Patent IL-116504-A (IL)
Title: 14, 17-c2-bridged steroids and pharmaceutical compositions containing the same
IPC: C07J53/00
Filed: 1995-12-22
Abstract: 14, 17-C2-Bridged steroids of the formula in which R3 stands for an oxygen atom, the hydroxyimino group or two hydrogen atoms, R6 stands for a hydrogen, fluorine, chlorine or bromine atom or for a C1-C4 alkyl radical in a-or b-position, and then R6 and R7 represent hydrogen atoms or else R6 stands for a hydrogen, fluorine, chlorine or bromine atom or for a C1-C4 alkyl radical, and then R6' and R7 represent a common additional bond, R7 stands for a C1-C4 alkyl radical in a- or 2946 י' בכסלו התשס" ב - November 25, 2001 b-position, and then R6 and R6' represent hydrogen atoms, or else R6 and R7 together stand for a methylene group in a- or b-position and R6 stands for a hydrogen atom or R6 and R6' together stand for an ethylene or methylene group and R7 stands for a hydrogen atom, R9 and R10 each stand for a hydrogen atom or a common bond, R11 and R12 each stand for a hydrogen atom or a common bond, R13 stands for a methyl or ethyl group, R15 stands for a hydrogen atom or a C1-C3 alkyl radical, R16 and R16' independently of one another, stand for a hydrogen atom, a C1-C3 alkyl radical or a C2-C4 alkenyl radical or together for a C1-C3 alkylidene group, R15 and R16 stand for a common bond and R16' stands for a hydrogen atom or a C1-C3 alkyl radical or R14 and R16 together stand for a ring of partial formula in which n = 1 and 2 and X means a methylene group or an oxygen atom, and R16' stands for a hydrogen atom, R171 stands for a hydrogen atom or a C1-C3 alkyl radical, R172 stands for a hydrogen atom, a C1-C3 alkyl radical or a C2-C4 alkenyl radical, R171' and R172' each stand for a hydrogen atom or for a common bond, R21 stands for a hydrogen atom or a C1-C3 alkyl radical, R21' stands for a hydrogen atom, a C1-C3 alkyl radical or a hydroxy group, except for the compound 14, 17-ethano- 19-norpregn-4-ene-3,20-dione. Also claimed are intermediate products of the formula II, III, IV, V and VI as defined below R13 = -C2H5; R21 = hydrogen, C1-C3 alkyl or R13=-CH3; R21 = C1-C3 alkyl and R171 and R172 = independently of one another, hydrogen or C1-C3 alkyl, R171' and R172' = in each case hydrogen or together a bond; 2947 י' בכסלו התשס" ב - November 25, 2001 in which R13=-CH3, -C2H5, R171 and R172 = independently of one another, hydrogen or C1-C3 alkyl, R171' and R172' = in each case hydrogen or together a bond, K = a ketal protective group, R21 = hydrogen, C1-C3 alkyl; in which R13 = CH3, -C2H5, R16 = COOalkyl, in which alkyl is a C1-C4 alkyl radical, or -CH2OH or CHO, or methylene, R171 and R172 = independently of one another, hydrogen or C1-C3 alkyl, R171' and R172' = in each case hydrogen or together a bond, K = an oxygen atom or ketal protective group, R21 = hydrogen, C1-C3 alkyl; 2948 י' בכסלו התשס" ב - November 25, 2001 in which R13 = -CH3, -C2H5, R15 and R16 = together a ring of partial formulae in which X and Y = independently of one another, in each case an oxygen atom or two hydrogen atoms and Rm = C1-C3 alkyl or R15 and R16 = each per se for an -OH group or R15 and R16 = together a bond and R171 and R172 = independently of one another, hydrogen or C1-C3 alkyl, R171' and R172' = in each case hydrogen or together a bond, K = an oxygen atom or a ketal protective group, R21 = hydrogen or C1=C3 alkyl; 2949 י' בכסלו התשס" ב - November 25, 2001 in which R13 = CH3, -C2H5, R15 and R16 = in each case hydrogen or together a bond, R15( = hydrogen or C1-C3 alkyl, R16( = -COO alkyl, in which alkyl is a C1-C4 alkyl radical, or CH2OH or CHO or a C1-C3 alkyl radical, R171 and R172 = independently of one another, hydrogen or C1-C3 alkyl, R171' and R172' = in each case hydrogen or together a bond, K = an oxygen atom or a ketal protective group, R21 = hydrogen or C1-C3 alkyl. The compounds of the formula (I) have gestogen activity.