Anthelmintic composition and method utilizing isothiocyanobenzazoles active ingredients

Claim 1

An anthelmintic composition comprising (a) as active ingredient, an anthelmintically effective amount of a compound of the formula ##SPC12## wherein the SCN-group is in the 4-, 5-, 6- or 7-position, R 1 represents hydrogen, a straight-chain or branched alkyl or alkenyl radical having at most 17 carbon atoms, an alkyl or alkenyl radical having a total of at most 6 carbon atoms and substituted by halogen, --CN, --OH, C 1 -C 5 alkoxy, C 1 -C 5 alkylthio or di-(C 1 -C 5 )alkylamino, an optionally C 1 -C 5 alkyl-substituted mono-, bi- or tricyclic cycloalkyl or cycloalkenyl radical having 3 to 10 carbon atoms in the ring structure, which can also be bound by way of a CH 2 -group to the substituent Y or to the 2-position of the heterocycle, R 2 represents hydrogen, halogen or an alkyl or alkoxy radical having at most 4 carbon atoms, X represents oxygen, sulphur or ##EQU11## R 3 represents hydrogen, an alkyl or alkenyl radical having at most 5 carbon atoms, a phenyl or benzyl radical, a dimethylamino- or diethylamino-alkyl radical having 2 - 5 carbon atoms in the alkyl chain, an alkoxycarbonyl radical having 2 - 5 carbon atoms, acetyl, propionyl, trichloroacetyl, benzoyl, or a C 4 -C 7 saccharide group, Y represents oxygen, sulphur, --SO--, --SO 2 --, or --NR 4 --, n is the number 0 or 1, R 4 represents hydrogen, an alkyl or alkenyl radical having at most 5 carbon atoms, or together with the N-atom and the substituent R 1 a saturated or unsaturated heterocycle having 4 to 6 carbon atoms which may also contain a further hetero atom O or S selected from the group consisting of pyrrolidine, piperidine, 2-methylpiperidine, 4-methylpiperidine, piperazine, N'-methyl, N',N'-dimethyl and N'-ethyl-piperazine, morpholine, isomorpholine, thiomorpholine and hexamethyleneimine, or the group ##EQU12## and R 5 stands for hydrogen, methyl or ethyl, or their acid addition salts non-toxic for warm-blooded animals together with (b) a carrier.

Claim 6

A method for the control of parasitic helminthes which comprises administering orally or abomasally to a warm-blooded animal infested therewith an anthelmintically effective amount of a compound of the formula ##SPC17## wherein the SCN-group is in the 4-, 5-, 6- or 7- position, R 1 represents hydrogen, a straight-chain or branched alkyl or alkenyl radical having at most 17 carbon atoms, an alkyl or alkenyl radical having a total of at most 6 carbon atoms and substituted by halogen, --CN, --OH, C 1 -C 5 alkoxy, C 1 -C 5 alkylthio or di-(C 1 -C 5 )alkylamino, an optionally C 1 -C 5 alkyl-substituted mono-, bi- or tricyclic cycloalkyl or cycloalkenyl radical having 3 to 10 carbon atoms in the ring structure, which can also be bound by way of a CH 2 -group to the substituent Y or to the 2-position of the heterocycle. R 2 represents hydrogen, halogen or an alkyl or alkoxy radical having at most 4 carbon atoms, X represents oxygen, sulphur or ##EQU15## R 3 represents hydrogen, an alkyl or alkenyl radical having at most 5 carbon atoms, a phenyl or benzyl radical, a dimethylamino- or diethylamino-alkyl radical having 2 - 5 carbon atoms in the alkyl chain, an alkoxycarbonyl radical having 2 - 5 carbon atoms, acetyl, propionyl, trichloroacetyl, benzoyl, or a C 4 -C 7 saccharide group, Y represents oxygen, sulphur, --SO--,--SO 2 --, or --NR 4 --, n is the number 0 or 1, R 4 represents hydrogen, an alkyl or alkenyl radical having at most 5 carbon atoms, or together with the N-atom and the substituent R 1 a saturated or unsaturated heterocycle having 4 to 6 carbon atoms which may also contain a further hetero atom O or S selected from the group consisting of pyrrolidine, piperidine, 2-methylpiperidine, 4-methylpiperidine, piperazine, N'-methyl, N',N'-dimethyl and N'-ethyl-piperazine, morpholine, isomorpholine, thiomorpholine and hexamethyleneimine, or the group ##EQU16## and R 5 stands for hydrogen, methyl or ethyl, or their acid addition salts non-toxic for warm-blooded animals.

Claim 7

A method for the control of parasitic helminthes which comprises administering orally or abomasally to a warm-blooded animal infested therewith an anthelmintically effective amount of a compound of the formula ##SPC17## wherein the SCN-group is in the 4-, 5-, 6- or 7- position, R 1 represents hydrogen, a straight-chain or branched alkyl or alkenyl radical having at most 17 carbon atoms, an alkyl or alkenyl radical having a total of at most 6 carbon atoms and substituted by halogen, --CN, --OH, C 1 -C 5 alkoxy, C 1 -C 5 alkylthio or di-(C 1 -C 5 )alkylamino, an optionally C 1 -C 5 alkyl-substituted mono-, bi- or tricyclic cycloalkyl or cycloalkenyl radical having 3 to 10 carbon atoms in the ring structure, which can also be bound by way of a CH 2 -group to the substituent Y or to the 2-position of the heterocycle. R 2 represents hydrogen, halogen or an alkyl or alkoxy radical having at most 4 carbon atoms, X represents oxygen, sulphur or ##EQU15## R 3 represents hydrogen, an alkyl or alkenyl radical having at most 5 carbon atoms, a phenyl or benzyl radical, a dimethylamino- or diethylamino-alkyl radical having 2 - 5 carbon atoms in the alkyl chain, an alkoxycarbonyl radical having 2 - 5 carbon atoms, acetyl, propionyl, trichloroacetyl, benzoyl, or a C 4 -C 7 saccharide group, Y represents oxygen, sulphur, --SO--,--SO 2 --, or --NR 4 --, n is the number 0 or 1, R 4 represents hydrogen, an alkyl or alkenyl radical having at most 5 carbon atoms, or together with the N-atom and the substituent R 1 a saturated or unsaturated heterocycle having 4 to 6 carbon atoms which may also contain a further hetero atom O or S selected from the group consisting of pyrrolidine, piperidine, 2-methylpiperidine, 4-methylpiperidine, piperazine, N'-methyl, N',N'-dimethyl and N'-ethyl-piperazine, morpholine, isomorpholine, thiomorpholine and hexamethyleneimine, or the group ##EQU16## and R 5 stands for hydrogen, methyl or ethyl, or their acid addition salts non-toxic for warm-blooded animals.