US 4,297,350 AGranted

Male contraceptive steroids and methods of use

AssigneeThe Upjohn Company

InventorsJohn C. Babcock, J. Allan Campbell, Thomas J. Lobl

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Abstract

The steroids of the present invention have been found to be useful as male contraceptives when administered orally. Upon cessation of administration of the male contraceptive steroids of the present invention the male promptly regains normal fertility.

Claims17

Dependent claims

A method of effecting male contraception which comprises oral administration of a contraceptively effective amount of a comound of the formula:

##STR15## where A is a methyl, methoxy, trifluoromethyl, hydroxyl or nitro group or a hydrogen, fluorine, chlorine or bromine atom;
where D is a methyl, methoxy, trifluoromethyl, hydroxyl or nitro group or a hydrogen, fluorine, chlorine or bromine atom;
where M is a methyl, methoxy, trifluoromethyl, hydroxyl or nitro group or a hydrogen, fluorine, chlorine or bromine atom;
where R.sub.2 is a hydrogen atom or methyl group;
where R.sub.2.alpha. is a hydrogen atom, alkyl 1 thru 4 carbon atoms or benzyl;
where R.sub.2.beta. is a hydrogen atom or methyl group with the proviso that when R.sub.2.beta. is methyl, R.sub.2.alpha. is also methyl;
where R.sub.2.alpha. is alkyl of 1 thru 3 carbon atoms or ##STR16## where R.sub.3 is alkyl of 1 thru 4 carbon atoms or phenyl;
where R.sub.6 is a hydrogen atom or methyl group;
where R.sub.7 is a hydrogen atom or methyl group;
where R.sub.17.alpha. is a hydrogen atom, alkyl of 1 thru 4 carbon atoms, alkenyl of 2 thru 4 carbon atoms or alkynyl of 2 thru 4 carbon atoms;
where R.sub.17.beta. is alkyl of 1 thru 16 carbon atoms, ##STR17## --(CH.sub.2).sub.n --CH(CH.sub.2).sub.m, --CH.sub.2 --alkenyl where alkenyl is 2 thru 15 carbon atoms or --CH.sub.2 --C.dbd.CH, and R.sub.17.alpha. and R.sub.17.beta. can be connected to form a cyclic ether containing 4 or 5 carbon atoms;
where Q is an oxygen atom;
where X is a fluorine, chlorine or bromine atom;
where Z is a hydrogen atom, alkyl of 1 thru 4 carbon atoms or ##STR18## that for the compounds of formula (XIV) the Z's may be the same or different;
where m is 4 thru 6;
where n is 0 thru 4;
where p is 0 thru 4;
where q is 1 or 2, when q is 2 the M's can be the same or different;
where r is 1 or 2, when r is 2 the A's can be the same or different;
where y is 1 or 2, when y is 2 the D's can be the same or different;
where .mu. is 0 thru 4;
where .about. indicates the attached group can be in either the .alpha. or .beta. configuration;
and where is a single or double bond, if a single bond the hydrogen atom at C.sub.5 is .alpha.;
including the oximers and O-substituted oximes of compounds I thru IV and VI made with NH.sub.2 --OR.sub.3 to a male mammal post-puberty selected from the group consisting of man, male dog, tom, bull, stallion, ram, boar, male rat, and male mouse.

21 more elements

Dependencies are inferred from the claim text.

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