US4190594A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Retinoic acid derivatives
Assignee: Johnson and Johnson
•
Filing: 1978-05-15
•
Granted: 1980-02-26
•
Expires: 1998-05-15
Abstract
Abstract Esters and amides of all-trans-retinoic acid are disclosed which are useful for their ultraviolet (UV) absorption properties.
Inventors
- 👤 Robert J. Gander
- 👤 John A. Gurney
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 13:15
CPC Classifications
C; C07; C07J; C07J9/00; A; A61; A61K; A61K8/00; A61K8/18; A61K8/30; A61K8/67; A61K8/671; A61Q; A61Q17/00; A61Q17/04; C07C; C07C251/00; C07C251/72; C07C403/00; C07C403/20; C07D; C07D213/00; C07D213/02; C07D213/04; C07D213/60; C07D213/78; C07D213/86; C07D213/87; C07D231/00; C07D231/02; C07D231/10; C07D231/12; C07D233/00; C07D233/54; C07D233/56; C07D249/00; C07D249/02; C07D249/08; C07D249/16; C07D249/18; C07D277/00; C07D277/60; C07D277/62; C07D277/68; C07D277/82; C07D295/00; C07D295/16; C07D295/18; C07D295/182; C07D295/185; C07B; C07B2200/00; C07B2200/09; C07C2601/00; C07C2601/12; C07C2601/16
Claims Analysis
Total Claims: 9
Claim 1
Independent Claim
100 words
A derivative of all-trans-retinoic acid selected from the group consisting of: (A) esters of all-trans-retinoic acid having the following formula: ##STR7## wherein X is a member selected from the group consisting of: 2-cyclohexylethyl; 10-carbomethoxydecyl; 4-hydroxybutyl; cholesteryl; 4-bromobenzyl; ##STR8## (B) esters of all-trans-retinoic acid having the following formula: ##STR9## wherein Y is a member selected from the group consisting of: cholesteryl; phenyl; 4-bromophenyl; 4-nitrophenyl; 4-cyanophenyl; and 2,4-dichlorophenyl; and (C) amides of all-trans-retinoic acid having the following formula: ##STR10## wherein Z is a member selected from the group consisting of: n-propylamino; tert.-butylamino; 1,1,3,3-tetramethylbutylamino; 4-hydroxyphenylamino; 4-carbomethoxy-3-hydroxyphenylamino; β-(3,4-dimethoxyphenyl)-ethylamino; 2-benzothiazolylamino; 1-imidazolyl; 1-(2-nicotinoylhydrazolyl); 1-benzotriazolyl; 1-(1,2,4-triazolyl); ##STR11##
Claim 2
Dependent Claim
100 words
A derivative of all-trans-retinoic acid selected from the group consisting of: (A) esters of all-trans-retinoic acid having the following formula: ##STR7## wherein X is a member selected from the group consisting of: 2-cyclohexylethyl; 10-carbomethoxydecyl; 4-hydroxybutyl; cholesteryl; 4-bromobenzyl; ##STR8## (B) esters of all-trans-retinoic acid having the following formula: ##STR9## wherein Y is a member selected from the group consisting of: cholesteryl; phenyl; 4-bromophenyl; 4-nitrophenyl; 4-cyanophenyl; and 2,4-dichlorophenyl; and (C) amides of all-trans-retinoic acid having the following formula: ##STR10## wherein Z is a member selected from the group consisting of: n-propylamino; tert.-butylamino; 1,1,3,3-tetramethylbutylamino; 4-hydroxyphenylamino; 4-carbomethoxy-3-hydroxyphenylamino; β-(3,4-dimethoxyphenyl)-ethylamino; 2-benzothiazolylamino; 1-imidazolyl; 1-(2-nicotinoylhydrazolyl); 1-benzotriazolyl; 1-(1,2,4-triazolyl); ##STR11##
Claim 3
Dependent Claim
38 words
An amide of all-trans retinoic acid according to claim 1 having the following formula: ##STR12## wherein Z is a member selected from the group consisting of: n-propylamino; tert.-butylamino; 1,1,3,3-tetramethylbutylamino; 4-hydroxyphenylamino; 4-carbomethoxy-3-hydroxyphenylamino; β-(3,4-dimethoxyphenyl)-ethylamino; 2-benzothiazolylamino; 1-imidazolyl; 1-(2-nicotinoylhydrazolyl); 1-benzotriazolyl; 1-(1,2,4-triazolyl); ##STR13##
Claim 4
Dependent Claim
6 words
N-n-Propyl all-trans-retinamide according to claim 2.
Claim 5
Dependent Claim
6 words
N-Tert.-butyl all-trans-retinamide according to claim 2.
Claim 6
Dependent Claim
6 words
N-(1,1,3,3-Tetramethyl)-butyl all-trans-retinamide according to claim 2.
Claim 7
Dependent Claim
5 words
N-[β-(3,4-Dimethoxyphenyl)ethyl]-all-trans-retinamide according to claim 2.
Claim 8
Dependent Claim
5 words
N-(4-hydroxyphenyl)-all-trans-retinamide according to claim 2.
Claim 9
Dependent Claim
6 words
N-(4-carbomethoxy-3-hydroxyphenyl)-all-trans retinamide according to claim 2.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-02-25 | 1983-08-27 | 1984-02-26 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-02-25 | 1987-08-27 | 1988-02-26 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-02-25 | 1991-08-27 | 1992-02-26 | $7700.00 | Window Closed / Lapsed |