US5340827A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Phenylcarboxamide compounds which have useful pharmaceutical activity
Assignee: Celltech R&D Ltd
•
Filing: 1993-06-14
•
Granted: 1994-08-23
•
Expires: 2013-06-14
Abstract
Abstract ##STR1## Compounds of formula (1) are described wherein Y represents a halogen atom or a group --OR 1 where R 1 represents an optionally substituted alkyl group; R 2 represents an optionally substituted cycloalkylcycloalkenyl or polycycloalkyl group; R 3 represents a hydrogen atom or an alkyl, aryl or aralkyl group; R 4 represents an aryl or heteroaryl group; X represents --O--, --S--, --CH 2 -- or --N(R 5 )--, where R 5 is a hydrogen atom or an alkyl group; n is zero or an integer or value 1, 2 or 3; and the salts, solvates and hydrates thereof. The compounds are selective phosphodiesterase IV inhibitors and are useful for the prophylaxis or treatment of inflammatory diseases.
Inventors
- 👤 Nigel R. A. Beeley
- 👤 Thomas A. Millican
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 06:24
CPC Classifications
C; C07; C07D; C07D213/00; C07D213/02; C07D213/04; C07D213/60; C07D213/72; C07D213/75; C07C; C07C233/00; C07C233/01; C07C233/16; C07C233/24; C07C233/29; C07C233/64; C07C233/67; C07C233/75; C07C235/00; C07C235/42; C07C235/44; C07C235/46; C07C235/56; C07D213/78; C07D213/81; C07D239/00; C07D239/02; C07D239/24; C07D239/28; C07D239/32; C07D239/42; C07C2601/00; C07C2601/06; C07C2601/08
Claims Analysis
Total Claims: 21
Claim 1
Independent Claim
99 words
A compound of formula (1): ##STR9## wherein Y is a halogen atom or a group --OR 1 where R 1 is an optionally substituted alkyl group; R 2 is an optionally substituted cycloalkyl, cycloalkenyl or polycycloalkyl group; R 3 is a hydrogen atom or an alkyl, aryl or aralkyl group; R 4 is an aryl or heteroaryl group; X is --O--, --S--, CH 2 -- or --N(R 5 ), where R 5 is a hydrogen atom or an alkyl group; n is zero or an integer of value 1, 2 or 3; or the salts, solvates or hydrates thereof.
Claim 2
Dependent Claim
99 words
A compound of formula (1): ##STR9## wherein Y is a halogen atom or a group --OR 1 where R 1 is an optionally substituted alkyl group; R 2 is an optionally substituted cycloalkyl, cycloalkenyl or polycycloalkyl group; R 3 is a hydrogen atom or an alkyl, aryl or aralkyl group; R 4 is an aryl or heteroaryl group; X is --O--, --S--, CH 2 -- or --N(R 5 ), where R 5 is a hydrogen atom or an alkyl group; n is zero or an integer of value 1, 2 or 3; or the salts, solvates or hydrates thereof.
Claim 3
Dependent Claim
13 words
A compound according to claim 1 wherein Y is an --OR 1 group.
Claim 4
Dependent Claim
10 words
A compound according to claim 1 wherein n is zero.
Claim 5
Dependent Claim
76 words
A compound of formula (1) ##STR10## wherein Y is a group --OR 1 where R 1 is an optionally substituted straight or branched C 1-3 alkyl group; R 2 is an optionally substituted C 3-8 cycloalkyl group; R 3 is a hydrogen atom; R 4 is an optionally substituted C 6-12 aryl or C 3-6 heteroaryl group; X is --O--; n is zero or an integer of value 1; or the salts, solvates or hydrates thereof.
Claim 6
Dependent Claim
76 words
A compound of formula (1) ##STR10## wherein Y is a group --OR 1 where R 1 is an optionally substituted straight or branched C 1-3 alkyl group; R 2 is an optionally substituted C 3-8 cycloalkyl group; R 3 is a hydrogen atom; R 4 is an optionally substituted C 6-12 aryl or C 3-6 heteroaryl group; X is --O--; n is zero or an integer of value 1; or the salts, solvates or hydrates thereof.
