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US 2004/0006236 A1Published application
Diaminopropionic acid derivatives
AssigneeHoffmann-La Roche Inc.
InventorsNader Fotouhi, Paul Gillespie, Robert William Guthrie, Sherrie Lynn Pietranico-Cole, Weiya Yun
Life of this patent
Estimating the term…
Abstract
A compound of formula 1a 1 which is useful for treating reperfusion injury, and salts, prodrugs, and related compounds.
Claims81
A compound of formula:
- 513
- wherein R1 is a group of the formula
- 514
- where A is hydrogen, hydroxy, amino, or halogen and B is amino, carboxy, hydrogen, hydroxy, cyano, trifluoromethyl, halogen, lower alkyl, or lower alkoxy;
- R2 is a group of the formula
- 515
- where R3 is hydrogen, carboxy, or lower alkyl;
- n is 0 or 1;
- U, V, and W are independently hydrogen, halogen, or lower alkyl provided U and V are not both hydrogen;
- X is carbonyl, phenyl-substituted loweralkylene, or sulfonyl;
- Y is lower alkylene which may be substituted with one or more of amino, substituted amino, lower alkyl, or cyclo lower alkyl, or y is lower alkenylene or lower alkylenethio;
- and k is 0 or 1;
- when k is 1:
- Z is hydrogen, lower alkylthio, —COOH, —CONH2, or amino, or when k is 0 or 1, Z is:
- 1-adamantyl, diphenylmethyl, 3-[[(5-chloropyridin-2-yl)amino]carbonyl]pyrazin-2-yl, hydroxy, phenylmethoxy, 2-chloro-4-[[[(3-hydroxyphenyl)methyl]amino]carbonyl]phenyl, [(2,6-dichlorophenyl)methoxy]phenyl, or Z is one of the following:
- cycloalkyl or aryl containing 0 to 3 heteroatoms which may be the same or different, or a fused ring system containing two or three rings which rings are independently cycloalkyl or aryl containing 0 to 3 heteroatoms which may be the same or different, any of which rings may be unsubstituted, or substituted with at least one of:
- halogen, cyano, amino, substituted amino, aminosulfonyl, nitro, oxo, hydroxy, aryl, aryloxy, unsubstituted lower alkyl, halogen-substituted lower alkyl, lower alkoxy-substituted lower alkyl, lower alkoxy, lower alkanesulfonyl, lower alkylthio, acetyl, aminocarbonyl, hydrazino, carboxy, lower alkoxycarbonyl, acetoxy or amino loweralkyl;
- or a pharmaceutically acceptable salts and esters thereof.
15 more elements
A compound of formula
- 530
- wherein A3 is hydrogen, hydroxy, amino, or halogen and B3 is amino, carboxy, hydrogen, hydroxy, cyano, trifluoromethyl, halogen, lower alkyl, or lower alkoxy;
- R23 is a group of the formula
- 531
- where R33 is hydrogen, carboxy, or lower alkyl;
- U3, V3, and W3 are independently hydrogen, halogen, or lower alkyl provided U3 and V3 are not both hydrogen;
- R4 is hydrogen, lower alkyl, or aryl-lower-alkyl which can be unsubstituted or substituted with at least one of halogen, cyano, amino, substituted amino, aminosulfonyl, nitro, hydroxy, aryl, aryloxy, unsubstituted lower alkyl, halogen-substituted lower alkyl, lower alkoxy-substituted lower alkyl, lower alkoxy, carboxy, lower alkoxycarbonyl, or acetoxy
- and pharmaceutically acceptable salts and esters thereof.
5 more elements
A compound of formula:
- 532
- wherein R1 is a group of the formula
- 533
- where A is hydrogen, hydroxy, amino, or halogen and B is amino, carboxy, hydrogen, hydroxy, cyano, trifluoromethyl, halogen, lower alkyl, or lower alkoxy;
- R2 is a group of the formula
- 534
- where R3 is hydrogen, carboxy, or lower alkyl;
- n is 0 or 1;
- U, V, and W are independently hydrogen, halogen, or lower alkyl provided U and V are not both hydrogen;
- X is carbonyl, phenyl-substituted loweralkylene, or sulfonyl;
- Y is lower alkylene which may be substituted by one or more of amino, substituted amino, loweralkyl, or cyclo lower alkyl, or Y is lower alkenylene or lower alkylenethio;
- k is 0 or 1;
- when k is 1, Z is:
- hydrogen, lower alkylthio, —COOH, —CONH2, or amino, or when k is 0 or 1, Z is:
- 1-adamantyl, diphenylmethyl, 3-[[(5-chloropyridin-2-yl)amino]carbonyl]pyrazin-2-yl, hydroxy, phenylmethoxy, 2-chloro-4-[[[(3-hydroxyphenyl)methyl]amino]-carbonyl]phenyl, [(2,6-dichlorophenyl)methoxy]phenyl, or Z is one of the following:
- cycloalkyl or aryl containing 0 to 3 heteroatoms which may be the same or different, or a fused ring system containing two or three rings which rings are independently cycloalkyl or aryl containing 0 to 3 heteroatoms which may be the same or different, any of which rings may be unsubstituted, or substituted with at least one of:
- halogen, cyano, amino, substituted amino, aminosulfonyl, nitro, oxo, hydroxy, aryl, aryloxy, unsubstituted lower alkyl, halogen-substituted lower alkyl, lower alkoxy-substituted lower alkyl, lower alkoxy, lower alkanesulfonyl, lower alkylthio, acetyl, aminocarbonyl, hydrazino, carboxy, lower alkoxycarbonyl, acetoxy, or amino loweralkyl;
- R6 is lower alkyl or —CH2CH 2—R7 where R7 is —N(CH3)2,
- 535
- where R8 is hydrogen or methyl and R9 is lower alkyl or lower cycloalkyl;
- and pharmaceutically acceptable salts and esters thereof.
18 more elements
Dependencies are inferred from the claim text.