Imidazopyridazines

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Heterocyclic carbon compounds containing a hetero ring...

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Details

514242, 514248, 544236, 544181, 544182, C07D48704, A61K 31445

Patent

active

06043242&

DESCRIPTION:

BRIEF SUMMARY
FIELD OF APPLICATION 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 632 040 describes imidazole derivatives which are intended to have an antibacterial action.


DESCRIPTION OF THE INVENTION

The invention relates to compounds of the formula I ##STR2## in which R1 is hydrogen, 1-4C-alkyl, 1-4C-alkyl substituted by R11, 1-4C-alkylcarbonyl, 1-4C-alkoxycarbonyl, sulfo (--SO.sub.3 H) or a cyclic system or bicyclic system substituted by R11 and R12, which is selected from the group consisting of pyrrole, furan, thiophene, pyrazole, imidazole, imidazoline, oxazole, isoxazole, thiazole, thiazoline, isothiazole, triazole, oxadiazole, thiadiazole, thiadiazole-1-oxide, tetrazole, hexopyranoses, benzene, pyridine, pyridine-N-oxide, pyridazine, pyrimidine, pyrazine, triazine, naphthalene, quinoline, quinazoline, quinoxaline, benzimidazole, benzoxazole, benzothiazole, thiazolopyridine and imidazopyridine, 1-4C-alkoxy-1-4C-alkoxy, 1-4C-alkylcarbonyl, amino, 1-4C-alkylcarbonyl-amino, halogen, trifluoromethyl, trifluoro-methoxy, hydroxyl, carboxyl, 1-4C-alkoxycarbonyl, 1-4C-alkylthio, 1-4C-alkylsulfinyl, 1-4C-alkylsulfonyl, sulfo (--SO.sub.3 H), nitro, guanidino, phenyl, phenyl substituted by R111, pyridyl, pyridyl substituted by R 111, imidazolyldione, thiazolyl, 1-4C-alkyl substituted by R111, --N(R112)R113 or --CO--N(R112)R113 and or trifluoromethyl, halogen, aminosulfonyl or --N(R112)R113, 1-4C-alkoxycarbonyl and bonded, are a piperidino or morpholino radical, the N-oxides.
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 radicals.
1-4C-alkylcarbonyl represents 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. contains one of the abovementioned 1-4C-alkyl radicals. Examples which may be mentioned are the methoxy and ethoxy radicals. group, contains one of the abovementioned 1-4C-alkoxy radicals. Examples which may be mentioned are the methoxycarbonyl and the ethoxycarbonyl radicals.
Hexopyranoses in the sense of the present invention are hexoses (such as, for example, galactose, mannose or in particular glucose), which are present in pyranoside form and which are bonded glycosidically to the rest of the molecule. Glucopyranose is particularly preferred.
3-7C-cycloalkyl represents the cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl and cycloheptyl radicals.
1-4C-alkoxy-1-4C-alkoxy represents 1-4C-alkoxy which is substituted by 1-4C-alkoxy. Examples which may be mentioned are the methoxyethoxy, the ethoxyethoxy and the methoxypropoxy radicals.
1-4C-alkylcarbonylamino represents amino which is substituted by one of the abovementioned 1-4C-alkylcarbonyl radicals. An example which may be mentioned is the acetylamino radical (acetamido radical).
1-4C-alkylthio represents a radical which, in addition to the sulfur atom, contains one of the abovementioned 1-4C-alkyl radicals. Examples which may be mentioned are the methylthio and the ethylthio radicals.
1-4C-alkylsulfinyl represents a radical which, in addition to the sulfinyl group (--SO--), contains one of the abovementioned 1-4C-alkyl radicals. Examples which may be mentioned are the methylsulfinyl and the ethylsulfinyl radicals.
1-4C-alkylsulfonyl represents a radical which, in addition to the sulfonyl group (--SO.sub.2 --), contains one of the abovementioned 1-4C-alkyl radicals. Examples which may be mentioned are the methylsulfonyl and the ethylsulfonyl radicals.
Exemplary 1-4C-alkyl radicals substituted by R111 which may be mentioned are the 2-methoxycarbonylethyl, the 2-ethoxycarbonylethyl, the methoxycarbonylmethyl, the carboxymethyl, the 2-hydroxyethyl, the methoxymethyl, the 2-methoxyethyl, the dimethylaminomethyl and

REFERENCES:
patent: 4569932 (1986-02-01), Moran et al.
Kuwahara et al. Chem. Pharm. Bull., 43(9)), pp. 1511-1515, 1995.

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