonyl; R3 is selected from hydrogen and (C1-4) alkyl; R4 and R5 independently represent hydrogen, or taken together with the adjacent nitrogen atom they can also represent dimethylamino or a 5-6 membered heterocyclic ring containing a further oxygen or nitrogen atom optionally substituted by one to three (C1-4) alkyl radicals or by a phenyl group; R6 represents a (C1-4) alkyl group; R2 and R3 taken together represent (C2-4) alkylidene, benzylidene or halo-substituted benzylidene and pharmaceutically acceptable acid addition salts thereof. It also relates to the preperation of these compounds according to known methods. The com- pound of formula I together with their pharmaceuticaly acceptable acid addition salts display very interesting pharmscological properties: more particul- arly, they are active as antlinflammatories, antipyretics and as prostaglan- din synthetase inhibitors. Furthermore, some of them display also interesting C.N.S. depressant and anti-hypertensive properties and possess a valuable degree of activity on the hydric balance of warm blooded animals. Certain of the internediates used in the preparation are new and form part of the present invention.

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