13 .alpha.-alkylgonanes, their preparation and...

C - Chemistry – Metallurgy – 07 – J

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260/41, 260/88,

C07J 41/00 (2006.01) C07J 43/00 (2006.01) C07J 71/00 (2006.01)

Patent

CA 1307784

ABSTRACT The present invention provides a compound of the general formula Image (I) in which R1 represents a group of the general formula Image in which RI and RII, which may be the same or dif- ferent, each represents a hydrogen atom or an alkyl group having from 1 to 4 carbon atoms, or RI and RII, together with the nitrogen atom to which they are attached, represent a saturated 5- or 6-membered ring, which may, if desired, contain a further hetero atom, or a corresponding tertiary N-oxide group, or ORIII in which RIII represents a methyl, ethyl, propyl, isopropyl, methoxyphenyl, allyl or- .beta.-dimethylaminoethyl group, R2 represents a hydrogen atom, a methyl group or an ethyl group, R3 represents a group of the general formula -(CH2)n-CH3 in which n represents 0 or an integer from 1 to 4, a group of the general formula -(CH2)n-CH2-ORIV or -(CH2)n-CH2-SRIV in which n represents 0 or an integer from 1 to 5, and RIV represents a hydrogen atom or an alkyl or alkanoyl radical each having from 1 to 4 carbon atoms, a group of the general formula -CH=CH-(CH2)n-ORV in which n represents an integer from 1 to 4, and RV represents a hydrogen atom or an alkyl or alkanoyl radical each having from 1 to 4 carbon atoms, a group of the general formula -C?C-X in which X represents a hydrogen atom or an alkyl radical having from 1 to 4 carbon atoms or a halogen atom, a group of the general formula -(CH2)n-CH2CN in which n represents 0 or an integer from 1 to 3, or a group of the formula -?-CH2Y in which Y represents a hydrogen atom of a group of the general formula ORV in which RV has the meaning given above, R4 represents a hydroxy group or an alkoxy or alkanoyloxy radical each having from 1 to 4 carbon atoms or R3 and R4, together with the carbon atom to which they are attached,represent a group of the formula Image and R3 is in the .alpha.-configuration and R4 is in the .beta.-configuration or R3 is in the .beta.-configuration and R4 is in the ?-configuration with respect to the steroid struc- ture, and R5 represents a hydrogen atom or an alkyl radical hav- ing from 1 to 4 carbon atoms and being in the ?- or .beta.-con- figuration, and their pharmaceutically acceptable acid addition salts. The compound have a strong antigestagenic action and can be used for postcoital fertility control.

456734

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