1,7-substituted heptyn-2-ones and use

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Nitrogen containing other than solely as a nitrogen in an...

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514653, 514906, 514929, 514930, 514935, 564342, 564345, A61K 31135, C07C22518

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active

050361074

ABSTRACT:
1-Phenyl-7-substituted-hept-5-yn-2-ones substituted with a C.sub.1 to C.sub.7 alkyl, C.sub.3 to C.sub.6 cycloalkyl, aryl, heteroaryl or heterocycloalkyl group at the 1-position and an amino, a dialkylamino, a piperidyl, a pyrrolidyl or a hexahydroazepinyl group at the 7-position are disclosed which may have one or two substituents in addition to the phenyl group at the 1-position and also may have a p-fluoro substituent on the phenyl group. The preferred compounds are, 1-cyclohexyl-1-phenyl-1-hydroxy-7-dimethylaminohept-5-yn-2-one, 1-cyclobutyl-1-phenyl-1-hydroxy-7-dimethylaminohept-5-yn-2-one and 1-cyclo-1-phenyl-1-hydroxy-7-ethylaminohept-5-yn-2-one.
The compounds are highly specific M.sub.1 -AChR antagonists with relatively prolonged duration of activity. They are particularly useful in the treatment of neurogenic bladder disorders and may be administered orally or parenterally in conventional formulations containing optional conventional additives such as binders, surfactants, emulsifiers, flavorants, preservatives and the like.

REFERENCES:
patent: 2717895 (1955-09-01), Sprague et al.
patent: 2759926 (1956-08-01), Reppe et al.
patent: 2835676 (1958-05-01), Sprague et al.
patent: 3176019 (1965-03-01), Campbell et al.
Burger, "Medicinal Chemistry", 3rd. Ed., Part I, p. 75 (1970).
The Merck Index, 10th Ed., p. 997, Section No. 6823 (1983).

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