AGONISTAS/ANTAGONISTAS OF OESTROGENS, PHARMACEUTICAL COMPOSITIONS CONTAIN THAT THEM AND INTERMEDIATE COMPOUNDS TO USE THEM IN THE PREPARATION OF THESE COMPOUNDS

Heterocyclic derivs. of formula (I) and their optical and geometric isomers and acid addn. salts, esters, N-oxides and quat. ammonium salts are new. A = CH2 or NR; B, D, E = CH or N; Y = phenyl, naphthyl, a 5- or 6-membered heterocycle contg. up to two of O, NR2 or S(O)n (opt benzo-fused) (all opt. substd. by 1-3 R4) or 3-8C cycloalkyl or cycloalkenyl (both opt. substd. by 1-2 R4); Z1 = (CH2)pW(CH2)q, O(CH2)pCR5R6, O(CH2)pN(CH2)q, OCHR2CHR3 or SCHR2CHR3; G = NR7R8, a bicyclic amine contg. 5-12C either bridge or fused (opt. substd. by 1-3 R4); or a gp. of formula (a) (opt. fused with 1-2 Ph and opt. substd. by 1-3 R4 on C and R4 on N); n = 0-2; m = 1-3; Z2 = NH, O, S or CH2; or Z1+G = a gp. of formula (b); W = CH2, CH=CH, O, NR2, S(O)n, CO, CH2OH, CONR2, NR2CO, Ctriple boundC or a gp. of formula (c); R = H or 1-6C alkyl; R2, R3 = H or 1-4C alkyl; R4 = H, halo, 1-6C alkyl, 1-4C alkoxy, 1-4C acyloxy, 1-4C alkylthio, 1-4C alkylsulphinyl, 1-4C alkylsulphonyl, 1-4C hydroxyalkyl, aryl(1-4C alkyl), CO2H, CN, CONHOR, SO2NHR, NH2, 1-4C alkylamino, 1-4C dialkylamino, NHSO2R, NO2, aryl or OH; R5, R6 = 1-8C alkyl; or R5+R6 = 3-10C ring; R7, R8 = Ph, opt. unsatd. 3-10C carbocycle, or 3-10C heterocycle contg. up to 2 or O, N or S; H, 1-6C alkyl; or with R5 or R6 form a 3-8 membered N-contg. ring; (all opt. substd. by 1-3 of 1-6C alkyl, halo, OH, alkoxy or COOH); any ring formed by R7 and R8 is opt. benzo fused; l = 0-2; p, q = 0-3. The intermediates 1-(2-(4-(6-methoxy-3-4-dihydro-naphthalen-1-yl) phenoxy) ethyl) pyrrolidine (IIa) and 1-(2-(4-(2-bromo-6-methoxy-3,'4-dihydro-naphthalen-1-yl) phenoxy) ethyl) pyrrolidine (III) are also new.