Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...
Patent
1998-10-29
2000-02-01
Huang, Evelyn Mei
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Having -c-, wherein x is chalcogen, bonded directly to...
514303, 546 15, 546118, A61K 3144, C07D47104
Patent
active
060203404
DESCRIPTION:
BRIEF SUMMARY
FIELD OF APPLICATION OF THE INVENTION
The invention relates to novel imidazo[4,5-b]- and imidazo[4,5-c]pyridines, which are used in the pharmaceutical industry for the production of medicaments.
KNOWN TECHNICAL BACKGROUND
European Patent Application EP 22 495 describes 2-(substituted phenyl)imidazo[4,5-b]pyridines as cardiotonics and hypertensive agents. European Patent Application EP 72 926 describes 2-(substituted phenyl)imidazo[4,5-b]- and [4,5-c]pyridines having positive inotropic properties. European Patent Application EP 79 083 describes 2-phenylimidazo-[4,5-]pyridines having vasodilating, positive inotropic and platelet aggregation-inhibiting properties and which do not have an inhibitory action on the myocardial phosphodiesterase. German Patent Application DE 32 24 512 describes, inter alia, 2-phenylimidazo-[4,5-b]pyridines for the treatment of cardiac insufficiency by increasing the contractility of the heart, and for lowering the blood pressure. German Patent Application DE 32 25 386 describes 2-naphthylimidazo-[4,5-b]pyridines having positive inotropic, hypotensive and platelet aggregation-inhibiting properties. German Patent Application DE 23 61 757 describes 2-(substituted phenyl)imidazo[4,5-b]pyridines having hypotensive, positive inotropic, platelet aggregation-inhibiting and bleeding time-prolonging properties.
DESCRIPTION OF THE INVENTION
It has now been found that the novel imidazo[4,5-b]- and imidazo[4,5-c]pyridines described in detail in the following have surprising and particularly advantageous properties.
The invention thus relates to compounds of the formula I (see attached formula sheet), in which A or B is a nitrogen atom (N) and the other letter in each case represents the group CH, formula sheet), where represent a 3-7C-cycloalkyl radical,
1-4C-Alkoxy is a radical which, beside the oxygen atom, contains a straight-chain or branched alkyl radical having 1 to 4 carbon atoms. Alkyl radicals having 1 to 4 carbon atoms which may be mentioned here, for example, are the butyl, isobutyl, sec-butyl, tert-butyl, propyl, isopropyl, ethyl and methyl radicals.
A completely or mainly fluorine-substituted 1-4C-alkoxy which may be mentioned, for example, is the 1,2,2-trifluoroethoxy, the 2,2,3,3,3-pentafluoropropoxy, the perfluoroethoxy and in particular the 1,1,2,2-tetrafluoroethoxy, the trifluoromethoxy, the 2,2,2-trifluoroethoxy and preferably the difluoromethoxy radical.
1-7C-Alkyl represents straight-chain or branched alkyl radicals having 1 to 7 carbon atoms. Examples which may be mentioned are the heptyl, isoheptyl (2-methylhexyl), hexyl, isohexyl, (2-methylpentyl), neohexyl (2,2-dimethylbutyl), pentyl, isopentyl (3-methylbutyl), neopentyl (2,2-dimethylpropyl), butyl, isobutyl, sec-butyl, tert-butyl, propyl, isopropyl, ethyl and methyl radicals.
3-7C-Cycloalkyl represents the cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl and cycloheptyl radicals. The 3-5C-cycloalkyl radicals cyclopropyl, cyclobutyl and cyclopentyl may be preferably mentioned.
3-7C-Cycloalkylmethyl represents a methyl radical which is substituted by one of the abovementioned 3-7C-cycloalkyl radicals. The 3-5C-cycloalkylmethyl radicals cyclopropylmethyl, cyclobutylmethyl and cyclopentylmethyl may be preferably mentioned.
Compounds of the formula I to be emphasized are those in which the group CH, represent a 3-7C-cycloalkyl radical,
Preferred compounds of the formula I are those in which the group CH, represent a cyclopropyl, cyclobutyl or cyclopentyl ring, or represent a cyclopropyl, cyclobutyl or cyclopentyl ring,
Particularly preferred compounds of the formula I are those in which the group CH, represent a cyclopropyl, cyclobutyl or cyclopentyl ring, or represent a cyclopropyl, cyclobutyl or cyclopentyl ring,
Possible salts for compounds of the formula I, depending on substitution, are all acid addition salts or all salts with bases. Particular mention may be made of the pharmacologically tolerable salts of the inorganic and organic acids customarily used in pharmacy. Those which are suitable are on the one ha
REFERENCES:
patent: 4963561 (1990-10-01), Lesher
ByK Gulden Lomberg Chemische Fabrik GmbH
Huang Evelyn Mei
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