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US3718673A
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Process for the preparation of 21-chloro-6,6,9alpha-trifluoro-11beta, alpha, 17alpha-trihydroxy-1,4-pregnadien-3,20-dione 16,17-ketals and selected intermediates
Assignee: EIDP Inc
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Filing: 1971-02-01
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Granted: 1973-02-27
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Expires: 1991-02-01
Abstract
Abstract 6,6-Difluoro-11 Alpha ,16 Alpha ,17 Alpha -trihydroxy-4-pregnen3,20-dione 16,17-ketal 17-ketal is prepared by a process involving the 11 Alpha -microbiological hydroxylation of the corresponding 16 Alpha ,17 Alpha -dihydroxy steroid. The 11 Alpha -hydroxyl is converted sequentially to the 9,11-double bond, 9,11-epoxy and 9 Alpha -fluoro-11 Beta -hydroxyl. Optionally the 1,2-position is dehydrogenated and a 21-hydrogen converted to a 21-hydroxy, acyloxy, bromine or chlorine. The latter steroid ketals are highly active anti-inflammatory and glucocortical agents.
Inventors
- 👤 W Ripka
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 04:03
CPC Classifications
A; A61; A61K; A61K31/00; A61K31/56; A61K31/57; C; C07; C07J; C07J5/00; C07J71/00; Y; Y10; Y10S; Y10S435/00; Y10S435/8215; Y10S435/911; Y10S435/913; Y10S435/939
Claims Analysis
Total Claims: 7
Claim 1
Independent Claim
16 words
A steroid compound according to claim 1 wherein X is 5 Alpha ,6,6-trifluoro-3 Beta -hydroxy-16-pregnen-20-one acetate.
Claim 2
Dependent Claim
15 words
A steroid compound according to claim 1 wherein X is 5 Alpha ,6,6-trifluoro-3 Beta -hydroxy-16-pregnen-20-one.
Claim 3
Dependent Claim
14 words
A steroid compound according to claim 1 wherein X is O; 5 Alpha ,6,6-trifluoro-16-pregnen-3,20-dione.
Claim 4
Dependent Claim
6 words
A steroid compound having the formula
Claim 5
Dependent Claim
28 words
A steroid compound according to claim 5 wherein R2 and R3 together are a double bond between the C-16 and C-17 carbon positions and R4 is H; 6,6-difluoro-4,16-pregnadiene-3,20-dione.
Claim 6
Dependent Claim
23 words
A steroid compound according to claim 5 wherein R2 and R3 are each OH and R4 is H; 6,6-difluoro-16 Alpha ,17 Alpha -dihydroxy-4-pregnen-3,20-dione.
Claim 7
Dependent Claim
22 words
A steroid compound according to claim 5 wherein R2, R3 and R4 are each OH; 6,6-difluoro-11 Alpha ,16 Alpha ,17 Alpha -trihydroxy-4-pregnen-3,20-dione.
References Cited (Backward Citations)
US3338893A
Cited
US3546215A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1976-02-27 | 1976-08-28 | 1977-02-27 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1980-02-27 | 1980-08-28 | 1981-02-27 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1984-02-27 | 1984-08-28 | 1985-02-27 | $7700.00 | Window Closed / Lapsed |