US4278669A
Expired / Lapsed
US
⏱️ 0.0 years remaining
3-Oxo-4-halo-16β-methylandrost-4-ene 17β-carboxylic acids and esters
Assignee: Syntex USA LLC
•
Filing: 1979-08-29
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Granted: 1981-07-14
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Expires: 1999-08-29
Abstract
Abstract Certain 3-oxoandrost-4-ene and 3-oxoandrosta-1,4-diene 17 beta -carboxylic acids (and esters thereof) substituted at the 4-position with a fluoro or chloro, optionally substituted at the 6- position with fluoro or chloro and at 16 beta with methyl are useful as anti-inflammatory steroids. These compounds are optionally substituted at the 9 alpha position with fluoro, chloro or bromo; substituted at the 11 with a keto, a beta-hydroxy or a beta-chloro (the latter only when there is a 9 alpha -chloro); when there is a 17 alpha -hydroxy (or an ester).
Inventors
- 👤 Francisco S. Alvarez
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 05:07
CPC Classifications
C; C07; C07J; C07J3/00; C07J3/005
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
79 words
A compound chosen from those represented by the formula ##STR16## wherein X 1 is fluoro or chloro; X 2 is fluoro, chloro or hydrogen; X 3 is fluoro, chloro, bromo or hydrogen; X 4 is ═C═O or ##STR17## or; R is hydrogen or alkyl of 1 through 6 carbon atoms; R 1 is hydrogen or alkanoyl of 2 through 6 carbon atoms; and the solid and broken lines between C-1 and C-2 represent a double or a single bond.
Claim 2
Dependent Claim
79 words
A compound chosen from those represented by the formula ##STR16## wherein X 1 is fluoro or chloro; X 2 is fluoro, chloro or hydrogen; X 3 is fluoro, chloro, bromo or hydrogen; X 4 is ═C═O or ##STR17## or; R is hydrogen or alkyl of 1 through 6 carbon atoms; R 1 is hydrogen or alkanoyl of 2 through 6 carbon atoms; and the solid and broken lines between C-1 and C-2 represent a double or a single bond.
Claim 3
Dependent Claim
60 words
The compound of claim 1 wherein R is alkyl of one through six carbon atoms; R 1 is alkanoyl of two through six carbon atoms when X 1 is fluoro or chloro; X 2 is fluoro or hydrogen; X 3 is fluoro, chloro or hydrogen; and X 4 is ##STR18## or may also be ##STR19## when X 3 is chloro.
Claim 4
Dependent Claim
37 words
The compound of claim 2 wherein X 1 is fluoro; X 2 is hydrogen or fluoro; X 3 is hydrogen or fluoro; X 4 is ##STR20## and there is a double bond between C-1 and C-2 .
Claim 5
Dependent Claim
31 words
The compound of claim 3 wherein R is methyl; R 1 is alkanoyl of 2 or 3 carbon atoms; and X 1 , X 2 and X 3 are all fluoro.
Claim 6
Dependent Claim
14 words
The compound of claim 4 wherein R 1 is alkanoyl of three carbon atoms.
Claim 7
Dependent Claim
32 words
The compound of claim 3 wherein R is methyl, R 1 is alkanoyl of 2 or 3 carbon atoms, X 1 and X 2 are both fluoro and X 3 is hydrogen.
Claim 8
Dependent Claim
14 words
The compound of claim 6 wherein R 1 is alkanoyl of 3 carbon atoms.
Claim 9
Dependent Claim
32 words
The compound of claim 3 wherein R is methyl, R 1 is alkanoyl of 2 or 3 carbon atoms, X 1 and X 3 are both fluoro and X 2 is hydrogen.
Claim 10
Dependent Claim
14 words
The compound of claim 8 wherein R 1 is alkanoyl of 3 carbon atoms.
Claim 11
Dependent Claim
32 words
The compound of claim 3 wherein R is methyl, R 1 is alkanoyl of 2 or 3 carbon atoms, X 1 is fluoro and X 2 and X 3 are both hydrogen.
Claim 12
Dependent Claim
25 words
An anti-inflammatory pharmaceutical composition which comprises a therapeutically effective amount of the compound of claim 1 in combination with at least one suitable pharmaceutical excipient.
Claim 13
Dependent Claim
26 words
A process for treating an inflamed condition in a mammal which comprises administering a therapeutically effective amount of the compound of claim 1 to said mammal.
References Cited (Backward Citations)
US3479341A
Cited
US4093721A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-07-13 | 1985-01-12 | 1985-07-14 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-07-13 | 1989-01-12 | 1989-07-14 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-07-13 | 1993-01-12 | 1993-07-14 | $7700.00 | Window Closed / Lapsed |