US4292251A
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US
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11β-Substituted steroids
Assignee: Akzona Inc
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Filing: 1978-01-31
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Granted: 1981-09-29
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Expires: 1998-01-31
Abstract
Abstract Novel and biologically active 11β-substituted steroids of the oestrane series are disclosed having the formula ##STR1## wherein (a) R 1 is O or (αY)(βZ), wherein Y is selected from the group consisting of H, unsaturated aliphatic hydrocarbons of two to about four carbon atoms, saturated aliphatic hydrocarbons of about one to four carbon atoms, and Z is a free, esterified, or etherified hydroxy group; (b) R 2 is H and R 3 is H or CH 3 ; in the alternative, R 2 and R 3 together constitute a carbon--carbon bond; and (c) ring A has the structure ##STR2## wherein R 4 in compound (II) is a free, esterified, or etherified hydroxyl group, and R 5 in compound (III) is O or is two hydrogens. The new steroids possess oestrogenic, antioestrogenic, progestational, ovulation-inhibiting, uterotropic, androgenic, and anabolic properties for therapeutic administration. Administration may be accomplished via pharmaceutically acceptable compositions containing these compounds in a parenteral, oral or enternal manner (for example, liquid presentations as solutions, suspensions, emulsions, ointments, pastes and solid pharmaceutical presentations such as tablets, pills, capsules and dragees) to take advantage of the recited properties.
Inventors
- 👤 Gerhard A. Overbeek
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 10:47
CPC Classifications
C; C07; C07J; C07J1/00; C07J1/0051; C07J1/0081; C07J1/0085; C07J1/0059; C07J1/0066; C07J1/007; C07J1/0088; C07J11/00; C07J21/00; C07J21/005; C07J21/008; C07J33/00; C07J33/005; C07J33/007; C07J41/00; C07J41/0005; C07J43/00; C07J43/003
Claims Analysis
Total Claims: 32
Claim 1
Independent Claim
109 words
A compound of the formula: ##STR7## wherein: (a) R 1 is O or (αY) (βZ), wherein Y is selected from the group consisting of H, unsaturated aliphatic hydrocarbons of two to about four carbon atoms, saturated aliphatic hydrocarbons of about one to about four carbon atoms, and Z is a free, esterified or etherified hydroxy group; (b) R 2 is H and R 3 is H or CH 3 ; in the alternative, R 2 and R 3 together with their linking carbon atoms present form an acetylenic moiety of the formula HC.tbd.C--; and (c) ring A has the structure: ##STR8## wherein R 5 is O or two hydrogens.
Claim 2
Dependent Claim
109 words
A compound of the formula: ##STR7## wherein: (a) R 1 is O or (αY) (βZ), wherein Y is selected from the group consisting of H, unsaturated aliphatic hydrocarbons of two to about four carbon atoms, saturated aliphatic hydrocarbons of about one to about four carbon atoms, and Z is a free, esterified or etherified hydroxy group; (b) R 2 is H and R 3 is H or CH 3 ; in the alternative, R 2 and R 3 together with their linking carbon atoms present form an acetylenic moiety of the formula HC.tbd.C--; and (c) ring A has the structure: ##STR8## wherein R 5 is O or two hydrogens.
Claim 3
Dependent Claim
32 words
The compound as recited in claim 1, wherein R 5 is O, R 1 and R 3 together with their linking carbon atom present form an acetylenic moiety of the formula HC.tbd.C--.
Claim 4
Dependent Claim
38 words
The compound as recited in claim 1, wherein R 5 is O, R 1 is (α-ethynyl) (β-OH), and R 2 and R 3 together with their linking carbon atoms present form an acetylenic moiety of the formula HC.tbd.C--.
Claim 5
Dependent Claim
37 words
The compound as recited in claim 1, wherein R 5 is O, R 1 (α-ethyl) (β-hydroxy), and R 2 and R 3 together with their linking carbon atoms present form an acetylenic moiety of the formula HC.tbd.C--.
Claim 6
Dependent Claim
28 words
The compound as recited in claim 1, wherein R 5 is O, R 1 is O, and R 2 is H and R 3 is CH 3 .
Claim 7
Dependent Claim
25 words
The compound as recited in claim 1, wherein R 5 is O, R 1 is O, and R 2 and R 3 are each H.
Claim 8
Dependent Claim
26 words
The compound as recited in claim 1, wherein R 5 is O, R 1 is (α-ethynyl) (β-OH), and R 2 and R 3 are each H.
Claim 9
Dependent Claim
27 words
The compound as recited in claim 1, wherein R 5 is H 2 , R 1 is (α-ethynyl) (β-OH), R 2 and R 3 are each H.
Claim 10
Dependent Claim
26 words
The compound as recited in claim 1, wherein R 5 is O, R 1 is (α-H) (β-OH), and R 2 and R 3 are each H.
