Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...
Patent
1988-10-21
1991-11-12
Rotman, Alan L.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Having -c-, wherein x is chalcogen, bonded directly to...
546257, 546194, 546193, 546271, C07D40104, C07D40114, A61K 3144, A61K 31445
Patent
active
050648390
DESCRIPTION:
BRIEF SUMMARY
FIELD OF APPLICATION OF THE INVENTION
The invention relates to new amines and ethers, processes for their preparation, their use and medicaments containing them. The compounds according to the invention are used in the pharmaceutical industry for the preparation of medicaments.
KNOWN TECHNICAL BACKGROUND
Certain 1,4-dihydropyridine derivatives substituted in various ways have pharmacologically beneficial properties. Surprisingly, it has now been found that the new compounds described in more detail below have particularly interesting pharmacological properties by which they differ advantageously form the compounds of the prior art.
DESCRIPTION OF THE INVENTION
The invention relates to new amines and ethers of formula I ##STR2## wherein Cy represents a cyclic radical of the formula ##STR3## in which Y denotes oxygen (O), sulfur (S), vinylene (--CH.dbd.CH--), azomethine (--CH.dbd.N--) or a group of the formula ##STR4## R1 denotes hydrogen 1-6C-alkyl or 3-7C-alkoxyalkyl, R4 and R5 are identical or different and denote hydrogen, hydroxyl, halogen, nitro, cyano, trifluoromethyl, 1-4C-alkyl, 1-4C-alkoxy, 1-4C-alkoxy which is completely or partly substituted by fluorine, 1-4C-alkoxycarbonyl, 2-5C-acyl, amino or mono- or di-1-4C-alkylamino, bonded, represent a radical of the formula ##STR5## wherein A denotes --CH.sub.2 --C(R8)R9--CH.sub.2 --, ##STR6## wherein R10 and R11 are identical or different and denote hydrogen (H), 1-4C-alkyl, 1-4C-alkoxy, halogen, hydroxyl or trifluoromethyl, and wherein either
1-6C-Alkyl is straight-chain or branched and denotes, for example, a hexyl, neopentyl, isopentyl, butyl, i-butyl, sec.-butyl, t-butyl, propyl, isopropyl or, in particular, ethyl or methyl radical.
3-7C-Alkoxyalkyl represents, for example, an ethoxyethyl, propoxyethyl, isopropoxyethyl, butoxyethyl, methoxypropyl, 2-methoxy-1-methylethyl, 2-ethoxy-1-methylethyl or, in particular, methoxyethyl radical.
Halogen in the context of the invention denotes bromine, fluorine or, in particular, chlorine.
1-4C-Alkyl is straight-chain or branched and denotes, for example, a butyl, i-butyl, sec.-butyl, t-butyl, propyl, isopropyl, ethyl or, in particular, methyl radical.
In addition to the oxygen atom, 1-4C-alkoxy contains one of the abovementioned 1-4C-alkyl radicals. The methoxy and the ethoxy radical are preferred.
1-4C-Alkoxy which is completely or partly substituted by fluorine is, for example, 1,1,2,2-tetrafluoroethoxy, trifluoromethoxy, 2,2,2-trifluoroethoxy or, in particular, difluoromethoxy.
In addition to the carbonyl group, 1-4C-alkoxycarbonyl contains one of the abovementioned 1-4C-alkoxy radicals. The methoxycarbonyl and the ethoxycarbonyl radical are preferred.
In addition to the carbonyl group, 2-5C-acyl contains one of the abovementioned 1-4C-alkyl radicals. The acetyl radical is preferred.
In addition to the nitrogen atom, mono- or di-1-4C-alkylamino contains one or two of the abovementioned 1-4C-alkyl radicals. Di-1-4C-alkylamino is preferred, and here in particular dimethyl,-, diethyl- or diisopropylamino.
Aryl represents phenyl which is substituted by R10 and R11. Examples which may be mentioned of preferred aryl radicals are the radicals: phenyl, 4-methoxyphenyl, 4-chlorophenyl, 4-methylphenyl, 4-fluorophenyl, 3-fluorophenyl, 3-chlorophenyl, 2-chlorophenyl, 3-methoxyphenyl, 2-methoxyphenyl, 2-methylphenyl, 3-chloro-4-methylphenyl, 3,4-dichlorophenyl, 3,6-dichlorophenyl, 3,4-dimethylphenyl, 2-trifluoromethylphenyl and 3-trifluoromethylphenyl.
2-5C-Alkylene is straight-chain or branched and represents, for example, ethylene (--CH.sub.2 --CH.sub.2 --), trimethylene (--CH.sub.2 --CH.sub.2 --CH.sub.2 --), tetramethylene (--CH.sub.2 --CH.sub.2 --CH.sub.2 --CH.sub.2 --), pentamethylene (--CH.sub.2 --CH.sub.2 --CH.sub.2 --CH.sub.2 --CH.sub.2 --), 1,2-dimethylethylene, 1,1-dimethylethylene, 2,2-dimethylethylene, isopropylidene, 1-methylethylene or 2-ethylpropylene, ethylene and trimethylene being preferred.
2-4C-Alkylene represents ethylene (--CH.sub.2 --CH.sub.2 --), trimethylene (--CH.sub.2 --CH.sub.2 --CH.sub
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ByK Gulden Lomberg Chemische Fabrik GmbH
Rotman Alan L.
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