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US 4,786,648 AGranted
O-substituted tetrahydropyridine oxime cholinergic agents
AssigneeWarner-Lambert Company
InventorsStephen C. Bergmeier, David A. Downs, Walter H. Moos, David W. Moreland, Haile Tecle
Life of this patent
Estimating the term…
Abstract
Certain O-substituted-1,2,5,6-tetrahydro-3- or 1,2,3,6-tetrahydro-4-pyridine oximes are useful as agents for treating pain or for treating the symptoms of senile cognitive decline.
Claims27
A compound having the formula ##STR19## wherein
- R is
- hydrogen or alkyl from one to six carbon atoms;
- R.sub.1 is
- hydrogen;
- alkyl of from one to six carbon atoms optionally substituted with hydroxy or alkoxyl of from one to four carbon atoms;
- alkenyl of from one to six carbon atoms optionally substituted with hydroxy or alkoxyl of from one to four carbon atoms;
- alkynyl of from one to six carbon atoms optionally substituted with hydroxy or alkoxyl of from one to four carbon atoms;
- cycloalkyl of from three to eight carbon atoms;
- ##STR20## where A is a bond or is a hydrocarbon chain of from one to four carbon atoms and when containing two or more carbon atoms may contain one double bond and where R.sub.4 is alkyl of from one to six carbon atoms;
- ##STR21## where n is zero to four and X and Y are independently selected from hydrogen,
- fluorine,
- chlorine,
- bromine,
- hydroxy,
- alkyl of from one to three carbon atoms, or
- alkoxyl of from one to four carbon atoms;
- R.sub.2 is
- alkyl of from one to six carbon atoms optionally substituted with hydroxy or alkoxyl of from one to four carbon atoms;
- alkenyl of from one to six carbon atoms optionally substituted with hydroxy or alkoxyl of from one to four carbon atoms;
- alkynyl of from one to six carbon atoms optionally substituted with hydroxy or alkoxyl of from one to four carbon atoms;
- cycloalkyl of from three to six carbon atoms;
- or ##STR22## where n is zero to four and X and Y are independently selected from hydrogen,
- fluorine,
- chlorine,
- bromine,
- hydroxy,
- alkyl of from one to three carbon atoms, or
- alkoxyl of from one to four carbon atoms;
- alkylcarbonyl of from two to twelve carbon atoms;
- alkenylcarbonyl of from three to twelve carbon atoms;
- alkynylcarbonyl of from three to twelve carbon atoms;
- ##STR23## where n, X and Y are as previously defined;
- or ##STR24## where R.sub.5 and R.sub.6 are independently selected from hydrogen, alkyl of from one to four carbon atoms or phenyl;
- or a pharmaceutically acceptable acid addition salt thereof;
- with the provisos that when R is methyl, R.sub.1 is hydrogen;
- and
- when R is ethyl, and R.sub.1 is hydrogen, R.sub.2 may not be acetyl.
34 more elements
Dependencies are inferred from the claim text.