Antibacterial and antifouling oxathiazines and their oxides

A - Human Necessities – 01 – N

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Details

A01N 43/88 (2006.01) C07D 291/06 (2006.01) C07D 419/04 (2006.01) C09D 5/16 (2006.01)

Patent

CA 2168357

Use of 3-aryl-5,6-dihydro-1,4,2-oxathiazines and their oxides having formula (1), wherein n is 0, 1 or 2; R1 is hydrogen, C1-4alkyl or benzyl; and R represents (a) phenyl; phenyl substituted with 1 to 3 substituents independently selected from hydroxyl, halo, C1-12alkyl, C5-6cycloalkyl, trihalomethyl, phenyl, C1- 5alkoxy, C1-5alkylthio, tetrahydropyranyloxy, phenoxy, C1-4alkylcarbonyl, phenylcarbonyl, C1-4alkylsulfinyl, C1- 4alkylsulfonyl, carboxy or its alkali metal salt, C1-4alkyloxycarbonyl, C1- 4alkylaminocarbonyl, phenylaminocarbonyl, tolylaminocarbonyl, morpholinocarbonyl, amino, nitro cyano, dioxolanyl or C1-4alkyloxyiminomethyl; naphthyl; pyridinyl; thienyl, preferably when n is not 2; furanyl; or thienyl or furanyl substituted with one to three substituents independently selected from C1-4alkyl, C1-4alkyloxy, C1- 4alkylthio, halo, cyano, formyl, acetyl, benzoyl, nitro, C1-4alkyloxycarbonyl, phenyl, phenylaminocarbonyl and C1-4alkyloxyiminomethyl; or R represents a radical of formula (b) wherein X is oxygen or sulfur; Y is nitrogen, CH or C(C1-4alkyloxy); and R" is hydrogen or C1-4alkyl, as an antibacterial, anti-yeast, antifungal, algicidal, anti- crustacean, molluscicidal ail general antifouling agent and compositions containing the same.

Utilisation comme agents antibactériens, antilevures, antifongiques, algicides, anticrustacés, molluscicides et agents antipourrissement généraux, de 3-aryl-5,6-dihydro-1,4,2-oxathiazines et de leurs oxydes selon la formule (I), dans laquelle n est 0, 1 ou 2; R<2> est l'hydrogène, un alcoyle C1-4 ou un benzoyle; et R représente (a) du phényle; du phényle avec substitution par 1 à 3 substituants sélectionnés indépendamment parmi hydroxyle, halo, alcoyle C1-12, cycloalcoyle C5-6, trihalométhyle, phényle, alcoxy C1-5, alkylthio C1-5, tétrahydropropyranyloxy, phénoxy, alkylcarbonyle C1-4, phénylcarbonyle, alkylsulfinyle C1-4, alkylsulfonyle C1-4, carboxy ou son sel de métal alcalin, alkyloxycarbonyle C1-4, alkylaminocarbonyle C1-4, phénylaminocarbonyle, tolylaminocarbonyle, morpholinocarbonyle, amino, nitro, cyano, dioxolanyle ou alkyloxyiminométhyle C1-4; naphtyle; pyridinyle; thiényle, de préférence lorsque n n'est pas 2; furanyle; ou thiényle ou furanyle avec substitution par un à trois substituants sélectionnés indépendamment parmi alcoyle C1-4, alkyloxy C1-4, alkylthio C1-4, halo, cyano, formyle, acétyle, benzoyle, nitro, alkyloxycarbonyle C1-4, phényle, phénylaminocarbonyle et alkyloxyiminométhyle C1-4; ou R représente un radical de la formule (b), dans laquelle X est l'oxygène ou le soufre, Y est l'azote, CH ou C(alkyloxy C1-4); et R'' est l'hydrogène ou un alcoyle C1-4. L'invention concerne également des compositions contenant ces agents.

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