Hydroxyalkyl and oxoalkyl substituted phenols as analgesics and sedatives

A compound having the formula:

• ##STR18## wherein R is selected from the group consisting of hydrogen and alkanoyl having from one to five carbon atoms;
• R.sub.1 is selected from the group consisting of hydrogen, benzyl, alkanoyl having from one to five carbon atoms, P(O)(OH).sub.2 and mono- and disodium and potassium salts thereof, --CO(CH.sub.2).sub.2 COOH and sodium and potassium salts thereof, and --CO--(CH.sub.2).sub.p --NR.sub.5 R.sub.6 wherein p is 0 or an integer from 1 to 4;
• each of R.sub.5 and R.sub.6 when taken individually is selected from the group consisting of hydrogen and alkyl having from one to four carbon atoms;
• R.sub.5 and R.sub.6 when taken together with the nitrogen to which they are attached form a 5- or 6-membered heterocyclic ring selected from the group consisting of piperidino, pyrrolo, pyrrolidino, morpholino and N-alkylpiperazino having from one to four carbon atoms in the alkyl group;
• each of R.sub.2 and R.sub.4 is selected from the group consisting of hydrogen, alkyl having from one to six carbon atoms, phenyl, pyridyl and phenylalkyl having from one to four carbon atoms in the alkyl moiety;
• R.sub.3 is selected from the group consisting of hydrogen and methyl;
• Z is selected from the group consisting of (a) alkylene having from one to thirteen carbon atoms;
• (b) --(alk.sub.1).sub.m --O--(alk.sub.2).sub.n -- wherein each of (alk.sub.1) and (alk.sub.2) is alkylene having from one to thirteen carbon atoms, with the proviso that the summation of carbon atoms in (alk.sub.1) plus (alk.sub.2) is not greater than thirteen;
• each of m and n is 0 or 1;
• and
• W is selected from the group consisting of hydrogen, pyridyl, ##STR19## wherein W.sub.1 is selected from the group consisting of hydrogen, fluoro and chloro;
• and the pharmaceutically acceptable acid addition salts of those compounds wherein R.sub.1 is --CO--(CH.sub.2).sub.p --NR.sub.5 R.sub.6 and/or R.sub.2, R.sub.4 or W is pyridyl.