New fused poly:hydro-imino:ethano-phenanthrene derivatives - useful as delta opioid agonists or antagonists having e.g. analgesic, antiallergic anti-inflammatory or immunosuppressant activity

摘要

Polyhydro-10,4b-imino ethano-phenanthrene derivatives of formula (I), their solvates and salts are new; Q = (CH)n; R1 = H; Me; 2-6C alkyl, 3-7C cycloalkyl, 4-6C cycloalkylalkyl all optionally substituted by OH; 3-5C alkenyl; aryl; aralkyl; 2- or 3-furyl; (CH2)mCOR; or A-B; m = 0-5; R = 1-6C alkyl, OH, 1-5C alkoxy, 3-6C alkenyloxy, alkaryl or NR10R11; R10, R11 = H, 1-6C alkyl, 4-6C cycloalkylalkyl, 3-5C alkenyl, aryl or aralkyl; A = 1-10C alkylene; B = optionally substituted aryl or heteroaryl; R2 = H, OH, 1-5C alkoxy, halo, NO2, NR'10R11 or SR'10; R'10 = R10 or COR1; R3 = H, 1-6C alkyl, OH, 1-5C alkoxy, halo, (CH2)mCOR, SR10,NO2, NR10R10, NHCOR10, or NHSO2R10; R4, R5 = H, OH, 1-5C alkoxy, or phenoxy; or R4+R5 = O; or R4+R3 = OCH2O; R6 = phenyl or a 5- or 6-membered heteroaryl containing 1-3 heteroatoms both substituted by 1-3 R3; CZR12, CH2WA', COCOR12; NR'13R14; PZR12; S(O)iR12; Z = O or S; R12 = 1-18C alkyl, OH, 1-18C alkoxy, aralkoxy, or NR13R14; R13, R14 = H; Me; 2-6C alkyl, 3-7C cycloalkyl or 3-6C cycloalkylalkyl all optionally substituted by 1-3 F; 3-6C alkenyl; aryl aralkyl; or optionally substituted heterocyclyl; or R13+R14 = 3-6C alkylene optionally interrupted by O or NR1; W = O, S or NR14; A' = H, alkyl or COR14; R'13 = R13 or (CH2)mCOR; i = 1-2; R7 = H, 1-18C alkyl, 2-18C alkenyl, halo, 1-6C haloalkyl, (CH2)mCOR or phenyl or a 5- or 6-membered heteroaryl containing 1-3 heteroatoms both substituted by R3; R8 = H or 1-6C alkyl; n = 0-1; and either (a) when n = 0; X, Y = O, S, CQ' or NR9; or (b) when n = 1; X=Y=N or X,Y = N and CH; Q' = H, R6 or R7; R9 = H 1-6C alkyl, 3-7C cycloalkyl or 4-6C cycloalkylalkyl or optionally substituted by OH (provided that methyl is unsubstituted) or NR10R11; 3-5C alkenyl; aryl; aralkyl; or (CH2)mCOR'; R' = OH, 1-5C alkoxy, 3-6C alkenyloxy, alkaryl or NR"10R"11; R"10, R"11 = H, 1-6C alkyl or 4-6C cycloalkylalkyl.