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.sub.1 is hydrogen, alkanoyl having from one to five carbon atoms or --CO--(CH.sub.2).sub.p --NR.sub.2 R.sub.3 wherein p is 0 or an integer from 1 to 4; each of R.sub.2 and R.sub.3 when taken individually is hydrogen or alkyl having from one to four carbon atoms; R.sub.2 and R.sub.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; each of R.sub.4 and R.sub.5 is hydrogen, methyl or ethyl; R.sub.0 is oxo or alkylenedioxy having from two to four carbon atoms; Z is (a) alkylene having from one to nine carbon atoms; (b) --(alk.sub.1).sub.m --X--(alk.sub.2).sub.n -- wherein each of (alk.sub.1) and (alk.sub.2) has from 1 to 9 carbon atoms, with the proviso that the summation of carbon atoms in (alk.sub.1) plus (alk.sub.2) is not greater than 9; each of m and n is 0 or 1; X is O, S, SO or SO.sub.2 ; and 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; with the proviso that when W is methyl, Z is --(alk.sub.1).sub.m --X--(alk.sub.2).sub.n --.

Dibenzopyrone derivatives which possess depressant and/or antihypoxia activity are 7,8,9,10-tetrahydro-6-oxo-6H-dibenzo[b,d]pyranyloxy-propanes having the formula (1): ##STR1## where R represents hydrogen or (C.sub.1 -C.sub.4) alkyl; where A represents chlorine or hydroxyl; and where B represents hydrogen, (C.sub.1 -C.sub.4) alkyl, 7-coumarinyl, phosphono, phenyl, or phenyl substituted with amino, dimethylamino, hydroxyl methoxyl, carboxyl, carboxymethyl, or 2-carboxyethenyl. Also included are pharmaceutically acceptable salts of the compounds. Compounds of this invention are useful as sedatives or for the protection of warm blooded animals from the effects of oxygen depreviation.

Dibenzopyrone derivatives which possess depressant and/or antihypoxia activity are 1,3-bis(dibenzo[b,d]pyranyloxy propanes having the formula (1): ##STR1## where R and R.sup.1 independently represent hydrogen or methyl; where A is ##STR2## and where X represents single substitution with oxygen or substitution with hydrogen and a second group taken to be hydrogen, hydroxyl, amino, C.sub.1 -C.sub.4 alkylamino or an acyloxy radical ##STR3## where B represents C.sub.1 -C.sub.15 alkyl, --CH.sub.2 CH.sub.2 COOH, or (dimethylamino)phenyl. Also included are pharmaceutically acceptable salt forms of the compounds. These compounds are useful as sedatives and/or for the protection of warm blooded animals from the effects of oxygen deprivation.