11 beta-aryl-4-estreenejä and a method for their preparation

1995 
Estrenes of formula (I) are new: X = O, hydroxyimino greater than N-OH, or two H's; R1 = H or Ch3; R2 = OH, 1-10C alkoxy, or 1-10C acyloxy; R3 = H, -(CH2)nCH2Z, -(CH2)m-CC-Y, or -(CH2)p-CH=CH-(CH2)k-CH2-R6; Z = H, CN or OR5; n = 0-5; R5 = H, 1-10C alkyl, 1-10C acyl; m = 0-2; Y = H, F, Cl, Br, 1-10C hydroxyalkyl, 1-10C alkoxyalkyl or 1-10C acyloxyalkyl. p = 0-1; k = 0-2; R6 = H, Oh, 1-4C alkoxy, or 1-4C acyloxy; R2 and R3 = may form (II), (III) or (IV) R4 = H, cyano, Cl, F, Br, I, trialkylsilyl, trialkylstannyl, 1-8C (un)saturated 1-8C alkyl, acyl or alkoxyl, NR7R8, amine oxide of formula -N+(-O-)R7R8, OR9 or S(O)i-R9; R7, R8 = H, 1-4C alkyl i = 0-2; R9 = H, methyl, ethyl, propyl, isopropyl, methoxyphenyl, allyl, or 2-dimethylaminoethyl; Or R4 = heteroaryl of formula (VII) A = N, O S; -B-D-E- = -C-C-C-, -N-C-C-, -C-N-C-; R10 = H, cyano, Cl, F, Br, I, trialkylsilyl, trialkylstannyl, 1-8C (un)saturated alkyl, acyl, alkoxyalkyl, or amino (-N(R7)R8); Or R4 = heteroaryl of formula (VIII) A = N; -B-D-E- = -C-C-C-, -N-C-C-, -C-N-C-, -C-C-N-; R10 = as given; Or R4 = phenyl monosubstituted by 1 R10;.$ USE/ADVANTAGE : (I) exhibit antiglucocorticoidal activity and can be used for therapy of glaucoma as well as long-term treatment of Cushing's Syndrome.
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