14,15-cyclopropano steroids of the 19-norandrostane series, method for the production thereof and pharmaceutical preparations containing said compounds

A compound according to claim 1,

• 17β-hydroxy-14α,15α-methylenstr-4-en-3-one or a pharmaceutically acceptable salt thereof,
• 17α-hydroxy-14α,15α-methylenestr-4-en-3-one or a pharmaceutically acceptable salt thereof,
• 17β-hydroxy-15β-methyl-14α,15α-methylenstr-4-en-3-one or a pharmaceutically acceptable salt thereof,
• 17β-hydroxy-15α-methyl-14β,15β-methylenestr-4-en-3-one or a pharmaceutically acceptable salt thereof,
• 17β-hydroxy-17α-hydroxymethyl-14α,15α-methylenestr-4-en-3-one or a pharmaceutically acceptable salt thereof,
• 17α-methoxy-17β-methoxymethyl-14α,15α-methylenestr-4-en-3-one or a pharmaceutically acceptable salt thereof,
• 17β-hydroxy-7α-methyl-14α,15α-methylenestr-4-en-3-one or a pharmaceutically acceptable salt thereof,
• 17,20-isopropylidenedioxy-14α,15α-methylene-19,21-bis-nor-17α-pregn-4-en-3-one or a pharmaceutically acceptable salt thereof,
• 3-oxo-14α,15α-methylenstr-4-en-17β-yl-sulfamate or a pharmaceutically acceptable salt thereof,
• 3-oxo-14α,15α-methylenestr-4-en-17β-yl-n-butanoate or a pharmaceutically acceptable salt thereof,
• 17β-hydroxy-17α-methyloxymethyl-14β-,15β-methylenestr-4-en-3-one or a pharmaceutically acceptable salt thereof,
• 17α-ethylthiomethyl-17β-hydroxy-14β,15β-methylenestr-4-ene-3-one or a pharmaceutically acceptable salt thereof,
• 17α-chloromethyl-17β-hydroxy-14β,15β-methylenestr-4-en-3-one or a pharmaceutically acceptable salt thereof,
• 17α-azidomethyl-17β-hydroxy-14β,15β-methylenestr-4-en-3-one or a pharmaceutically acceptable salt thereof,
• 17α-bromomethyl-17β-hydroxy-14β,15β-ethylenestr-4-en-3-one or a pharmaceutically acceptable salt thereof,
• 17β-hydroxy-17α-rhodanomethyl-14β,15β-methylenestr-4-en-3-one or a pharmaceutically acceptable salt thereof or,
• 17α-cyanomethyl-17β-hydroxy-14β,15β-methylenestr-4-en-3-one or a pharmaceutically acceptable salt thereof.

A compound of formula I

• in which
• R1 is a hydrogen atom or an alkyl radical with 1-9 carbon atoms,
• R2 is a hydrogen atom or a methyl group,
• R3 and R4, independently of one another, stand for a
• a hydrogen atom,
• for a hydroxy group,
• for an acyloxy group —O—CO—R5,
• with R5 standing for an alkyl of 1-10 carbon atoms,
• for a carbamoyloxy group —O—CO—NHR6,
• with R6 standing for a hydrogen atom or an alkyl radical,
• for a sulfamoyloxy group —O—SO2—NR7R8,
• with R7 and R8, independently of one another, in each case standing for a hydrogen atom, an alkyl group with 1 to 5 carbon atoms or together with the nitrogen atom for a pyrrolidino, piperidono or morpholino group,
• for a grouping —CH2R9 with R9 standing for a hydroxy group,
• an alkyloxy group with 1-5 carbon atoms, a chlorine or bromine atom, an azido, nitrilo or thiocyano group or for a grouping —SR10
• with R10 standing for an alkyl group with 1-5 carbon atoms,
• R3 and R4 together stand for an oxo group, or
• R3 and R4, with C-17, form a spirooxirane or a 2,2-dimethyl-1,3-dioxolane group,
• or a pharmaceutically acceptable salt thereof.