Claim 11
Dependent Claim
38 words
The compound as recited in claim 1, wherein R 5 is O, R 1 is (α-H) (β-OH), and R 2 and R 3 together with their linking carbon atoms present form an acetylenic moiety of the formula HC.tbd.C--.
Claim 12
Dependent Claim
26 words
The compounds as recited in claim 1, wherein R 5 is O, R 1 is (α-H) (β-decanoate), and R 2 and R 3 are each H.
Claim 13
Dependent Claim
38 words
The compounds as recited in claim 1, wherein R 5 is O, R 1 is (α-H) (β-decanoate), and R 2 and R 3 together with their linking carbon atoms present form an acetylenic moiety of the formula HC.tbd.C--.
Claim 14
Dependent Claim
37 words
The compound as recited in claim 1, wherein R 5 is O, R 1 is (α-H) (β-cyclo-octylacetate), and R 2 and R 3 with their linking carbon atoms present form an acetylenic moiety of the formula HC.tbd.C--.
Claim 15
Dependent Claim
26 words
The compound as recited in claim 1, wherein R 5 is O, R 1 is (α-H) (β-cyclo-octylacetate), and R 2 and R 3 are each H.
Claim 16
Dependent Claim
27 words
The compound as recited in claim 1, wherein R 5 is two hydrogens, R 1 is (α-H) (β-OH), and R 2 and R 3 are each H.
Claim 17
Dependent Claim
40 words
The compound as recited in claim 1, wherein R 5 is H 2 , R 1 is (α-ethynyl) (β-OH) and R 2 and R 3 together with their linking carbon atoms present form an acetylenic moiety of the formula HC.tbd.C--.
Claim 18
Dependent Claim
27 words
The compound as recited in claim 1, wherein R 5 is two hydrogens, R 1 is (α-vinyl) (β-OH) and R 2 and R 3 are each H.
Claim 19
Dependent Claim
28 words
The compound as recited in claim 1, wherein R 5 is O, R 1 is (α-ethynyl) (β-OH), R 2 is H and R 3 is CH 3 .
Claim 20
Dependent Claim
40 words
The compound as recited in claim 1, wherein R 5 is H 2 , R 1 is (α-H) (β-OH), and R 2 and R 3 together with their linking carbon atoms present form an acetylenic moiety of the formula HC.tbd.C--.
Claim 21
Dependent Claim
40 words
The compound as recited in claim 1, wherein R 5 is H 2 , R 1 is (α-allyl) (β-OH), and R 2 and R 3 together with their linking carbon atoms present form an acetylenic moiety of the formula HC.tbd.C--.
Claim 22
Dependent Claim
30 words
The compoud as recited in claim 1, wherein R 5 is H 2 , R 1 is (α-ethynyl) (β-OH), R 2 is H and R 3 is CH 3 .
Claim 23
Dependent Claim
3 words
The compound ##STR9##
Claim 24
Dependent Claim
3 words
The compound ##STR9##
Claim 25
Dependent Claim
75 words
A compoound of the formula ##STR10## wherein (a) R 1 is O or (αY) (βZ), wherein Y is selected from the group consisting of H, unsaturated aliphatic hydrocarbons of two to about four carbon atoms, saturated aliphatic hydrocarbons of about one to about four carbon atoms, and Z is a free, esterified or etherified hydroxy group; and (b) ring A has the structure: ##STR11## wherein R 4 is a free, esterified or etherified hydroxyl group.
Claim 26
Dependent Claim
75 words
A compoound of the formula ##STR10## wherein (a) R 1 is O or (αY) (βZ), wherein Y is selected from the group consisting of H, unsaturated aliphatic hydrocarbons of two to about four carbon atoms, saturated aliphatic hydrocarbons of about one to about four carbon atoms, and Z is a free, esterified or etherified hydroxy group; and (b) ring A has the structure: ##STR11## wherein R 4 is a free, esterified or etherified hydroxyl group.
Claim 27
Dependent Claim
17 words
The compound as recited in claim 23, wherein R 4 is OH and R 1 is O.
Claim 28
Dependent Claim
18 words
The compound as recited as claim 23, wherein R 4 is OH and R 1 is (α-H) (β-OH).
Claim 29
Dependent Claim
18 words
The compound as recited in claim 23, wherein R 4 is OH and R 1 is (α-ethynyl) (β-OH).
Claim 30
Dependent Claim
17 words
The compound as recited in claim 23, wherein R 4 is OH and R 1 ═(αH) (β-undecanoate).
Claim 31
Dependent Claim
17 words
The compound as recited in claim 23, wherein R 4 is OH and R 1 ═(αH) (β-cyclo-octylacetate).
Claim 32
Dependent Claim
17 words
The compound as recited in claim 23, wherein R 4 is OH and R 1 =(αH) (β-4',4'-diethylhexanoate).
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-09-28 | 1985-03-30 | 1985-09-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-09-28 | 1989-03-30 | 1989-09-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-09-28 | 1993-03-30 | 1993-09-29 | $7700.00 | Window Closed / Lapsed |