US4093721A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Pharmaceutical compositions of 6α,9α-difluoro-androst-4-ene-17β-carboxylates and derivatives thereof
Assignee: Glaxo Laboratories Ltd
•
Filing: 1977-01-06
•
Granted: 1978-06-06
•
Expires: 1997-01-06
Abstract
Abstract The specification describes anti-inflammatory steroids having the following formula ##STR1## wherein X represents a hydrogen or fluorine atom, R' represents a methyl, ethyl, n-propyl or iso-propyl group, R" represents a methyl, chloromethyl, fluoromethyl, bromomethyl or 2-fluoroethyl group and represents a single or double bond. The specification describes processes for preparing such compounds as well as pharmaceutical compositions containing the compounds.
Inventors
- 👤 Gordon H. Phillipps
- 👤 Brian M. Bain
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 12:00
CPC Classifications
C; C07; C07J; C07J3/00; C07J3/005
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
41 words
Compounds of the general formula ##STR5## wherein X represents a hydrogen or fluorine atom, R' represents a methyl, ethyl, n-propyl or iso-propyl group, R" represents a methyl, chloromethyl, fluoromethyl, bromomethyl or 2- fluoroethyl group and represents a single or double bond.
Claim 2
Dependent Claim
41 words
Compounds of the general formula ##STR5## wherein X represents a hydrogen or fluorine atom, R' represents a methyl, ethyl, n-propyl or iso-propyl group, R" represents a methyl, chloromethyl, fluoromethyl, bromomethyl or 2- fluoroethyl group and represents a single or double bond.
Claim 3
Dependent Claim
12 words
Compounds as claimed in claim 1 wherein R' represents an ethyl group.
Claim 4
Dependent Claim
15 words
Compounds as claimed in claim 1 wherein R" represents a methyl, chloromethyl or fluoromethyl group.
Claim 5
Dependent Claim
13 words
A compound as claimed in claim 1, said compound being methyl 6α,9α-difluoro-11β-hydroxy-16α-methyl-3-oxo-17.alpha.-propionyloxy androsta-1,4diene-17β-carboxylate.
Claim 6
Dependent Claim
12 words
A compound as claimed in claim 1, said compound being fluoromethyl 6α,9α-difluoro-11β-hydroxy-16β-methyl-3-oxo-17.alpha.-propionyloxyandrost-4-ene-17β-carboxylate.
Claim 7
Dependent Claim
16 words
A compound as claimed in claim 1 selected from chloromethyl 6α,9α-difluoro-11β-hydroxy-16β-methyl-3-oxo-17.alpha.-propionyloxyandrost-4-ene-17β-carboxylate; methyl 6α,9α-difluoro-11β-hydroxy-16β-methyl-3-oxo-17.alpha.-propionyloxy-androsta-1,4-diene-17β-carboxylate; and methyl 6α,9α-difluoro-11β-hydroxy-16β-methyl-3-oxo-17.alpha.-propionyloxy-androst-4-ene-17β-carboxylate.
Claim 8
Dependent Claim
22 words
Pharmaceutical compositions comprising, as active ingredient, at least one compound of claim 1 together with at least one pharmaceutical carrier or excipient.
Claim 9
Dependent Claim
12 words
Compounds as claimed in claim 3 wherein X is a fluorine atom.
Claim 10
Dependent Claim
11 words
A compound as claimed in claim 1 which is methyl 6α,9α-difluoro-11β-hydroxy-16β-methyl-3-oxo-17.alpha.-propionyloxyandrost-4-ene-17β-carboxylate.
Claim 11
Dependent Claim
38 words
A composition as claimed in claim 7 adapted for topical administration comprising at least one topical carrier or excipient, wherein the compound is present in an amount in the range of from 0.0001 to 5.0 percent by weight.
Claim 12
Dependent Claim
14 words
The compound of claim 3 wherein the 16-methyl group is in the alpha configuration.
Claim 13
Dependent Claim
11 words
A compound as claimed in claim 1 which is chloromethyl 6α,9α-difluoro-11β-hydroxy-16β-methyl-3-oxo-17.alpha.-propionyloxyandrost-4-ene-17β-carboxylate.
Claim 14
Dependent Claim
20 words
A method of treating inflammation which comprises topically applying to the skin a composition as set forth in claim 10.
References Cited (Backward Citations)
US3636010A
Cited
US3856828A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-06-05 | 1981-12-05 | 1982-06-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-06-05 | 1985-12-05 | 1986-06-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-06-05 | 1989-12-05 | 1990-06-06 | $7700.00 | Window Closed / Lapsed |