Claim 7
Dependent Claim
13 words
A compound according to claim 4 wherein R 2 is a cyclopentyl group.
Claim 8
Dependent Claim
10 words
A compound according to claim 4 wherein n is zero.
Claim 9
Dependent Claim
17 words
A compound according to claim 4 wherein R 4 is an optionally substituted phenyl or pyridinyl group.
Claim 10
Dependent Claim
71 words
A compound of formula (2) ##STR11## wherein R 3 is a hydrogen atom or an alkyl, aryl or aralkyl group; R 4 is a C 6-12 aryl or C 3-8 heteroaryl group; Y is a group --OR 1 where R 1 is an optionally substituted straight or branched C 1-3 alkyl group; n is zero or an integer of value 1, 2 or 3; or the salts, solvates or hydrates thereof.
Claim 11
Dependent Claim
71 words
A compound of formula (2) ##STR11## wherein R 3 is a hydrogen atom or an alkyl, aryl or aralkyl group; R 4 is a C 6-12 aryl or C 3-8 heteroaryl group; Y is a group --OR 1 where R 1 is an optionally substituted straight or branched C 1-3 alkyl group; n is zero or an integer of value 1, 2 or 3; or the salts, solvates or hydrates thereof.
Claim 12
Dependent Claim
13 words
A compound according to claim 8 wherein R 3 is a hydrogen atom.
Claim 13
Dependent Claim
16 words
A compound according to claim 8 wherein n is zero or an integer of value 1.
Claim 14
Dependent Claim
17 words
A compound according to claim 8 wherein R 4 is an optionally substituted phenyl or pyridinyl group.
Claim 15
Dependent Claim
27 words
A compound according to claim 8 wherein R 3 is a hydrogen atom, n is zero and R 4 is an optionally substituted phenyl or pyridinyl group.
Claim 16
Dependent Claim
10 words
N-Phenyl-3-cyclopentyloxy-4-methyloxybenzamide; N-(2-Nitrophenyl)-3-cyclopentyloxy-4-methyloxybenzamide; N-(3,5-Dichloropyrid-4-yl)-3-cyclopentyloxy-4-methyloxybenzamide, or the salts, solvates or hydrates thereof.
Claim 17
Dependent Claim
10 words
N-Phenyl-3-cyclopentyloxy-4-methyloxybenzamide; N-(2-Nitrophenyl)-3-cyclopentyloxy-4-methyloxybenzamide; N-(3,5-Dichloropyrid-4-yl)-3-cyclopentyloxy-4-methyloxybenzamide, or the salts, solvates or hydrates thereof.
Claim 18
Dependent Claim
18 words
A pharmaceutical composition comprising a compound according to claim 1 and a pharmaceutically acceptable diluent, carrier or excipient.
Claim 19
Dependent Claim
80 words
A method for the prophylaxis or treatment of a human disease where an unwanted inflammatory response or muscular spasm is present and where the elevation of cAMP levels may be expected to prevent or alleviate the inflammation and relax the muscle, comprising the step of administering to a patient susceptible to, or having, said disease an amount of a pharmaceutical composition according to claim 14 effective for elevating cAMP levels to prevent or alleviate said inflammation and relax said muscle.
Claim 20
Dependent Claim
58 words
A compound of formula (2 ) ##STR12## wherein R 3 is a hydrogen atom; R 4 is an optionally substituted pyridinyl group; Y is a group --OR 1 where R 1 is an optionally substituted straight or branched C 1-3 alkyl group; n is zero or an integer of value 1; or the salts, solvates or hydrates thereof.
Claim 21
Dependent Claim
58 words
A compound of formula (2 ) ##STR12## wherein R 3 is a hydrogen atom; R 4 is an optionally substituted pyridinyl group; Y is a group --OR 1 where R 1 is an optionally substituted straight or branched C 1-3 alkyl group; n is zero or an integer of value 1; or the salts, solvates or hydrates thereof.
References Cited (Backward Citations)
EP0497564A1
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1997-08-22 | 1998-02-21 | 1998-08-23 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2001-08-22 | 2002-02-21 | 2002-08-23 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2005-08-22 | 2006-02-21 | 2006-08-23 | $7700.00 | Window Closed / Lapsed |