Abstract: (-)-6A,10A-Trans-1-hydroxy-3-n-pentyl-6,6,9-trimethyl-6a,7,8,10a-tetrahydro dibenzo[b,d]pyran and related pyrans are prepared by a one-step process from (+)-p-mentha-2,8-dien-1-ol and substituted resorcinols. The pyrans produced by the process of this invention have useful pharmacological properties.

Abstract: Benzopyrans of the formula ##STR1## wherein n represents 0 or 1, R is an alkyl group having 1 to 20 carbon atoms, an aryl-lower alkyl group or a cycloalkyl-lower alkyl group, R.sub.1 is hydrogen or ##STR2## wherein R.sub.4 is lower alkyl, phenyl, cycloalkyl-lower alkyl or aryl-lower alkyl, R.sub.2 is a lower alkyl and R.sub.3 is hydrogen or one or two lower alkyl groups, pharmaceutical compositions containing the compounds, and uses of the compounds as tranquilizers and analgesics.

Abstract: 3-Formyl-6a,7,10,10a-tetrahydro-6,6,9-trimethyl-6H-dibenzo[b,d]pyran-1-ol, ethers and esters thereof having the formula ##STR1## wherein R is hydrogen, lower alkyl or lower alkanoyl and R.sub.6 is formyl or 1,3-dithiolan-2-yl but is 1,3-dithiolan-2-yl only when R is hydrogen, and derivatives thereof of the formula ##STR2## wherein R.sub.1 is hydrogen or lower alkanoyl, R.sub.2 is alkyl, aryl-lower alkyl or cycloalkyl-lower alkyl, A represents ##STR3## when R.sub.1 is hydrogen and R.sub.3 is lower alkyl, and A is ##STR4## when R.sub.1 is lower alkanoyl and R.sub.4 is the same lower alkanoyl represented by R.sub.1, processes of making such compounds and intermediates useful in such processes, pharmaceutical compositions containing the compounds and the use of the compounds as tranquilizing and antidepressant agents.

Abstract: (-)-6A,10A-TRANS -1-Hydroxy-3-n-pentyl-6,6,9-trimethyl-6a,7,8,10a-tetrahydrodibenzo[b,d]pyr an and related pyrans are prepared by a one-step process from (+)-p-mentha-2,8-dien-1-ol and substituted resorcinols. The pyrans produced by the process of this invention have useful pharmacological properties.

Abstract: 1,2,3,4-Tetrahydrocyclopenta[c][1]benzopyrans of the formulae ##STR1## wherein R is a lower alkyl group having 1 to 5 carbons, R.sub.1 is hydrogen or a lower alkyl group having 1 to 5 carbons, R.sub.2 is a lower alkyl group and R.sub.3 is an alkyl group having 1 to 20 carbon atoms, a phenyl-lower alkyl group or a cycloalkyl-lower alkyl group. The compounds have anti-hypertensive, antidepressant, analgesic, anticonvulsant, anti-anxiety, sedative-hypnotic and tranquilizing activity in animals.

Abstract: 1,2,3,4-Tetrahydrocyclopenta[c] [1]benzopyrans of the formulae ##SPC1##Wherein R is a lower alkyl group having 1 to 5 carbons, R.sub.1 is hydrogen or a lower alkyl group having 1 to 5 carbons, R.sub.2 is a lower alkyl group and R.sub.3 is an alkyl group having 1 to 20 carbon atoms, a phenyl-lower alkyl group or a cycloalkyl-lower alkyl group. The compounds have anti-hypertensive, antidepressant, analgesic, anticonvulsant, anti-anxiety and tranquilizing activity in animals.

Abstract: 1,2-Dihydro-4H-thieno-[2,3-c][1]benzopyrans of the formulae ##SPC1##Wherein R is a lower alkyl group having 1 to 5 carbons, R.sub.1 is hydrogen or a lower alkyl group having 1 to 5 carbons, R.sub.2 is a lower alkyl group and R.sub.3 is an alkyl group having 1 to 20 carbon atoms, a phenyl-lower alkyl group or a cycloalkyl-lower alkyl group. The compounds have analgesic, antihypertensive, antidepressant, anticonvulsant, antianxiety, sedative-hypnotic and/or tranquilization activity.