Estrane and androstane derivatives, process for producing...

C - Chemistry – Metallurgy – 07 – J

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C07J 1/00 (2006.01) C07J 21/00 (2006.01) C07J 51/00 (2006.01) C07J 53/00 (2006.01) C07J 63/00 (2006.01)

Patent

CA 1300601

ABSTRACT OF THE DISCLOSURE Estrane and androstane derivatives of formula I Image wherein X is bromine, iodine, triphenyltin or trialkyltin of 1 to 6 carbon atoms per alkyl radical, Y represents two hydrogen atoms or methylene, Z represents two hydrogen atoms, oxo or alkylenedioxy of 2 to 6 carbon atoms and V is ethylene, vinylene, 1,3-propylene or cyclopropylene, R1 is hydrogen or a hydrocarbon radical of up to 8 hydrocarbon atoms, optionally interrupted by an oxa group or substituted by an oxo group, R2 is methyl or ethyl, R3 and R4 represent a carbon-carbon bond or R3 is hydrogen and R4 is hydrogen or methyl, .DELTA. symbolizes a 4(5)-double bond if Z signifies two hydrogen atoms or an oxo group; or a 5(6)-double bond or, for the estrane derivatives of formula I, also a 5(10)- double bond, if Z is alkylenedioxy. The compounds of formula I wherein X is a bromine atom or an iodine atom and Z signifies two hydrogen atoms or an oxo group, are pharma- cologically effective substances, which show an action profile like the corresponding 17 .alpha.-ethinyl compounds and have a gestational effectiveness. The compounds of formula I wherein X is a triphenyltin group or a trialkytin group and/or wherein Z is an alkylenedioxy group are preferred intermediates for production of pharmacologically effective sukstances. The 17 .alpha.-(2-bromovinyl) and 17 .alpha.-(2-iodovinyl) steroids of formula I can be used as initial products for the production of the corresponding 17 .alpha.-(2-radio-halogen- vinyl) compounds.

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