Certain azacycloalkyl imidazopyrimidines; a new class of GABA brain receptor ligands

A compound of the formula:

• ##STR30## or the pharmaceutically acceptable non-toxic salts thereof wherein Z is H.sub.2, oxygen or sulfur;
• R.sub.1 and R.sub.2 are hydrogen or straight chain or branched lower alkyl having 1-6 carbon atoms;
• X is ##STR31## with the proviso that when X is ##STR32## T is oxygen or sulfur, and when X is ##STR33## R.sub.3 is hydrogen, halogen, arloxy, alkoxy having 1-6 carbon atoms or OCOR.sub.5 where R.sub.5 is hydrogen, straight or branched chain alkyl having 1-6 carbon atoms, alkoxy having 1-6 carbon atoms, or dialkylamino where each alkyl has 1-6 carbon atoms, and R.sub.4 is H, lower alkyl having 1-6 carbon atoms or COR.sub.6 where R.sub.6 is hydrogen, straight or branched chain alkyl having 1-6 carbon atoms, alkoxy having 1-6 carbon atoms or dialkylamino where each alkyl has 1-6 carbon atoms;
• W is
• phenyl, 2- or 3-thienyl or 2-, 3-, or 4-pyridyl;
• or phenyl. 2- or 3-thienyl or 2-, 3-, or 4-pyridyl, each of which is mono or disubstituted with halogen, lower alkyl, or straight or branched chain lower alkoxy having 1-6 carbon atoms;
• Y is
• i) hydrogen, phenyl, 2- or 3-thienyl, 2-, 3- or 4-pyridyl, 2- or 4(5)-imidazolyl, 2-pyrimidinyl, or 1-indanyl;
• ii) phenyl, 2- or 3-thienyl, 2-, 3- or 4-pyridyl, 2- or 4(5)-imidazolyl, or 2-pyrimidinyl, each of which is mono or disubstituted with halogen, lower alkyl having 1-6 carbon atoms, lower alkoxy having 1-6 carbon atoms, or alkoxylalkyl where the alkoxy portion is straight or branched chain alkoxy having 1-6 carbon atoms and the alkyl portion is straight or branched chain alkyl having 1-6 carbon atoms;
• iii) straight or branched chain alkyl having 1-6 carbon atoms;
• iv) straight or branched chain alkyl having 1-6 carbon atoms, wherein each alkyl is substituted with the groups of ii;
• v) cycloalkyl having 3-10 carbon atoms, cycloalkyl alkyl where the cycloalkyl portion has 3-7 carbon atoms and the alkyl portion has 1-6 carbon atoms;
• vi) aminoalkyl where the alkyl portion is straight or branched chain alkyl having 1-6 carbon atoms, or mono or dialkyl aminoalkyl where each alkyl is a straight or branched chain alkyl having 1-6 carbon atoms;
• or
• vii) COR.sub.7 or SO.sub.2 R.sub.7 where
• R.sub.7 is straight or branched chain lower alkyl having 1-6 carbon atoms, phenyl, 2- or 3-thienyl, 2-, 3- or 4-pyridyl, 2- or 4(5)-imidazolyl, or 2-pyrimidinyl;
• or
• R.sub.7 is phenyl, 2- or 3-thienyl, 2-, 3- or 4-pyridyl, 2- or 4(5)-imidazolyl, or 2-pyrimidinyl each of which may be mono or disubstituted with halogen, lower alkyl having 1-6 carbon atoms, straight or branched alkoxy having 1-6 carbon atoms, or alkoxyalkyl where the alkoxy portion is straight or branched chain alkoxy having 1-6 carbon atoms and the alkyl portion is straight or branched chain alkyl having 1-6 carbon atoms;
• and
• n is 0, 1, or 2.