Back to results
US 4,552,883 AGranted
Pyrazolo[3,4-b]pyridine carboxylic acid esters and their pharmaceutical use
AssigneeICI Americas Inc.
InventorThomas M. Bare
Life of this patent
Estimating the term…
Abstract
Compounds of the formula (I): ##STR1## wherein R.sup.1, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 have defined values and the N-oxides at the 7-position of the pyrazolo[3,4-b]pyridine ring system and the pharmaceutically-acceptable acid-addition salts thereof, processes for their preparation and use, pharmaceutical compositions, and intermediates for preparing said compounds of the formula (I). The compounds of formula (I) are central nervous system depressants, for example anxiolytic agents.
Claims9
A pyrazolo[3,4-b]pyridine of the formula:
- ##STR13## wherein R.sup.1 is a straight or branched chain alkyl of 1 to 10 carbons, cycloalkyl of 3 to 8 carbons, cycloalkylalkyl of 4 to 12 carbons, alkenyl or alkynyl of 3 to 10 carbons, arylalkyl of 7 to 12 carbons;
- straight or branched chain alkyl of 1 to 10 carbons into the backbone of which is inserted an oxygen, sulfur, sulfinyl or sulfonyl divalent moiety, or straight or branched chain alkyl of 1 to 10 carbons substituted by a hydroxy, amino, 1 to 6 carbon alkylamino, 2 to 12 carbon dialkylamino, cyano, oxo, ketal, hemiketal, acetal or hemiacetal group, wherein the alkyl group or groups of the ketal, hemiketal, acetal or hemiacetal each are of 1 to 6 carbons, or by one or more of chloro, bromo, iodo or fluoro groups;
- R.sup.3 is hydrogen or straight or branched chain alkyl of 1 to 6 carbons;
- R.sup.4 is hydrogen, straight or branched chain alkyl of 1 to 10 carbons or straight or branched chain alkyl of 1 to 10 carbons substituted by a hydroxy or oxo group;
- R.sup.5 is straight or branched chain alkenyl of 3 to 7 carbons, straight or branched chain alkynyl of 3 to 7 carbons, hydroxy(straight or branched chain)alkyl of 1 to 7 carbons, cycloalkyl of 3 to 7 carbons, cycloalkylalkyl of 4 to 10 carbons, alkoxy(straight or branched chain)alkyl of 2 to 10 carbons, straight or branched chain alkyl of 2 to 7 carbons substituted by one or more halogen atoms, straight or branched chain alkenyl of 3 to 7 carbons substituted by one or more halogen atoms, aryl(straight or branched chain)alkyl of 6 to 10 carbons in the aryl portion and 1 to 7 carbons in the alkyl portion;
- aryl-(straight or branched chain)alkenyl of 6 to 10 carbons in the aryl portion and 3 to 7 carbons in the alkenyl portion, or phenyl;
- and
- R.sup.6 is hydrogen or straight or branched chain alkyl of 1 to 8 carbons, or an N-oxide at the 7-position of the pyrazolo [3,4,-b]-pyridine ring system, or a pharmaceutically acceptable acid-addition salt thereof.
5 more elements
A pyrazolo[3,4-b]pyridine of the formula:
- ##STR14## which is 4-amino-6-methyl-1-(4-pentynyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid allyl ester or a pharmaceutically-acceptable acid-addition salt thereof.
Dependencies are inferred from the claim text.