Substituted arylalkylthioalkylthiopyridines for use in the contr

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...

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514303, 514242, 514269, 514333, 5462737, 5462724, 546256, 5462697, 546193, 544333, 544182, C07D40112, A61K 31415

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active

058590307

DESCRIPTION:

BRIEF SUMMARY
This application is a 371 of PCT/EP95/02237, Jun. 9, 1995, now WO95/34554, Dec. 21, 1995.


APPLICATION AREA OF THE INVENTION

The invention relates to compounds which are intended to be used in the pharmaceutical industry as active compounds for the production of medicaments.


KNOWN TECHNICAL BACKGROUND

European Patent Application 150 586 discloses 2-(pyridylmethylthio- or -sulfinyl) benzimidazoles which can be substituted in the pyridine moiety of the molecule in the 4-position, inter alia, by alkylthio or arylthio radicals. A long-lasting inhibition of gastric acid secretion is indicated for the compounds described. - International Patent Application WO089/038-30 describes that the same, and other structurally similar compounds should be suitable for the treatment of osteoporosis. - International Patent Application WO92/12976 describes specifically substituted 2-(pyridylmethylthio- or -sulfinyl)-benzimidazoles which should be active against Helicobacter bacteria and for which it is furthermore disclosed that they should be suitable for the prevention and treatment of a whole series of disorders of the stomach. International Patent Application WO93/24480 describes other specifically substituted 2-(pyridylmethylthio- or -sulfinyl) -benzimidazoles which should be active against Helicobacter bacteria.


DESCRIPTION OF THE INVENTION

The invention relates to compounds of the formula I (see attached formula sheet I) in which completely or predominantly fluorine -substituted 1-4C-alkoxy, chlorodifluorometh-oxy, 2-chloro-1,1,2-trifluoroethoxy or together with R3, if desired, completely or partially fluorine -substituted 1-2C-alkylenedioxy or chlorotrifluoroethylenedioxy, 1-4C-alkoxy, chlorodifluoromethoxy, 2-chloro-1,1,2-trifluoroethoxy or together with R2, if desired, completely or partially fluorine substituted 1-2C-alkylenedioxy or chlorotrifluoroethylenedioxy, 2-4C-alkenylcarbonyl, halo-1-4C-alkylcarbonyl, N(R15)R16-1-4C-alkylcarbonyl, di-1-4C-alkylcarbamoyl or 1-4C-alkylsulfonyl, 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, guanidino, carboxyl, 1-4C-alkoxy-carbonyl, R10-substituted 1-4C-alkyl or -N(Rll)R12, trifluoromethyl, where bonded, are a piperidino or morpholino radical, --N(R15)R16, where bonded, are a piperidino or morpholino radical, 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.
1-4C-Alkyl represents straight-chain or branched alkyl radicals having 1 to 4 carbon atoms. Examples which may be mentioned are the butyl, isobutyl, sec-butyl, tert-butyl, propyl, isopropyl, ethyl and methyl radical.
1-4C-Alkoxy is a radical which besides the oxygen atom contains one of the abovementioned 1-4C-alkyl radicals. Examples which may be mentioned are the methoxy and ethoxy radical.
Halogen within the meaning of the present invention is bromine, chlorine and fluorine.
Completely or predominantly fluorine-substituted 1-4C-alkoxy which may be mentioned, for example, are the 1,2,2-trifluoroethoxy, the 2,2,3,3,3-pentafluoropropoxy, t

REFERENCES:
patent: 4387225 (1983-06-01), Douglas et al.
patent: 4450165 (1984-05-01), Araki et al.
patent: 4560693 (1985-12-01), Rainer
patent: 5504082 (1996-04-01), Kawakita et al.
patent: 5587389 (1996-12-01), Kohl et al.
patent: 5668131 (1997-09-01), Senn-Bilfinger

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