US5023264A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Rapamycin oximes
Assignee: Wyeth LLC
•
Filing: 1990-07-16
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Granted: 1991-06-11
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Expires: 2010-07-16
Abstract
Abstract A derivative of rapamycin in which the 27-position has the structure ##STR1## wherein R 1 is hydrogen, alkyl, or --CH 2 Ar; Ar is ##STR2## wherein R 2 , R 3 , and R 4 are each, independently, hydrogen, alkyl, aralkyl, alkoxy, hydroxy, cyano, halo, nitro, carbalkoxy, trifluoromethyl, amino, or a carboxylic acid; X is N, O, or S; or a pharmaceutically acceptable salt thereof, which is by virtue of its immunosuppresive activity is useful in treating transplantation rejection host vs. graft disease, autoimmune diseases, and diseases of inflammation.
Inventors
- 👤 Craig E. Caufield
- 👤 Amedeo A. Failli
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 13:00
CPC Classifications
C; C07; C07D; C07D498/00; C07D498/12; C07D498/18; C07H; C07H19/00; C07H19/01
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
85 words
A derivative of rapamycin in which the 27-position has the structure ##STR7## wherein R 1 is hydrogen, alkyl of 1-6 carbon atoms, or --CH 2 Ar; Ar is ##STR8## wherein R 2 , R 3 , and R 4 are each, independently, hydrogen, alkyl of 1-6 carbon atoms, aralkyl of 7-10 carbon atoms, alkoxy of 1-6 carbon atoms, hydroxy, cyano, halo, nitro, carbalkoxy of 2-7 carbon atoms, trifluoromethyl, amino, or a carboxylic acid; X is N, O, or S; or a pharmaceutically acceptable salt thereof.
Claim 2
Dependent Claim
85 words
A derivative of rapamycin in which the 27-position has the structure ##STR7## wherein R 1 is hydrogen, alkyl of 1-6 carbon atoms, or --CH 2 Ar; Ar is ##STR8## wherein R 2 , R 3 , and R 4 are each, independently, hydrogen, alkyl of 1-6 carbon atoms, aralkyl of 7-10 carbon atoms, alkoxy of 1-6 carbon atoms, hydroxy, cyano, halo, nitro, carbalkoxy of 2-7 carbon atoms, trifluoromethyl, amino, or a carboxylic acid; X is N, O, or S; or a pharmaceutically acceptable salt thereof.
Claim 3
Dependent Claim
20 words
A compound of claim 1 wherein R 1 is alkyl of 1-6 carbon atoms or a pharmaceutically acceptable salt thereof.
Claim 4
Dependent Claim
16 words
A compound of claim 1 wherein R 1 is ##STR9## or a pharmaceutically acceptable salt thereof.
Claim 5
Dependent Claim
14 words
A compound of claim 1 which is rapamycin-27-oxime or a pharmaceutically acceptable salt thereof.
Claim 6
Dependent Claim
14 words
A compound of claim 1 which is rapamycin-O-benzyl-27-oxime or a pharmaceutically acceptable salt thereof.
Claim 7
Dependent Claim
14 words
A compound of claim 1 which is rapamycin-O-methyl-27-oxime or a pharmaceutically acceptable salt thereof.
Claim 8
Independent Claim
114 words
A method of treating transplantation rejection, host vs. graft disease, autoimmune diseases, and diseases of inflammation in a mammal by administering an effective amount of a compound which is a derivative of rapamycin in which the 27-position has the structure; ##STR10## wherein R 1 is hydrogen, alkyl of 1-6 carbon atoms, or --CH 2 Ar; Ar is ##STR11## wherein R 2 , R 3 , and R 4 are each, independently, hydrogen, alkyl of 1-6 carbon atoms, aralkyl of 7-10 carbon atoms, alkoxy of 1-6 carbon atoms, hydroxy, cyano, halo, nitro, carbalkoxy of 2-7 carbon atoms, trifluoromethyl, amino, or a carboxylic acid; X is N, O, or S; or a pharmaceutically acceptable salt thereof.
Claim 9
Independent Claim
114 words
A method of treating transplantation rejection, host vs. graft disease, autoimmune diseases, and diseases of inflammation in a mammal by administering an effective amount of a compound which is a derivative of rapamycin in which the 27-position has the structure; ##STR10## wherein R 1 is hydrogen, alkyl of 1-6 carbon atoms, or --CH 2 Ar; Ar is ##STR11## wherein R 2 , R 3 , and R 4 are each, independently, hydrogen, alkyl of 1-6 carbon atoms, aralkyl of 7-10 carbon atoms, alkoxy of 1-6 carbon atoms, hydroxy, cyano, halo, nitro, carbalkoxy of 2-7 carbon atoms, trifluoromethyl, amino, or a carboxylic acid; X is N, O, or S; or a pharmaceutically acceptable salt thereof.
Claim 10
Dependent Claim
20 words
A pharmaceutical composition comprising a compound of claim 1 or a pharmaceutically acceptable salt thereof and a pharmaceutically acceptable carrier.
Claim 11
Dependent Claim
11 words
A composition as claimed in claim 8, in unit dosage form.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1994-06-10 | 1994-12-10 | 1995-06-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1998-06-10 | 1998-12-10 | 1999-06-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2002-06-10 | 2002-12-10 | 2003-06-11 | $7700.00 | Window Closed / Lapsed |