US4282218A
Expired / Lapsed
US
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Amides
Assignee: Imperial Chemical Industries Ltd
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Filing: 1980-06-27
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Granted: 1981-08-04
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Expires: 2000-06-27
Abstract
Abstract The disclosure relates to novel 3,4-disubstituted-branched-chain-acylanilides, processes for their manufacture and pharmaceutical compositions containing them. The compounds possess anti-androgenic activity. Representative of the compounds disclosed is 3,4-dicyanoisobutyranilide.
Inventors
- 👤 Alasdair T. Glen
- 👤 Richard W. Bayles
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 19:48
CPC Classifications
C; C07; C07C; C07C255/00; C07C255/49; A; A61; A61P; A61P25/00; A61P25/04
Claims Analysis
Total Claims: 6
Claim 1
Independent Claim
215 words
A pharmaceutical or veterinary composition having antiandrogenic properties which comprises an effective amount of an acylanilide of the formula: ##STR7## wherein R 1 is cyano, nitro, trifluoromethyl or iodo, or has the formula --CONR 11 R 12 , and wherein R 2 is cyano, nitro, trifluoromethyl, chloro, bromo or iodo, or has the formula --CONR 11 R 12 , wherein R 11 and R 12 , which may be the same or different, each is hydrogen or alkyl of up to 4 carbon atoms; wherein R 3 is hydrogen or alkyl of up to 4 carbon atoms; wherein either R 4 and R 5 , which may be the same or different, each is alkyl of up to 4 carbon atoms; or R 4 and R 5 are joined together with the adjacent carbon atom to form cycloalkyl of 3 or 4 carbon atoms; and wherein R 6 is hydrogen, hydroxy, halogen, alkyl, hydroxyalkyl or alkoxy each of up to 4 carbon atoms, or acyloxy of up to 15 carbon atoms, provided that at least one or R 1 and R 2 is cyano, in association with a pharmaceutically acceptable diluent or carrier and which additionally contains one or more drugs selected from antioestrogens, progestins, inhibitors of gonadotrophic secretion, cytotoxic agents, antibiotics and anti-inflammatory agents.
Claim 2
Dependent Claim
215 words
A pharmaceutical or veterinary composition having antiandrogenic properties which comprises an effective amount of an acylanilide of the formula: ##STR7## wherein R 1 is cyano, nitro, trifluoromethyl or iodo, or has the formula --CONR 11 R 12 , and wherein R 2 is cyano, nitro, trifluoromethyl, chloro, bromo or iodo, or has the formula --CONR 11 R 12 , wherein R 11 and R 12 , which may be the same or different, each is hydrogen or alkyl of up to 4 carbon atoms; wherein R 3 is hydrogen or alkyl of up to 4 carbon atoms; wherein either R 4 and R 5 , which may be the same or different, each is alkyl of up to 4 carbon atoms; or R 4 and R 5 are joined together with the adjacent carbon atom to form cycloalkyl of 3 or 4 carbon atoms; and wherein R 6 is hydrogen, hydroxy, halogen, alkyl, hydroxyalkyl or alkoxy each of up to 4 carbon atoms, or acyloxy of up to 15 carbon atoms, provided that at least one or R 1 and R 2 is cyano, in association with a pharmaceutically acceptable diluent or carrier and which additionally contains one or more drugs selected from antioestrogens, progestins, inhibitors of gonadotrophic secretion, cytotoxic agents, antibiotics and anti-inflammatory agents.
Claim 3
Dependent Claim
14 words
A composition as claimed in claim 1 wherein the additional drug is an antioestrogen.
Claim 4
Dependent Claim
213 words
A pharmaceutical or veterinary composition having antiandrogenic properties which comprises an effective amount of an acylanilide of the formula: ##STR8## wherein R 1 is cyano, nitro, trifluoromethyl or iodo, or has the formula --CONR 11 R 12 , and wherein R 2 is cyano, nitro, trifluoromethyl, chloro, bromo or iodo, or has the formula --CONR 11 R 12 , wherein R 11 and R 12 , which may be the same or different, each is hydrogen or alkyl of up to 4 carbon atoms; wherein R 3 is hydrogen or alkyl of up to 4 carbon atoms; wherein either R 4 and R 5 , which may be the same or different, each is alkyl of up to 4 carbon atoms; or R 4 and R 5 are joined together with the adjacent carbon atom to form cycloalkyl of 3 or 4 carbon atoms; and wherein R 6 is hydrogen, hydroxy, halogen, alkyl, hydroxyalkyl or alkoxy each of up to 4 carbon atoms, or acyloxy of up to 15 carbon atoms, provided that at least one or R 1 and R 2 is cyano, in association with a pharmaceutically acceptable diluent or carrier and which additionally contains one or more drugs selected from tamoxifen, medroxy-progesterone acetate, danazol, cyclophosphamide, penicillin, oxytetracyclin and fluocinolone acetonide.
Claim 5
Dependent Claim
213 words
A pharmaceutical or veterinary composition having antiandrogenic properties which comprises an effective amount of an acylanilide of the formula: ##STR8## wherein R 1 is cyano, nitro, trifluoromethyl or iodo, or has the formula --CONR 11 R 12 , and wherein R 2 is cyano, nitro, trifluoromethyl, chloro, bromo or iodo, or has the formula --CONR 11 R 12 , wherein R 11 and R 12 , which may be the same or different, each is hydrogen or alkyl of up to 4 carbon atoms; wherein R 3 is hydrogen or alkyl of up to 4 carbon atoms; wherein either R 4 and R 5 , which may be the same or different, each is alkyl of up to 4 carbon atoms; or R 4 and R 5 are joined together with the adjacent carbon atom to form cycloalkyl of 3 or 4 carbon atoms; and wherein R 6 is hydrogen, hydroxy, halogen, alkyl, hydroxyalkyl or alkoxy each of up to 4 carbon atoms, or acyloxy of up to 15 carbon atoms, provided that at least one or R 1 and R 2 is cyano, in association with a pharmaceutically acceptable diluent or carrier and which additionally contains one or more drugs selected from tamoxifen, medroxy-progesterone acetate, danazol, cyclophosphamide, penicillin, oxytetracyclin and fluocinolone acetonide.
Claim 6
Dependent Claim
12 words
A composition as claimed in claim 3 wherein the antioestrogen is tamoxifen.
References Cited (Backward Citations)
GB1255161A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-08-03 | 1985-02-02 | 1985-08-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-08-03 | 1989-02-02 | 1989-08-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-08-03 | 1993-02-02 | 1993-08-04 | $7700.00 | Window Closed / Lapsed |