Patent ID: 7105685

Claim:
A cannabinol derivative having the following formula: wherein, R 1 is: a) H, b) a C 1-4 alkyl group or ester thereof, c) COOH, d) OH, e) a O—C 1-5 alkyl (preferably OCH3) or alkanoyl, optionally substituted by mono- or di-methylamino or ethylamino groups, f) a O—CO—C 3-10 alkyl group containing a carboxyl or amino group, g) wherein n=1 to 8 h) a p-aminobenzyl group or a C 1-7 aminoalkyl group or an organic or mineral acid addition salt thereof, an isocyanate or isothiocyanate derivative of the p-aminobenzyl or aminoalkyl group, a carboxyl terminated derivative of the aminoalkyl group having from 1 to 7 additional carbon atoms or a salt thereof, and an activated derivative of the carboxyl terminated derivative; i) R 1 and R 2 comprise a substituent of the formula —O(CH 2 ) 3-5 , wherein R 1 and R 2 , together with the carbon atoms to which they are bonded, comprises a ring where at least one hydrogen atom thereof is optionally substituted with a halogen; j) an alpha ketoaldehyde (e.g., COCOH); or k) CH(CH 3 )CO 2 H or —OCOCH 3 , R 2 is: a) H, OH, COOH, or a halogen, b) C 1-6 carboxy or alkoxy group, or c) R 1 and R 2 comprise a substituent of the formula —O(CH 2 ) 3-5 , wherein R 1 and R 2 , together with the carbon atoms to which they are bonded, comprises a ring where at least one hydrogen atom thereof is optionally substituted with a halogen, R 3 is a dimethyl -pentyl, -hexyl, -heptyl, -octyl, or -nonyl that has a terminal halogen substituent; R 6 and R 6′ together form ═O or ═S, or each is independently selected from the group consisting of: a) hydrogen, b) C 1-6 alkoxy, C 1-6 alkylthio, C 1-6 alkyl, or C 1-6 haloalkyl, c) CN, d) CO 2 H, e) CO 2 —C 1-4 alkyl, f) C(Y)(Z) —OH, g) C(Y)(Z) —O—C 1-4 alkyl, and h) C 1-6 alkyl-CO 2 —Y, wherein Y and Z are each independently H or C 1-6 alkyl, R 7 is: a) hydroxy, b) halo, c) C 1-6 alkoxy, C 1-6 alkylthio, C 1-6 alkyl, or C 1-6 haloalkyl, d) CN, e) N 3 , f) CO 2 H, g) CO 2 —C 1-4 alkyl, h) C(Y)(Z) —OH, i) C(Y)(Z) —O—C 1-4 alkyl, j) C 1-6 alkyl-CO 2 —Y, or k)═O or ═S, wherein Y and Z are each independently H or C 1-6 alkyl; Q is: a) O or S, or b) N—W, wherein W is: i) hydrogen, ii) C 1-6 alkoxyalkyl, C 1-6 alkyl, or C 1-6 haloalkyl, iii) OC 1-6 alkyl, or OC 1-6 haloalkyl, iv) CN, v) C 1-6 alkyl, vi) C(Y)(Z)C 1-4 alkyl, or vii) C 1-6 alkyl-CO 2 -Z, wherein Y and Z are each independently H or C 1-6 alkyl.