Process for the production of 9-hydroxydibenzo ¬b, d| pyrans...

C - Chemistry – Metallurgy – 07 – D

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C07D 407/12 (2006.01) C07C 37/055 (2006.01) C07C 39/15 (2006.01) C07C 43/205 (2006.01) C07C 45/00 (2006.01) C07D 213/30 (2006.01) C07D 295/00 (2006.01) C07D 303/22 (2006.01) C07D 311/16 (2006.01) C07D 311/18 (2006.01) C07D 311/20 (2006.01) C07D 311/22 (2006.01) C07D 311/80 (2006.01)

Patent

CA 1099269

ABSTRACT OF THE DISCLOSURE 9-Hydroxydibenzo[b,d]pyrans useful as analgesics, hypotansives, immunosuppressants, tranquilizers; as anti-secretory and anti-anxiety drugs; having the formulae: Image I and Image II wherein R is hydrogen or alkanoyl having from one to five carbon atoms; R1 is hydrogen, alkanoyl having from one to five carbon atoms or -CO-(CH2)p-NR2R3 wherein p is 0 or an integer from 1 to 4; each of R2 and R3 when taken individually is hydrogen or alkyl having from one to four carbon atoms; R2 and R3 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 R4 and R5 is hydrogen, methyl or ethyl; R0 is oxo or alkylenedioxy having from two to four carbon atoms; Z is (a) alkylene having from one to nine carbon atoms; (b) -(alk1)m-X-(alk2)n- wherein each of (alk1) and (alk2) has from 1 to 9 carbon atoms, with the proviso that the summation of carbon atoms in (alk1) plus (alk2) is not greater than 9; each of m and n is 0 or 1; X is O, S, SO or SO2; and W is methyl, phenyl, p-chlorophenyl, p-fluoro- phenyl, pyridyl, piperidyl, cycloalkyl having from 3 to 7 carbon atoms, or monosubstituted cycloalkyl wherein the substituent is phenyl, p-chlorophenyl or p-fluoro- phenyl; with the proviso that when W is methyl, Z is -(alk1)m-X-(alk2)n-.

263717

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