US3956347A
Expired / Lapsed
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Novel pregnanoic acid derivatives
Assignee: Bayer Pharma AG
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Filing: 1974-04-15
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Granted: 1976-05-11
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Expires: 1994-04-15
Abstract
Abstract Steroids of the formula ##SPC1## Wherein X is a hydrogen atom, a halogen atom or methyl; Y is a hydrogen atom or a halogen atom; Z is carbonyl, β-acyloxymethylene or, when Y is a hydrogen atom, also methylene; R 1 is a hydrogen atom or methyl; R 2 is a hydrogen atom, an alkali metal atom or optionally substituted hydrocarbon; and --A--B-- is --CH=CH--, --CCl=CH-- or when at least one of X, Y and R 1 is other than a hydrogen atom, --CH 2 --CH 2 --, which can be produced by oxidizing a corresponding 20-hydroxy steroid or a corresponding 21-aldehyde, possess topical anti-inflammatory activity.
Inventors
- 👤 Henry Laurent
- 👤 Rudolf Wiechert
- 👤 Klaus Mengel
- 👤 Hans Wendt
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 16:25
CPC Classifications
A; A61; A61K; A61K31/00; A61K31/56; A61K31/57; A61K31/66; A61K31/67; C; C07; C07J; C07J1/00; C07J3/00; C07J5/00; C07J7/00
Claims Analysis
Total Claims: 38
Claim 1
Independent Claim
127 words
A pregnanoic acid derivative of the formula ##SPC8## wherein X is a hydrogen atom, a halogen atom, or methyl, Y is a hydrogen atom or a halogen atom, Z is carbonyl, or when Y is a hydrogen atom, methylene, R 1 is a hydrogen atom or methyl, R 2 is a hydrogen atom, an alkali metal atom, or saturated or unsaturated hydrocarbon of 1-12 carbon atoms which is unsubstituted or substituted by up to 3 of hydroxy, halo, alkoxy, carboxy, carbalkoxy, amino, alkylamino, dialkylamino, nitro, sulfato and alkali metal salts thereof wherein each alkyl group is of 1 to 4 carbon atoms, --A--B-- is --CH=CH-- or --CCl=CH-- or when at least one of X, Y and R 1 is other than hydrogen, --CH 2 --CH 2 --.
Claim 2
Dependent Claim
127 words
A pregnanoic acid derivative of the formula ##SPC8## wherein X is a hydrogen atom, a halogen atom, or methyl, Y is a hydrogen atom or a halogen atom, Z is carbonyl, or when Y is a hydrogen atom, methylene, R 1 is a hydrogen atom or methyl, R 2 is a hydrogen atom, an alkali metal atom, or saturated or unsaturated hydrocarbon of 1-12 carbon atoms which is unsubstituted or substituted by up to 3 of hydroxy, halo, alkoxy, carboxy, carbalkoxy, amino, alkylamino, dialkylamino, nitro, sulfato and alkali metal salts thereof wherein each alkyl group is of 1 to 4 carbon atoms, --A--B-- is --CH=CH-- or --CCl=CH-- or when at least one of X, Y and R 1 is other than hydrogen, --CH 2 --CH 2 --.
Claim 3
Dependent Claim
9 words
A compound of claim 1 wherein Z is carbonyl.
Claim 4
Dependent Claim
12 words
A compound of claim 1 wherein R 2 is a hydrogen atom.
Claim 5
Dependent Claim
12 words
A compound of claim 3 wherein R 2 is an alkali metal.
Claim 6
Dependent Claim
10 words
A compound of claim 1 wherein R 1 is methyl.
Claim 7
Dependent Claim
10 words
A compound of claim 1, butyl ester of 6α-fluoro-3,11,20-trioxo-16α-methyl-1,4-pregnadiene-21-oic acid.
Claim 8
Dependent Claim
10 words
A compound of claim 1, methyl ester of 6α-fluoro-3,11,20-trioxo-16α-methyl-1,4-pregnadiene-21-oic acid.
Claim 9
Dependent Claim
10 words
A compound of claim 1, ethyl ester of 6α-fluoro-3,11,20-trioxo-16α-methyl-1,4-pregnadiene-21-oic acid.
Claim 10
Dependent Claim
10 words
A compound of claim 1, propyl ester of 6α-fluoro-3,11,20-trioxo-16α-methyl-1,4-pregnadiene-21-oic acid.
Claim 11
Dependent Claim
10 words
A compound of claim 1, isopropyl ester of 6α-fluoro-3,11,20-trioxo-16α-methyl-1,4-pregnadiene-21-oic acid.
Claim 12
Dependent Claim
10 words
A compound of claim 1, tert.-butyl ester of 6α-fluoro-3,11,20-trioxo-16α-methyl-1,4-pregnadiene-21-oic acid.
Claim 13
Dependent Claim
10 words
A compound of claim 1, (1,1-dimethylpropyl) ester of 6α-fluoro-3,11,20-trioxo-16α-methyl-1,4-pregnadiene-21-oic acid.
