Granted Patent B2

US 7,825,271 · App. 11/837,824 · Granted Nov 2, 2010

Assignee: The Brigham and Women's Hospital, Inc.

Abstract

Claims (50)

1. A compound having the formula:

wherein X, if present, is R 1 , OR 1 , or SR 1 ;

wherein R 1 is

(i) hydrogen;

(ii) alkyl of 1 to 8 carbon atoms, inclusive, which may be straight chain or branched;

(iii) cycloalkyl of 3 to 10 carbon atoms, inclusive;

(iv) aralkyl of 7 to 12 carbon atoms;

(v) phenyl;

(vi) substituted phenyl

wherein Z i , Z iii , and Z v are each independently selected from the group consisting of —NO 2 , —CN, —C(═O)—R 1 , methoxy, hydrogen, and —SO 3 H; wherein Z ii and Z iv are each independently selected from the group consisting of halogen, methyl, hydrogen, and hydroxyl;

(vii) detectable label molecule; or

(viii) alkenyl of 2 to 8 carbon atoms, inclusive, straight chain or branched;

wherein Q 1 is (C═O), SO 2 or (CN);

wherein Q 3 is O, S or NH;

wherein one of R 2 and R 3 is hydrogen and the other is

(a) H;

(b) alkyl of 1 to 8 carbon atoms, inclusive, which may be straight chain or branched;

(c) cycloalkyl of 3 to 6 carbon atoms, inclusive;

(d) alkenyl of 2 to 8 carbon atoms, inclusive, which may be straight chain or branched; or

(e) R a Q 2 R b wherein Q 2 is —O— or —S—; wherein R a is alkylene of 0 to 6 carbon atoms, inclusive, which may be straight chain or branched; wherein R b is alkyl of 0 to 8 carbon atoms, inclusive, which may be straight chain or branched;

wherein R 4 is

(a) H; or

(b) alkyl of 1 to 6 carbon atoms, inclusive, which may be straight chain or branched;

wherein Y 1 or Y 2 is —OH, methyl, or —SH and wherein the other is

(a) H;

(b) CH a Z b where a+b=3, a=0 to 3, b=0 to 3, Z is cyano, nitro, or halogen;

(c) alkyl of 2 to 4 carbon atoms, inclusive, straight chain or branched; or

(d) alkoxy of 1 to 4 carbon atoms, inclusive;

or Y 1 and Y 2 taken together are

(a) ═N; or

(b) ═O;

wherein R 5 is

(a) alkyl of 1 to 9 carbon atoms which may be straight chain or branched;

(b) —(CH 2 ) n —R i wherein n=0 to 4 and R i is

(i) cycloalkyl of 3 to 10 carbon atoms, inclusive;

(ii) phenyl; or

(iii) substituted phenyl

wherein Z i , Z iii , and Z v are each independently selected from the group consisting of hydrogen, —NO 2 , —CN, —C(═O)—R 1 , methoxy, and —SO 3 H; wherein Z ii and Z iv are each independently selected from the group consisting of halogen, methyl, hydrogen, and hydroxyl;

(c) R a Q a R b wherein Q a =—O— or —S—; wherein R a is alkylene of 0 to 6 carbon atoms, inclusive, which may be straight chain or branched; wherein R b is alkyl of 0 to 8 carbon atoms, inclusive, which may be straight chain or branched;

(d) —C(R iii )(R iv )—R i wherein R iii and R iv are selected independently from the group consisting of

(i) H; or

(ii) CH a Z b where a+b=3, a=0 to 3, b=0 to 3, and wherein any Z is selected from the group consisting of halogen; or

(e) haloalkyl of 1 to 8 carbon atoms, inclusive, and 1 to 6 halogen atoms, inclusive, straight chain or branched; and

wherein R 6 is

(a) H;

(b) alkyl from 1 to 4 carbon atoms, inclusive, straight chain or branched; or

(c) halogen.

2. The compound of claim 1 , further comprising a pharmaceutically acceptable carrier.

3. The compound of claim 1 , wherein the compound is used to treat or prevent inflammation or an inflammatory response comprising the step of administering to a subject in need thereof, a therapeutically effective amount of the compound.

4. The compound of claim 3 , further comprising a pharmaceutically acceptable carrier.

Assignments (1)

Continuity (11)