4-arylmethyl-5-alkyl-3H-pyrazol-3-ones and hypoglycemic use
AssigneeAmerican Home Products Corporation
InventorKenneth L. Kees
Life of this patent
Estimating the term…
Abstract
The compounds of the formula: ##STR1## in which the dotted lines represent optional unsaturation when X is CR.sup.5, Y is CR.sup.6 or X or Y are N; R.sup.1 is hydrogen, alkyl, aryl or arylalkyl; R.sup.2 is hydrogen, alkyl, aryl or arylalkyl; R.sup.3 is alkyl, perfluoromethyl or alkoxy; R.sup.4 is halogen, alkyl or alkoxy; X is CR.sup.5, O, S or N, in which R.sup.5 is hydrogen, halogen, alkyl, or alkoxy; Y is CR.sup.6, O, S or N, in which R.sup.6 is hydrogen, halogen, alkyl or alkoxy; n is one of the integers 0, 1 or 2; m is one of the integers 0, 1, 2 or 3; or a pharmaceutically acceptable salt thereof, are useful hypoglycemic agents in the treatment of non-insulin dependent diabetes mellitus.
Claims12
A compound of the formula:
- ##STR10## in which the dotted lines represent optional unsaturation when n is 1 or 2;
- R.sup.1 is hydrogen, alkyl of 1 to 6 carbon atoms, aryl of 6 to 10 carbon atoms or arylalkyl of 7 to 12 carbon atoms;
- R.sup.2 is hydrogen, alkyl of 1 to 6 carbon atoms, aryl of 6 to 10 carbon atoms or arylalkyl of 7 to 12 carbon atoms;
- R.sup.3 is alkyl of 1 to 3 carbon atoms, perfluoromethyl or alkoxy of 1 to 6 carbon atoms;
- R.sup.4 is halogen, alkyl of 1 to 6 carbon atoms or alkoxy of 1 to 6 carbon atoms;
- X is CR.sup.5, in which
- R.sup.5 is hydrogen, halogen, alkyl of 1 to 6 carbon atoms, or alkoxy of 1 to 6 carbon atoms;
- Y is CR.sup.6, in which
- R.sup.6 is hydrogen, halogen, alkyl of 1 to 6 carbon atoms or alkoxy of 1 to 6 carbon atoms;
- n is one of the integers 0, 1 or 2;
- m is one of the integers 0, 1, 2 or 3;
- or a pharmaceutically acceptable salt thereof.
A process for reducing blood serum glucose levels in a mammal in need thereof which comprises administering to said mammal, orally or parenterally, a hypoglycemic amount of a compound of the formula:
- ##STR13## in which the dotted lines represent optional unsaturation when n is 1 or 2;
- R.sup.1 is hydrogen, alkyl of 1 to 6 carbon atoms, aryl of 6 to 10 carbon atoms or arylalkyl of 7 to 12 carbon atoms;
- R.sup.2 is hydrogen, alkyl of 1 to 6 carbon atoms, aryl of 6 to 10 carbon atoms or arylalkyl of 7 to 12 carbon atoms;
- R.sup.3 is alkyl of 1 to 3 carbon atoms, perfluoromethyl or alkoxy of 1 to 6 carbon atoms;
- R.sup.4 is halogen, alkyl of 1 to 6 carbon atoms or alkoxy of 1 to 6 carbon atoms;
- X is CR.sup.5, in which
- R.sup.5 is hydrogen, halogen, alkyl of 1 to 6 carbon atoms, or alkoxy of 1 to 6 carbon atoms;
- Y is CR.sup.6, in which
- R.sup.6 is hydrogen, halogen, alkyl of 1 to 6 carbon atoms or alkoxy of 1 to 6 carbon atoms;
- n is one of the integers 0, 1 or 2;
- m is one of the integers 0, 1, 2 or 3;
- or a pharmaceutically acceptable salt thereof.
Dependencies are inferred from the claim text.