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US4297350A Expired / Lapsed US ⏱️ 0.0 years remaining

Male contraceptive steroids and methods of use

Assignee: Pharmacia and Upjohn Co
•
Filing: 1978-10-10
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Granted: 1981-10-27
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Expires: 1998-10-10
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Abstract

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.

Inventors

  • 👤 John C. Babcock
  • 👤 J. Allan Campbell
  • 👤 Thomas J. Lobl

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 08:26
CPC Classifications
C; C07; C07J; C07J71/00; C07J71/0073; C07J71/0078; C07J71/0084; C07J1/00; C07J1/0003; C07J1/0018; C07J1/0022; C07J1/0029; C07J1/0033; C07J1/0037; C07J1/004; C07J1/0048; C07J21/00; C07J21/005; C07J21/006; C07J41/00; C07J41/0005; C07J41/0016; C07J53/00; C07J53/001; C07J53/002; C07J53/004; C07J53/005; C07J71/0005; C07J71/001; C07J71/0036; C07J71/0042; C07J71/0047; C07J71/0057; C07J71/0063; C07J71/0094

Claims Analysis

Total Claims: 18
Claim 1
Independent Claim 469 words
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 2 is a hydrogen atom or methyl group; where R 2 α is a hydrogen atom, alkyl 1 thru 4 carbon atoms or benzyl; where R 2 β is a hydrogen atom or methyl group with the proviso that when R 2 β is methyl, R 2 α is also methyl; where R 2 α is alkyl of 1 thru 3 carbon atoms or ##STR16## where R 3 is alkyl of 1 thru 4 carbon atoms or phenyl; where R 6 is a hydrogen atom or methyl group; where R 7 is a hydrogen atom or methyl group; where R 17 α 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 17 β is alkyl of 1 thru 16 carbon atoms, ##STR17## --(CH 2 ) n --CH(CH 2 ) m , --CH 2 --alkenyl where alkenyl is 2 thru 15 carbon atoms or --CH 2 --C═CH, and R 17 α and R 17 β 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 μ is 0 thru 4; where ˜ indicates the attached group can be in either the α or β configuration; and where is a single or double bond, if a single bond the hydrogen atom at C 5 is α; including the oximers and O-substituted oximes of compounds I thru IV and VI made with NH 2 --OR 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.
Claim 2
Independent Claim 469 words
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 2 is a hydrogen atom or methyl group; where R 2 α is a hydrogen atom, alkyl 1 thru 4 carbon atoms or benzyl; where R 2 β is a hydrogen atom or methyl group with the proviso that when R 2 β is methyl, R 2 α is also methyl; where R 2 α is alkyl of 1 thru 3 carbon atoms or ##STR16## where R 3 is alkyl of 1 thru 4 carbon atoms or phenyl; where R 6 is a hydrogen atom or methyl group; where R 7 is a hydrogen atom or methyl group; where R 17 α 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 17 β is alkyl of 1 thru 16 carbon atoms, ##STR17## --(CH 2 ) n --CH(CH 2 ) m , --CH 2 --alkenyl where alkenyl is 2 thru 15 carbon atoms or --CH 2 --C═CH, and R 17 α and R 17 β 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 μ is 0 thru 4; where ˜ indicates the attached group can be in either the α or β configuration; and where is a single or double bond, if a single bond the hydrogen atom at C 5 is α; including the oximers and O-substituted oximes of compounds I thru IV and VI made with NH 2 --OR 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.
Claim 3
Dependent Claim 14 words
A method according to claim 1 where the contraceptively effective amount is 0.01-15 mg./kg./day.
Claim 4
Dependent Claim 18 words
A method of male contraception according to claim 2 where the compound is a compound of formula (I).
Claim 5
Dependent Claim 18 words
A method of male contraception according to claim 2 where the compound is a compound of formula (II).
Claim 6
Dependent Claim 18 words
A method of male contraception according to claim 2 where the compound is a compound of formula (III).
Claim 7
Dependent Claim 18 words
A method of male contraception according to claim 2 where the compound is a compound of formula (IV).
Claim 8
Dependent Claim 18 words
A method of male contraception according to claim 2 where the compound is a compound of formula (V).
Claim 9
Dependent Claim 18 words
A method of male contraception according to claim 2 where the compound is a compound of formula (VI).
Claim 10
Dependent Claim 18 words
A method of male contraception according to claim 2 where the compound is a compound of formula (VII).
Claim 11
Dependent Claim 18 words
A method of male contraception according to claim 2 where the compound is a compound of formula (VIII).
Claim 12
Dependent Claim 18 words
A method of male contraception according to claim 2 where the compound is a compound of formula (IX).
Claim 13
Dependent Claim 18 words
A method of male contraception according to claim 2 where the compound is a compound of formula (X).
Claim 14
Dependent Claim 18 words
A method of male contraception according to claim 2 where the compound is a compound of formula (XI).
Claim 15
Dependent Claim 18 words
A method of male contraception according to claim 2 where the compound is a compound of formula (XII).
Claim 16
Dependent Claim 18 words
A method of male contraception according to claim 2 where the compound is a compound of formula (XIII).
Claim 17
Dependent Claim 18 words
A method of male contraception according to claim 2 where the compound is a compound of formula (XIV).
Claim 18
Dependent Claim 18 words
A method of male contraception according to claim 2 where the compound is a compound of formula (XV).

References Cited (Backward Citations)

US4053489A Cited
US4016269A Cited
US3980638A Cited
US4105761A Cited
US4052421A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-10-26 1985-04-27 1985-10-27 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-10-26 1989-04-27 1989-10-27 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-10-26 1993-04-27 1993-10-27 $7700.00 Window Closed / Lapsed

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