N-phenylphosphoric acid triamides, method for the production...

C - Chemistry – Metallurgy – 07 – F

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C07F 9/22 (2006.01) A61K 31/664 (2006.01) A61P 1/04 (2006.01) A61P 13/02 (2006.01) C05B 15/00 (2006.01) C05G 3/08 (2006.01)

Patent

CA 2573543

The invention relates to N-phenylphosphonic acid triamides of general formula (I), to a method for the production thereof and to their use as agents for regulating or inhibiting enzymatic urea hydrolysis. In formula (I), X represents oxygen or sulfur; R1, R2, R3, R4, R5, independent of one another, represent hydrogen C1-C8 alkyl/heteroalkyl, C2-C8 alkenyl/heteroalkenyl, C2-C8- alkynyl/heteroalkynyl, C3-C8 cycloalkyl/heterocycloalkyl, C3- C8cycloalkenyl/heterocycloalkenyl, C6-C10 aryl/C5-C10 heteroaryl, aralkyl, heteroarylalkyl, alkaryl, alkheteroaryl, alkoxy, aryloxy, hetaryloxy, alkylthio, arylthio, hetarylthio, acyl, aroyl, hetaroyl, acyloxy, aroyloxy, hetaroyloxy, alkoxycarbonyl, aryloxycarbonyl, hetaryloxycarbonyl, alkylsulfonyl, fluorine, chlorine, bromine, iodine, cyano, nitro, sulfo, carbonyl, carboxy, carbamoyl, sulfamoyl, with the provision that: at least one radical R is not hydrogen; in the event R1, R2, R4, R5 represent H, R3 is not nitro or cyano, and; in the event R1 represents Cl or R1 and R3 represent Cl, at least one of the remaining radicals is not hydrogen.

L'invention concerne des triamides d'acide N-phénylphosphorique de formule générale (I), des procédés permettant de les produire et leur utilisation comme agents pour réguler ou inhiber l'hydrolyse enzymatique de l'urée. Dans la formule (I), X = acide ou soufre; R1, R2, R3, R4, R5 = indépendamment les uns des autres, hydrogène, alkyle C1-C8/hétéroalkyle, alkényle C2-C8/hétéroalkényle, alkynyle C2-C8/hétéroalkynyle, cycloalkyle C3-C8 /hétérocycloalkyle, cycloalkényle C3-C8/hétérocycloalkényle, aryle C6-C10/hétéroaryle C5-C10, aralkyle, hétéroarylalkyle, alkaryle, alkhétéroaryle, alcoxy, aryloxy, hétaryloxy, alkylthio, arylthio, hétarylthio, acyle, aroyle, hétaroyle, acyloxy, aroyloxy, hétaroyloxy, alcoxycarbonyle, aryloxycarbonyle, hétaryloxycarbonyle, alkylsulfonyle, fluor, chlore, brome, iode, cyano, nitro, sulfo, carbonyle, carboxy, carbamoyle, sulfamoyle, sous réserve qu'au moins un reste R soit différent d'hydrogène, que si R1, R2, R4, R5 = H, R3 soit différent de nitro ou de cyano et que si R1 = Cl ou si R1, R3 = Cl, au moins un des restes résiduels soit différent d'hydrogène.

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