IP Library › Granted Patent US 7,112,677
Granted Patent B2
US 7,112,677 · App. 10/912,908 · Granted Sep 26, 2006

1H-imidazo dimers

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Quick Facts
Patent No.
US 7,112,677
App. No.
10/912,908
Granted
Sep 26, 2006
Kind
B2
Abstract

1H-imidazo dimer compounds are useful as immune response modifiers. The compounds and compositions of the invention can induce the biosynthesis of various cytokines and are useful in the treatment of a variety of conditions including viral diseases and neoplastic diseases.

Claims (99)

1. A compound of Formula (IV):

wherein:

A 1 is a divalent linking group selected from the group consisting of:

straight or branched chain C 4-20 alkylene;

straight or branched chain C 4-20 alkenylene; and

straight or branched chain C 4-20 alkynylene;

any of which may be optionally interrupted by —S(O) 2 — or a protected

—C(O)—;

R″ is selected from the group consisting of:

-hydrogen;

-alkyl;

-alkenyl;

-aryl;

-substituted aryl;

-heteroaryl;

-substituted heteroaryl;

-alkyl-O-alkyl;

-alkyl-O-aryl;

-alkyl-O-alkenyl; and

-alkyl or alkenyl substituted by one or more substituents selected from the group consisting of:

—OH;

-halogen;

—C(O)—N(R 6 ) 2 ;

—C(S)—N(R 6 ) 2 ;

—S(O) 2 —N(R 6 ) 2 ;

—N(R 6 )—C(O)—C 1-10 alkyl;

—N(R 6 )—C(S)—C 1-10 alkyl;

—N(R 6 )—S(O) 2 —C 1-10 alkyl;

—C(O)—C 1-10 alkyl;

—C(O)—O—C 1-10 alkyl;

—N 3 ;

-aryl;

-substituted aryl;

-heteroaryl;

-substituted heteroaryl;

-heterocyclyl;

-substituted heterocyclyl;

—C(O)-aryl;

—C(O)-(substituted aryl);

—C(O)-heteroaryl; and

—C(O)-(substituted heteroaryl);

n is 0 to 4;

each R′ present is independently selected from the group consisting of:

halogen;

alkyl;

alkenyl; and

—O-alkyl;

each R 6 is independently hydrogen or C 1-10 alkyl;

or a pharmaceutically acceptable salt thereof.

2. A compound of Formula (V):

wherein:

A 1 is a divalent linking group selected from the group consisting of:

straight or branched chain C 4-20 alkylene;

straight or branched chain C 4-20 alkenylene; and

straight or branched chain C 4-20 alkenylene;

any of which may be optionally interrupted by —S(O) 2 — or a protected

—C(O)—;

R″ is selected from the group consisting of:

-hydrogen;

-alkyl;

-alkenyl;

-aryl;

-substituted aryl;

-heteroaryl;

-substituted heteroaryl;

-alkyl-O-alkyl;

-alkyl-O-aryl;

-alkyl-O-alkenyl; and

-alkyl or alkenyl substituted by one or more substituents selected from the group

consisting of:

—OH;

-halogen;

—C(O)—N(R 6 ) 2 ;

—C(S)N(R 6 ) 2 ;

—S(O) 2 —N(R 6 ) 2 ;

—N(R 6 )—C(O)—C 1-10 alkyl;

—N(R 6 )—C(S)—C 1-10 alkyl;

—N(R 6 )—S(O) 2 —C 1-10 alkyl;

—C(O)—C 1-10 alkyl;

—C(O)—O—C 1-10 alkyl;

—N 3 ;

-aryl;

-substituted aryl;

-heteroaryl;

-substituted heteroaryl;

-heterocyclyl;

-substituted heterocyclyl;

—C(O)-aryl;

—C(O)-(substituted aryl);

—C(O)-heteroaryl; and

—C(O)-(substituted heteroaryl);

n is 0 to 4;

each R′ present is independently selected from the group consisting of:

halogen;

alkyl;

alkenyl; and

—O-alkyl;

each R 6 is independently hydrogen or C 1-10 alkyl;

or a pharmaceutically acceptable salt thereof.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 5, 2007
From: 3M COMPANY, 3M INNOVATIVE PROPERTIES COMPANY
To: COLEY PHARMACEUTICAL GROUP, INC.
Reel/Frame 020064/0064 →