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US 5,859,030 AGranted
Substituted arylalkylthioalkylthiopyridines for use in the control of helicobacter bacteria
AssigneeByk Gulden Lomberg Chemische Fabrik GmbH
InventorsBernhard Kohl, Gerhard Grundler, Jorg Senn-Bilfinger
Life of this patent
Estimating the term…
Abstract
A compound of the formula I ##STR1## Wherein all the variables are defined in the specification. The compounds are used for controlling Helicobacter bacteria.
Claims18
A compound of the formula I ##STR2## in which X is CH or N,
- Y is S, SO, SO.sub.2, O, NH or N-1-4C-alkyl,
- R1 is hydrogen, 1-4C-alkyl, 1-4C-alkoxy or halogen,
- R2 is hydrogen, 1-4C-alkyl, 1-4C-alkoxy, halogen, trifluoromethyl, completely or predominantly fluorine-substituted 1-4C-alkoxy, chlorodifluoromethoxy, 2-chloro-1,1,2-trifluoroethoxy or in adjacent positions together with R3, completely or partially fluorine-substituted 1-2C-alkylenedioxy or chlorotrifluoroethylenedioxy,
- R3 is hydrogen, completely or predominantly fluorine-substituted 1-4C-alkoxy, chlorodifluoromethoxy, 2-chloro-1,1,2-trifluoroethoxy or in adjacent positions together with R2, completely or partially fluorine-substituted 1-2C-alkylenedioxy or chlorotrifluoroethylenedioxy,
- R4 is hydrogen, 1-4C-alkyl, R14-substituted 1-4C-alkyl, 1-4C-alkylcarbonyl, 2-4C-alkenylcarbonyl, halo-1-4C-alkylcarbonyl, N(R15)R16-1-4C-alkylcarbonyl, di-1-4C-alkylcarbamoyl or 1-4C-alkylsulfonyl,
- R5 is hydrogen, 1-4C-alkyl or 1-4C-alkoxy,
- R6 is a mono- or di-1-4C-alkylcarbamoyl or -thiocarbamoyl radical, an N-1-4C-alkyl-N'-cyanoamidino radical, a 1-N-1-4C-alkylamino-2-nitroethylene radical, an N-2-propynyl-N'-cyanoamidino radical, an aminosulfonylamidino radical, or an R8- and R9-substituted cyclic system or bicyclic system which is selected from the group consisting of benzene, furan, thiophene, pyrrole, oxazole, isoxazole, thiazole, thiazoline, isothiazole, imidazole, imidazoline, pyrazole, triazole, tetrazole, thiadiazole, thiadiazole-1-oxide, oxadiazole, pyridine, pyridine-N-oxide, pyrimidine, triazine, pyridone, benzimidazole, imidazopyridine, benzothiazole and benzoxazole,
- R7 is hydrogen, 1-4C-alkyl or 1-4C-alkoxy,
- R8 is hydrogen, 1-4C-alkyl, hydroxyl, 1-4C-alkoxy, halogen, nitro, guanidino, carboxyl, 1-4C-alkoxycarbonyl, R10-substituted 1-4C-alkyl or --N(R11)R12,
- R9 is hydrogen, 1-4C-alkyl, hydroxyl, 1-4C-alkoxy, fluorine or trifluoromethyl,
- R10 is hydroxyl, 1-4C-alkoxy, carboxyl, 1-4C-alkoxycarbonyl or --N(R11)R12, where
- R11 is hydrogen, 1-4C-alkyl or --CO-R13 and
- R12 is hydrogen or 1-4C-alkyl, or where
- R11 and R12, together and including the nitrogen atom to which both are bonded, are a piperidino or morpholino radical,
- R13 is hydrogen, 1-4C-alkyl or 1-4C-alkoxy,
- R14 is hydroxyl, 1-4C-alkoxy, carboxyl, 1-4C-alkoxycarbonyl or --N(R15)R16, where
- R15 is 1-4C-alkyl and
- R16 is 1-4C-alkyl, or where
- R15 and R16, together and including the nitrogen atom to which both are bonded, are a piperidino or morpholino radical,
- m is a number from 2 to 7,
- n is the number 0 or 1,
- p is the number 0 or 1,
- q is the number 0, 1 or 2,
- r is a number from 2 to 7,
- t is the number 0 or 1 and
- u is a number from 0 to 7 or a salt thereof,
- those compounds of the formula I being excluded in which Y is S or SO and, at the same time, X is CH, t is the number 0, u is the number 0, R4 is hydrogen or 1-4C-alkyl and R6 is an R8- and R9-substituted cyclic system or bicyclic system which is selected from the group consisting of benzene, furan, thiophene, pyrrole, oxazole, isoxazole, thiazole, thiazoline, isothiazole, imidazole, imidazoline, pyrazole, triazole, tetrazole, thiadiazole, oxadiazole, pyridine, pyridine-N-oxide, pyrimidine and benzimidazole, and furthermore those compounds of the formula I being excluded in which Y is NH or N-1-4C-alkyl and, at the same time, t is the number 0 and R5 is hydrogen or 1-4C-alkyl.
24 more elements
Dependencies are inferred from the claim text.