Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...
Patent
1997-09-16
2000-08-22
Raymond, Richard L.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Having -c-, wherein x is chalcogen, bonded directly to...
5142345, 514241, 514256, 514303, 514318, 544124, 544131, 544215, 544333, 546118, 546194, 546256, 5462687, 5462691, 5462697, 5462707, 5462714, 5462724, 5462737, A61K 314439, C07D40112
Patent
active
061073121
DESCRIPTION:
BRIEF SUMMARY
FIELD OF USE OF THE INVENTION
The invention relates to compounds which are to be used in the pharmaceuticals industry as active compounds for the preparation of medicaments.
KNOWN TECHNICAL BACKGROUND
European Patent Application 150 586 discloses 2-(pyridylmethylthio- and -sulfinyl)benzimidazoles which can be substituted in the 4-position in the pyridine part of the molecule, inter alia by alkylthio or arylthio radicals. A long-lasting inhibition of secretion of gastric acid is stated for the compounds described. International Patent Application WO89/03830 reports that these and other structurally similar compounds are said to be suitable for treatment of osteoporosis. International Patent Application WO92/12976 describes 2-(pyridylmethylthio- and -sulfinyl)-benzimidazoles which are substituted in a particular manner and are said to be active against Helicobacter bacteria, and for which it is furthermore disclosed that they are said to be suitable for prevention and treatment of a whole range of diseases of the stomach. International Patent Application WO93/24480 describes further 2-(pyridylmethylthio- and -sulfinyl)-benzimidazoles which are substituted in a particular manner and are said to 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 2-4C-alkenyl-carbonyl, halo-1-4C-alkylcarbonyl, N(R14)R15-1-4C-alkyl-carbonyl, di-1-4C-alkylcarbamoyl or 1-4C-alkyl-sulfonyl, phenyl or the radical C.sub.m H.sub.2m --R6a, N-1-4C-alkyl-N'-cyano-amidino radical, a 1-N-1-4C-alkylamino-2-nitroethylene radical, an N-2-propynyl-N'-cyano-amidino radical, an aminosulfonyl-amidino radical, or an R8- and R9-substituted cyclic or bicyclic radical which is chosen from the group consisting of a radical of one 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-alkoxycarbonyl, R10-substituted 1-4C-alkyl or --N(R11)R12, trifluoromethyl, in which both bonded, are a piperidino or morpholino radical, both bonded, are a piperidino or morpholino radical, CH and at the same time from the group consisting of a radical of one of benzene, furan, thiophene, pyrrole, oxazole, isoxazole, thiazole, isothiazole, imidazole, pyrazole, triazole, tetrazole, thiadiazole, pyridine and pyrimidine, R10-substituted 1-4C-alkyl or --N(R11)R12, aforementioned meanings.
1-4C-alkyl is straight-chain or branched alkyl radicals having 1 to 4 carbon atoms. Examples which may be mentioned are the butyl, iso-butyl, sec-butyl, tert-butyl, propyl, isopropyl, ethyl and the methyl radical.
1-4C-alkoxy is a radical which, in addition to the oxygen atom, contains one of the abovementioned 1-4C-alkyl radicals. Examples which may be mentioned are the methoxy and the ethoxy radical.
Halogen in the context of the present invention is bromine, chlorine and, in particular, fluorine.
1-4C-alkylcarbonyl is a radical which, in addition to the carbonyl group, contains one of the abovementioned 1-4C-alkyl radicals. An example which may be mentioned is the acetyl radical.
2-4C-alkenylcarbonyl is a radical which, in addition to the carbonyl group, contains a 2-4C-alkenyl radical, for example a propenyl radical or a butenyl radical. An example which may be mentioned is the acryloyl radical.
Halo-1-4C-alkylcarbonyl is a radical which, in addition to the carbonyl group, contains a halogen-substituted 1-4C-alkyl radical. An example which may be mentioned is the .gamma.-chlorobutyryl radical.
N(R15)R16-1-4C-alkylcarbonyl is a radical which, in addition to the carbonyl group, contains an --N(R15)R16-substituted 1-4C-alkyl radical. An example which may be mentioned is the 3-dimethylamino-propionyl radical.
Di-1-4C-alkylcarbamoyl is a radical which, in addition to the carbonyl group, conta
REFERENCES:
patent: 4873337 (1989-10-01), Sih et al.
patent: 5039806 (1991-08-01), Brandstram et al.
patent: 5504082 (1996-04-01), Kawakita et al.
Sih et al., "Studies on (H+-K+)-ATPase Inhibitors of Gastric Acid Secretion. Prodrugs of 2-[(2-Pyridinylmethyl)sulfinyl]benzimidazole Proton-Pump Inhibitors," J. Med. Chem, vol. 34, pp. 1049-1062, 1991.
Parsonnet et al., "Helicobacter Pylori Infection and The Risk of Gastric Carcinoma," The New England Journal of Medicine, vol. 325, No. 16, pp. 1127-1131, 1991.
Takeshii et al., "Benzimidazoles as bactericides," Chemical Abstracts, vol. 121, No. 11, Abstract No. 125211t, 1994.
Grundler Gerhard
Kohl Bernhard
Senn-Bilfinger Jorg
ByK Gulden Lomberg Chemische Fabrik GmbH
Raymond Richard L.
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