Patent US5227467A successfully refreshed from Google Patents.
US5227467A
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Immunosuppressive fluorinated cyclosporin analogs
Assignee: Merck and Co Inc
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Filing: 1991-04-29
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Granted: 1993-07-13
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Expires: 2011-04-29
Abstract
Abstract New immunosuppressive cyclosporin analogs are disclosed having one or more fluorinated amino acids. These analogs may also have a "C-9 amino acid" wherein the double bond is replaced by a heteroatom such as sulfur or oxygen.
Inventors
- 👤 Philippe L. Durette
- 👤 Arsenio A. Pessolano
- 👤 Janos Kollonitsch
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 12:56
CPC Classifications
C; C07; C07K; C07K7/00; C07K7/64; C07K7/645; A; A61; A61K; A61K38/00
Claims Analysis
Total Claims: 4
Claim 1
Independent Claim
93 words
A compound of the formula I ##STR13## or a pharmaceutically acceptable salt thereof wherein R 1 is MeBmt or dihydroMeBmt; R 2 is Nva, Ser, Thr, or Val; R 3 is Sar, or N-methyl-D-alanyl; R 4 is MeLeu; R 5 is Val or 4-fluoro-Val; R 6 is MeLeu; R 7 is Ala; R 8 is D-alanyl; R 9 is MeLeu; R 10 is MeLeu; and R 11 is MeVal or 4-fluoro-MeVal; with the proviso that at least one of R 5 and R 11 is the amino acid residue with the 4-fluoro substituent.
Claim 2
Dependent Claim
93 words
A compound of the formula I ##STR13## or a pharmaceutically acceptable salt thereof wherein R 1 is MeBmt or dihydroMeBmt; R 2 is Nva, Ser, Thr, or Val; R 3 is Sar, or N-methyl-D-alanyl; R 4 is MeLeu; R 5 is Val or 4-fluoro-Val; R 6 is MeLeu; R 7 is Ala; R 8 is D-alanyl; R 9 is MeLeu; R 10 is MeLeu; and R 11 is MeVal or 4-fluoro-MeVal; with the proviso that at least one of R 5 and R 11 is the amino acid residue with the 4-fluoro substituent.
Claim 3
Dependent Claim
144 words
A compound of Formula I ##STR14## which is: (a) R 1 is MeBmt, R 2 is Abut, R 3 is Sar, R 4 is MeLeu, R 5 is 4-fluoro-Val, R 6 is MeLeu, R 7 is Ala, R 8 is D-Ala, R 9 is MeLeu, R 10 is MeLeu, R 11 is MeVal; (b) R 1 is dihydroMeBmt, R 2 is Abu, R 3 is Sar, R 4 is MeLeu, R 5 is 4-fluoro-Val, R 6 is MeLeu, R 7 is Ala, R 8 is D-Ala, R 9 is MeLeu, R 10 is MeLeu, R 11 is MeVal; or (c) R 1 is MeBmt, R 2 is Abu, R 3 is Sar, R 4 is MeLeu, R 5 is Val, R 6 is MeLeu, R 7 is Ala, R 8 is D-Ala, R 9 is MeLeu, R 10 is MeLeu, R 11 is 4-fluoro-MeVal.
Claim 4
Dependent Claim
144 words
A compound of Formula I ##STR14## which is: (a) R 1 is MeBmt, R 2 is Abut, R 3 is Sar, R 4 is MeLeu, R 5 is 4-fluoro-Val, R 6 is MeLeu, R 7 is Ala, R 8 is D-Ala, R 9 is MeLeu, R 10 is MeLeu, R 11 is MeVal; (b) R 1 is dihydroMeBmt, R 2 is Abu, R 3 is Sar, R 4 is MeLeu, R 5 is 4-fluoro-Val, R 6 is MeLeu, R 7 is Ala, R 8 is D-Ala, R 9 is MeLeu, R 10 is MeLeu, R 11 is MeVal; or (c) R 1 is MeBmt, R 2 is Abu, R 3 is Sar, R 4 is MeLeu, R 5 is Val, R 6 is MeLeu, R 7 is Ala, R 8 is D-Ala, R 9 is MeLeu, R 10 is MeLeu, R 11 is 4-fluoro-MeVal.
References Cited (Backward Citations)
US4108985A
Cited
US4210581A
Cited
US4117118A
Cited
US4102877A
Cited
US4220641A
Cited
US4289851A
Cited
US4288431A
Cited
US4396542A
Cited
US4384996A
Cited
US4639434A
Cited
US4681754A
Cited
US4737487A
Cited
EP0194972A2
Cited
US4703033A
Cited
US4649047A
Cited
US4798823A
Cited
US4885276A
Cited
US4914188A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1996-07-12 | 1997-01-11 | 1997-07-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2000-07-12 | 2001-01-11 | 2001-07-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2004-07-12 | 2005-01-11 | 2005-07-13 | $7700.00 | Window Closed / Lapsed |