Claim 14
Dependent Claim
10 words
A compound of claim 1, (3-methylbutyl) ester of 6α-fluoro-3,11,20-trioxo-16α-methyl-1,4-pregnadiene-21-oic acid.
Claim 15
Dependent Claim
10 words
A compound of claim 1, cyclohexyl ester of 6α-fluoro-3,11,20-trioxo-16α-methyl-1,4-pregnadiene-21-oic acid.
Claim 16
Dependent Claim
10 words
A compound of claim 1, methyl ester of 6α-fluoro-2-chloro-3,11,20-trioxo-16α-methyl-1,4-pregnadiene-21-oic acid.
Claim 17
Dependent Claim
10 words
A compound of claim 1, methyl ester of 6α-fluoro-9α-chloro-3,11,20-trioxo-16α-methyl-1,4-pregnadiene-21-oic acid.
Claim 18
Dependent Claim
10 words
A compound of claim 1, methyl ester of 6α,9α-difluoro-3,11,20-trioxo-16α-methyl-1,4-pregnadiene-21-oic acid.
Claim 19
Dependent Claim
10 words
A compound of claim 1, butyl ester of 6α,9α-difluoro-3,11,20-trioxo-16α-methyl-1,4-pregnadiene-21-oic acid.
Claim 20
Dependent Claim
10 words
A compound of claim 1, methyl ester of 9α-fluoro-3,11,20-trioxo-16α-methyl-1,4-pregnadiene-21-oic acid.
Claim 21
Dependent Claim
10 words
A compound of claim 1, butyl ester of 3,11,20-trioxo-16α-methyl-1,4-pregnadiene-21-oic acid.
Claim 22
Dependent Claim
10 words
A compound of claim 1, butyl ester of 6α-fluoro-3,11,20-trioxo-16α-methyl-4-pregnene-21-oic acid.
Claim 23
Dependent Claim
7 words
A compound of claim 1, 6α-fluoro-3,11,20-trioxo-16α-methyl-1,4-pregnadiene-21-oic acid.
Claim 24
Dependent Claim
10 words
A compound of claim 1, sodium salt of 6α-fluoro-3,11,20-trioxo-16α-methyl-1,4-pregnadiene-21-oic acid.
Claim 25
Dependent Claim
10 words
A compound of claim 1, ethyl ester of 3,11,20-trioxo-1,4-pregnadiene-21-oic acid.
Claim 26
Dependent Claim
10 words
A compound of claim 1, butyl ester of 6α-fluoro-9α-chloro-3,11,20-trioxo-16α-methyl-1,4-pregnadiene-21-oic acid.
Claim 27
Dependent Claim
10 words
A compound of claim 1, propenyl ester of 6α-fluoro-3,11,20-trioxo-16α-methyl-1,4-pregnadiene-21-oic acid.
Claim 28
Dependent Claim
10 words
A compound of claim 1, butyl ester of 3,11,20-trioxo-1,4-pregnadiene-21-oic acid.
Claim 29
Dependent Claim
10 words
A compound of claim 1, butyl ester of 3,11,20-trioxo-16α-methyl-4-pregnene-21-oic acid.
Claim 30
Dependent Claim
10 words
A compound of claim 1, butyl ester of 6α-fluoro-3,20-dioxo-16α-methyl-1,4-pregnadiene-21-oic acid.
Claim 31
Dependent Claim
10 words
A compound of claim 1, butyl ester of 3,20-dioxo-16α-methyl-1,4-pregnadiene-21-oic acid.
Claim 32
Dependent Claim
10 words
A compound of claim 1, methyl ester of 3,20-dioxo-1,4-pregnadiene-21-oic acid.
Claim 33
Dependent Claim
10 words
A compound of claim 1, butyl ester of 6α-fluoro-3,20-dioxo-16α-methyl-4-pregnene-21-oic acid.
Claim 34
Dependent Claim
10 words
A compound of claim 1, methyl ester of 6α-fluoro-3,20-dioxo-16α-methyl-4-pregnene-21-oic acid.
Claim 35
Dependent Claim
7 words
A compound of claim 1, 6α-fluoro-3,20-dioxo-16α-methyl-4-pregnene-21-oic acid.
Claim 36
Dependent Claim
10 words
A compound of claim 1, butyl ester of 3,20-dioxo-16α-methyl-4-pregnene-21-oic acid.
Claim 37
Dependent Claim
10 words
A compound of claim 1, methyl ester of 3,20-dioxo-16α-methyl-4-pregnene-21-oic acid.
Claim 38
Dependent Claim
7 words
A compound of claim 1, 3,20-dioxo-16α-methyl-4-pregnene-21-oic acid.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-05-11 | 1979-11-10 | 1980-05-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-05-11 | 1983-11-10 | 1984-05-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-05-11 | 1987-11-10 | 1988-05-11 | $7700.00 | Window Closed / Lapsed |