abstract |
9-Hydroxydibenzo[b,d]pyrans useful as analgesics, hypotensives, immunosuppressants, tranquilizers; as anti-secretory and anti-anxiety drugs; intermediates therefor and derivatives thereof having the formulae ##STR1## wherein R is hydrogen or alkanoyl having from one to five carbon atoms; R 1 is hydrogen, alkanoyl having from one to five carbon atoms or --CO--(CH 2 ) P --NR 2 R 3 wherein p is 0 or an integer from 1 to 4; each of R 2 and R 3 when taken individually is hydrogen or alkyl having from one to four carbon atoms; R 2 and R 3 when taken together with the nitrogen to which they are attached form a 5- or 6-membered heterocyclic ring selected from piperidino, pyrrolo, pyrrolidino, morpholino and N-alkylpiperazino having from one to four carbon atoms in the alkyl group; n Each of R 4 and R 5 is hydrogen, methyl or ethyl; n R 0 is oxo or alkylenedioxy having from two to four carbon atoms; n Z is n (a) alkylene having from one to nine carbon atoms; n (b) --(alk 1 ) m --X--(alk 2 ) n --wherein each of (alk 1 ) and (alk 2 ) has from 1 to 9 carbon atoms, with the proviso that the summation of carbon atoms in (alk 1 ) plus (alk 2 ) is not greater than 9; n Each of m and n is 0 or 1; n X is O, S, SO or SO 2 ; and n W is methyl, phenyl, p-chlorophenyl, p-fluorophenyl, pyridyl, piperidyl, cycloalkyl having from 3 to 7 carbon atoms, or monosubstituted cycloalkyl wherein the substituent is phenyl, p-chlorophenyl or p-fluorophenyl; n With the proviso that when W is methyl, Z is n --(alk 1 ) m --X---(alk 2 ) n --. |