5H-pyrrolo(3',4':5,6)(1,4)dithiin o(2,3-C)(1,2,5)thiadiazole-5,7(6H)-dione, compositions containing them and their use as antimicrobial and marine antifouling agents

An antimicrobial composition comprising an inert diluent and an antimicrobially-effective amount of a 5H-pyrrolo(3',4':5,6)(1,4)dithiino(2,3-C)(1,2,5)-thiadiazole-5,7(6H)-dione corresponding to the formula ##STR12## wherein R represents --H, benzyl, phenethyl, a C.sub.1 -C.sub.10 straight or branched chain alkyl radical, a C.sub.3 -C.sub.10 cycloalkyl radical, a C.sub.1 -C.sub.10 straight or branched chain alkoxy radical, a C.sub.3 -C.sub.10 -cycloalkoxy, an ester of the formula --CH.sub.2 CH.sub.2 O--C(O)--R.sup.1, wherein R.sup.1 represents a C.sub.1 -C.sub.6 straight or branched chain alkyl radical or a C.sub.3 -C.sub.6 cycloalkyl radical or R represents phenyl substituted with from 0-5 halo, C.sub.1 -C.sub.6 straight or branched chain alkyl, cyano, nitro groups, or an ester of the formula --OC(O)--R.sup.1, wherein R.sup.1 represents a C.sub.1 -C.sub.6 straight or branched chain alkyl radical or a C.sub.3 -C.sub.6 cycloalkyl radical or an amide of the formula --C(O)--N(R.sup.2).sub.x, wherein each R.sup.2 independently represents a C.sub.1 -C.sub.6 straight or branched chain alkyl radical or a C.sub.3 -C.sub.6 cycloalkyl radical.

A method for inhibiting microorganisms in a microbial habitat comprising contacting said microbial habitat with an antimicrobially-effective amount of a 5H-pyrrolo(3',4':5,6)(1,4)dithiino(2,3-C)(1,2,5)-thiadiazole-5,7(6H)-dione corresponding to the formula ##STR13## wherein R represents --H, benzyl, phenethyl, a C.sub.1 -C.sub.10 straight or branched chain alkyl radical, a C.sub.3 -C.sub.10 cycloalkyl radical, a C.sub.1 -C.sub.10 straight or branched chain alkoxy radical, a C.sub.3 -C.sub.10 -cycloalkoxy, an ester of the formula --CH.sub.2 CH.sub.2 O--C(O)--R.sup.1, wherein R.sup.1 represents a C.sub.1 -C.sub.6 straight or branched chain alkyl radical or a C.sub.3 -C.sub.6 cycloalkyl radical or R represents phenyl substituted with from 0-5 halo, C.sub.1 -C.sub.6 straight or branched chain alkyl, cyano, nitro groups, or an ester of the formula --OC(O)--R.sup.1, wherein R.sup.1 represents a C.sub.1 -C.sub.6 straight or branched chain alkyl radical or a C.sub.3 -C.sub.6 cycloalkyl radical or an amide of the formula --C(O)--N(R.sup.2).sub.x, wherein each R.sup.2 independently represents a C.sub.1 -C.sub.6 straight or branched chain alkyl radical or a C.sub.3 -C.sub.6 cycloalkyl radical.

A composition useful in inhibiting the growth of marine organisms on a surface exposed to a marine environment in which marine organisms grow comprising an inert diluent and a marine antifouling effective amount of a 5H-pyrrolo(3',4':5,6)(1,4)-dithiino(2,3-C)(1,2,5)thiadiazole-5,7(6H)-dione corresponding to the formula ##STR14## wherein R represents --H, benzyl, phenethyl, a C.sub.1 -C.sub.10 straight or branched chain alkyl radical, a C.sub.3 -C.sub.10 cycloalkyl radical, a C.sub.1 -C.sub.10 straight or branched chain alkoxy radical, a C.sub.3 -C.sub.10 -cycloalkoxy, an ester of the formula --CH.sub.2 CH.sub.2 O--C(O)--R.sup.1, wherein R.sup.1 represents a C.sub.1 -C.sub.6 straight or branched chain alkyl radical or a C.sub.3 -C.sub.6 cycloalkyl radical or R represents phenyl substituted with from 0-5 halo, C.sub.1 -C.sub.6 straight or branched chain alkyl, cyano, nitro groups, or an ester of the formula --OC(O)--R.sup.1, wherein R.sup.1 represents a C.sub.1 -C.sub.6 straight or branched chain alkyl radical or a C.sub.3 -C.sub.6 cycloalkyl radical or an amide of the formula --C(O)--N(R.sup.2).sub.x, wherein each R.sup.2 independently represents a C.sub.1 -C.sub.6 straight or branched chain alkyl radical or a C.sub.3 -C.sub.6 cycloalkyl radical.

A method for inhibiting the growth of marine organisms on a surface exposed to a marine environment in which marine organisms grow comprising contacting said surface with a marine antifouling effective amount of a 5H-pyrrolo(3',4':5,6)(1,4)-dithiino-(2,3-C)(1,2,5)thiadiazole-5,7(6H)-dion e corresponding to the formula ##STR15## wherein R represents --H, benzyl, phenethyl, a C.sub.1 -C.sub.10 straight or branched chain alkyl radical, a C.sub.3 -C.sub.10 cycloalkyl radical, a C.sub.1 -C.sub.10 straight or branched chain alkoxy radical, a C.sub.3 -C.sub.10 -cycloalkoxy, an ester of the formula --CH.sub.2 CH.sub.2 O--C(O)--R.sup.1, wherein R.sup.1 represents a C.sub.1 -C.sub.6 straight or branched chain alkyl radical or a C.sub.3 -C.sub.6 cycloalkyl radical or R represents phenyl substituted with from 0-5 halo, C.sub.1 -C.sub.6 straight or branched chain alkyl, cyano, nitro groups, or an ester of the formula --OC(O)--R.sup.1, wherein R.sup.1 represents a C.sub.1 -C.sub.6 straight or branched chain alkyl radical or a C.sub.3 -C.sub.6 cycloalkyl radical or an amide of the formula --C(O)--N(R.sup.2).sub.x, wherein each R.sup.2 independently represents a C.sub.1 -C.sub.6 straight or branched chain alkyl radical or a C.sub.3 -C.sub.6 cycloalkyl radical.