US4191775A
Expired / Lapsed
US
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Amide derivatives
Assignee: Imperial Chemical Industries Ltd
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Filing: 1978-11-29
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Granted: 1980-03-04
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Expires: 1998-11-29
Abstract
Abstract The disclosure relates to novel 3,4-disubstituted-branched-chain-fluorinated-acylanilides, processes for their manufacture and pharmaceutical compositions containing them. The compounds possess antiandrogenic activity. Representative of the compounds disclosed is 4-nitro-3-trifluoromethyl-(2-hydroxy-2-trifluoromethylpropionyl)anilide.
Inventors
- 👤 Alasdair T. Glen
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 14:11
CPC Classifications
C; C07; C07C; C07C59/00; C07C59/01; C07C59/115; C07C59/235; C07C59/305; C07C59/315; G; G03; G03B; G03B31/00; G03B31/02
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
101 words
An acylanilide of the formula: ##STR7## wherein R 1 is cyano, nitro, trifluoromethyl, chloro, bromo, iodo, hydrogen or alkyl of up to 4 carbon atoms; wherein R 2 is cyano, nitro, trifluoromethyl, chloro, bromo or iodo; wherein R 3 is hydrogen or alkyl of up to 4 carbon atoms; wherein R 4 is alkyl of up to 4 carbon atoms; wherein R 5 is trifluoromethyl, difluoromethyl or monofluoromethyl; and wherein R 6 is hydrogen, hydroxy, halogen, alkyl or alkoxy each of up to 4 carbon atoms, arylalkoxy of up to 10 carbon atoms or alkanoyloxy of up to 15 carbon atoms.
Claim 2
Dependent Claim
101 words
An acylanilide of the formula: ##STR7## wherein R 1 is cyano, nitro, trifluoromethyl, chloro, bromo, iodo, hydrogen or alkyl of up to 4 carbon atoms; wherein R 2 is cyano, nitro, trifluoromethyl, chloro, bromo or iodo; wherein R 3 is hydrogen or alkyl of up to 4 carbon atoms; wherein R 4 is alkyl of up to 4 carbon atoms; wherein R 5 is trifluoromethyl, difluoromethyl or monofluoromethyl; and wherein R 6 is hydrogen, hydroxy, halogen, alkyl or alkoxy each of up to 4 carbon atoms, arylalkoxy of up to 10 carbon atoms or alkanoyloxy of up to 15 carbon atoms.
Claim 3
Dependent Claim
64 words
An acylanilide as claimed in claim 1 wherein R 1 and R 2 , which may be the same or different, each is cyano, nitro, trifluoromethyl, chloro or bromo, R 3 is hydrogen, methyl or ethyl, R 4 is methyl or ethyl, R 5 has the meaning stated in claim 1 and R 6 is hydrogen, hydroxy, methoxy, ethoxy, benzyloxy, acetoxy, propionyloxy or decanoyloxy.
Claim 4
Dependent Claim
51 words
An acylanilide as claimed in claim 1 wherein R 1 and R 2 , which may be the same or different, each is cyano, nitro, trifluoromethyl, chloro or bromo, R 3 is hydrogen, R 4 is methyl, R 5 has the meaning stated in claim 1 and R 6 is hydroxy.
Claim 5
Dependent Claim
6 words
The compound 3,4-dicyano-(2-hydroxy-2-trifluoromethylpropionyl)anilide, 3-chloro-4-nitro-(2-hydroxy-2-trifluoromethylpropionyl)anilide or 3,4-dichloro-(2-hydroxy-2-trifluoromethylpropionyl)anilide.
Claim 6
Dependent Claim
6 words
The compound 3,4-dicyano-(2-hydroxy-2-trifluoromethylpropionyl)anilide, 3-chloro-4-nitro-(2-hydroxy-2-trifluoromethylpropionyl)anilide or 3,4-dichloro-(2-hydroxy-2-trifluoromethylpropionyl)anilide.
Claim 7
Dependent Claim
3 words
The compound 4-nitro-3-trifluoromethyl-(2-hydroxy-2-trifluoromethylpropionyl)anilide.
Claim 8
Dependent Claim
3 words
The compound 4-nitro-3-trifluoromethyl-(2-hydroxy-2-trifluoromethylpropionyl)anilide.
Claim 9
Dependent Claim
3 words
The compound 4-cyano-3-trifluoromethyl-(2-hydroxy-2-trifluoromethylpropionyl)anilide.
Claim 10
Dependent Claim
3 words
The compound 4-cyano-3-trifluoromethyl-(2-hydroxy-2-trifluoromethylpropionyl)anilide.
Claim 11
Dependent Claim
22 words
A pharmaceutical or veterinary composition which comprises an acylanilide, claimed in claim 1, in association with a pharmaceutically acceptable diluent or carrier.
Claim 12
Dependent Claim
28 words
A composition as claimed in claim 7 which additionally contains one or more drugs selected from antioestrogens, progestins, inhibitors of gonadotrophin secretion, cytotoxic agents, antibiotics and anti-inflammatory agents.
Claim 13
Dependent Claim
33 words
A method of producing an antiandrogenic effect in a warm-blooded animal in need of such an effect which comprises administering to said animal an effective amount of an acylanilide claimed in claim 1.
References Cited (Backward Citations)
US3794683A
Cited
US3875229A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-03-04 | 1983-09-03 | 1984-03-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-03-04 | 1987-09-03 | 1988-03-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-03-04 | 1991-09-03 | 1992-03-04 | $7700.00 | Window Closed / Lapsed |