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US3856828A Expired / Lapsed US ⏱️ 0.0 years remaining

Anti-inflammatory steroids of the androstane series having a halo-substituted c{11 {14 c{11 {11 alkoxy carbonyl group at the 17{62 {0 position

Assignee: Glaxo Laboratories Ltd
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Filing: 1973-07-16
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Granted: 1974-12-24
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Expires: 1993-07-16
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Abstract

Abstract The Specification describes compounds of the general formula WHEREIN X represents a hydrogen, chlorine or fluorine atom; R1 represents a Beta -hydroxy group, an oxo group or (when X is a chlorine atom) a Beta -chlorine atom; R2 represents a hydrogen atom, a methylene group or an Alpha or Beta -methyl group; R3 represents a hydrogen atom or C1-4alkyl or phenyl group; R4 represents a methyl group substituted by at least one halogen atom; an ethyl group substituted by at least one fluorine and/or iodine atom; or a propyl group substituted by at least one halogen atom; and represents a single or double bond. The Specification also describes processes for the preparation of compounds of formula I as well as pharmaceutical compositions containing such compounds. The compounds of formula I have good anti-inflammatory activity, particularly on topical application.

Inventors

  • 👤 G Phillipps
  • 👤 E Woollett
  • 👤 P May
  • 👤 B Mcdonald

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 02:22
CPC Classifications
C; C07; C07J; C07J3/00; C07J3/005; C07J75/00

Claims Analysis

Total Claims: 21
Claim 1
Independent Claim 5 words
A COMPOUND OF THE FORMULA
Claim 2
Dependent Claim 5 words
A COMPOUND OF THE FORMULA
Claim 3
Dependent Claim 23 words
A compound according to claim 1 wherein R4 represents a methyl group substituted by a fluorine or chlorine atom; or a fluoroethyl group.
Claim 4
Dependent Claim 18 words
A compound according to claim 1 wherein R3 represents an alkyl group containing 1 to 3 carbon atoms.
Claim 5
Dependent Claim 12 words
A compound according to claim 1 wherein R3 represents an ethyl group.
Claim 6
Dependent Claim 16 words
A compound according to claim 1 wherein R2 represents a methyl group or a methylene group.
Claim 7
Dependent Claim 11 words
A compound according to claim 1 wherein represents a double bond.
Claim 8
Dependent Claim 14 words
A compound according to claim 1 wherein X represents a fluorine or hydrogen atom.
Claim 9
Dependent Claim 22 words
A compound according to claim 1 wherein R2 represents a hydrogen atom, X represents a hydrogen atom and represents a single bond.
Claim 10
Dependent Claim 22 words
A compound according to claim 1 wherein X represents a fluorine atom, R2 represents a methylene group and represents a double bond.
Claim 11
Dependent Claim 21 words
A compound according to claim 1, said compound being 2''-fluoroethyl 9 Alpha -fluoro-11 Beta -hydroxy-16 Beta -methyl-3-oxo-17 Alpha -propionyloxy-androsta-1,4-diene-17 Beta carboxylate.
Claim 12
Dependent Claim 21 words
A compound according to claim 1, said compound being chloromethyl 9 Alpha -fluoro-11 Beta -hydroxy-16 Beta -methyl-3-oxo-17 Alpha -propionyloxy-androsta-1,4-diene-17 Beta -carboxylate.
Claim 13
Dependent Claim 19 words
A compound according to claim 1, said compound being chloromethyl 11 Beta -hydroxy-16 Beta -methyl-3-oxo-17 Alpha -propionyloxy-androsta-1,4-diene-17 Beta -carboxylate.
Claim 14
Dependent Claim 21 words
A compound according to claim 1, said compound being fluoromethyl 9 Alpha -fluoro-11 Beta -hydroxy-16 Beta -methyl-3-oxo-17 Alpha -propionyloxy-androsta-1,4-diene-17 Beta -carboxylate.
Claim 15
Dependent Claim 21 words
A compound according to claim 1, said compound being fluoromethyl 9 Alpha -chloro-11 Beta -hydroxy-16 Beta -methyl-3-oxo-17 Alpha -propionyloxy-androsta-1,4-diene-17 Beta -carboxylate.
Claim 16
Dependent Claim 21 words
A compound according to claim 1, said compound being fluoromethyl 9 Alpha -fluoro-11 Beta -hydroxy-16 Alpha -methyl-3-oxo-17 Alpha -propionyloxy-androsta-1,4-diene-17 Beta -carboxylate.
Claim 17
Dependent Claim 19 words
A compound according to claim 1, said compound being chloromethyl 9 Alpha -fluoro-11 Beta -hydroxy-16-methylene-3-oxo-17 Alpha -propionyloxy-androsta-1,4-diene-17 Beta -carboxylate.
Claim 18
Dependent Claim 19 words
A compound according to claim 1, said compound being fluoromethyl 9 Alpha -fluoro-11 Beta -hydroxy-16-methylene-3-oxo-17 Alpha -propionyloxy-androsta-1,4-diene-17 Beta -carboxylate.
Claim 19
Dependent Claim 19 words
A compound according to claim 1, said compound being fluoromethyl 11 Beta -hydroxy-16 Beta -methyl-3-oxo-17 Alpha -propionyloxy-androsta-1,4-diene-17 Beta -carboxylate.
Claim 20
Dependent Claim 25 words
Fluoromethyl 9 Alpha - fluoro - 16 Beta methyl - 3,11 -dioxo - 17 Alpha -propionyloxyandrosta - 1,4 - diene - 17 Beta - carboxylate.
Claim 21
Dependent Claim 25 words
Fluoromethyl 9 Alpha - fluoro - 16 Beta methyl - 3,11 -dioxo - 17 Alpha -propionyloxyandrosta - 1,4 - diene - 17 Beta - carboxylate.

References Cited (Backward Citations)

BE778285A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1977-12-23 1978-06-24 1978-12-24 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1981-12-23 1982-06-24 1982-12-24 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1985-12-23 1986-06-24 1986-12-24 $7700.00 Window Closed / Lapsed

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