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US 2006/0106070 A1Published application
Novel pyridine-based metal chelators as antiviral agents
AssigneeBioflexis, LLC
InventorsRaghavan Rajagopalan, John Babu
Life of this patent
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Abstract
This invention relates to novel pyridine-based divalent metal ion chelating ligands of Formula I, wherein A or B are independently —R6R7, or —CH(R8)CH(R9). R1 to R9 are various substituents selected to optimize the physicochemical and biological properties such as enzyme binding, tissue penetration, lipophilicity, toxicity, bioavailability, and pharmacokinetics. The compounds of the present invention are useful for inhibiting the activity of viral enzymes responsible for the proliferation of human immunodeficiency virus (HIV).
Claims20
A compound of Formula I,
- wherein A and B are independently —CR6R7, or —CH(R8)CH(R9);
- R1 to R9 are independently selected from the group consisting of hydrogen;
- C1-C10 alkyl;
- C1-C10 carboxyalkyl;
- C1-C10 alkoxyl;
- C1-C10 alkoxycarbonylalkyl;
- C1-C10 hydroxyalkyl;
- C1-C10 aminoalkyl;
- C5-C20 aryl unsubstituted or substituted with C1-C10 alkyl, hydroxyl, C1-C10 alkoxyl, cyano, halo, trihaloalkyl, carboxyl, C1-C10 acyl, C1-C10 hydroxyalkyl, amino, C1-C10 alkylamino, C1-C10 dialkylamino, and C1-C10 alkxoylcarbonyl;
- C5-C20 arylalkyl unsubstituted or substituted with C1-C10 alkyl, hydroxyl, C1-C10 alkoxyl, cyano, halo, trihaloalkyl, carboxyl, C1-C10 acyl, C1-C10 hydroxyalkyl, amino, C1-C10 alkylamino, C1-C10 dialkylamino, and C1-C10 alkxoylcarbonyl;
- C5-C20 aryloxyl unsubstituted or substituted with C1-C10 alkyl, hydroxyl, C1-C10 alkoxyl, cyano, halo, trihaloalkyl, carboxyl, C1-C10 acyl, C1-C10 hydroxyalkyl, amino, C1-C10 alkylamino, C1-C10 dialkylamino, and C1-C10 alkxoylcarbonyl;
- C5-C20 aryloxyalkyl unsubstituted or substituted with C1-C10 alkyl, hydroxyl, C1-C10 alkoxyl, cyano, halo, trihaloalkyl, carboxyl, C1-C10 acyl, C1-C10 hydroxyalkyl, amino, C1-C10 alkylamino, C1-C10 dialkylamino, and C I—C10 alkxoylcarbonyl;
- —C5-C20 arylalkoxyl unsubstituted or substituted with C1-C10 alkyl, hydroxyl, C1-C10 alkoxyl, cyano, halo, trihaloalkyl, carboxyl, C1-C10 acyl, C1-C10 hydroxyalkyl, amino, C1-C10 alkylamino, C1-C10 dialkylamino, and C1-C10 alkxoylcarbonyl;
- with the proviso that if A and B are —CH2—, then at least one of the substituents R2 to R6 is not hydrogen.
11 more elements
A method of treating viral infections comprising administering to an individual an effective amount of compound of Formula I,
- wherein A and B are independently —CR6R7, or —CH(R8)CH(R9);
- R1 to R9 are independently selected from the group consisting of hydrogen;
- C1-C10 alkyl;
- C1-C10 carboxyalkyl;
- C1-C10 alkoxyl;
- C1-C10 alkoxycarbonylalkyl;
- C1-C10 hydroxyalkyl;
- C1-C10 aminoalkyl;
- C5-C20 aryl unsubstituted or substituted with C1-C10 alkyl, hydroxyl, C1-C10 alkoxyl, cyano, halo, trihaloalkyl, carboxyl, C1-C10 acyl, C1-C10 hydroxyalkyl, amino, C1-C10 alkylamino, C1-C10 dialkylamino, and C1-C10 alkxoylcarbonyl;
- C5-C20 arylalkyl unsubstituted or substituted with C1-C10 alkyl, hydroxyl, C1-C10 alkoxyl, cyano, halo, trihaloalkyl, carboxyl, C1-C10 acyl, C1-C10 hydroxyalkyl, amino, C1-C10 alkylamino, C1-C10 dialkylamino, and C1-C10 alkxoylcarbonyl;
- C5-C20 aryloxyl unsubstituted or substituted with C1-C10 alkyl, hydroxyl, C1-C10 alkoxyl, cyano, halo, trihaloalkyl, carboxyl, C1-C10 acyl, C1-C10 hydroxyalkyl, amino, C1-C10 alkylamino, C1-C10 dialkylamino, and C1-C10 alkxoylcarbonyl;
- C5-C20 aryloxyalkyl unsubstituted or substituted with C1-C10 alkyl, hydroxyl, C1-C10 alkoxyl, cyano, halo, trihaloalkyl, carboxyl, C1-C10 acyl, C1-C10 hydroxyalkyl, amino, C1-C10 alkylamino, C1-C10 dialkylamino, and C1-C10 alkxoylcarbonyl;
- C5-C20 arylalkoxyl unsubstituted or substituted with C1-C10 alkyl, hydroxyl, C1-C10 alkoxyl, cyano, halo, trihaloalkyl, carboxyl, C1-C10 acyl, C1-C10 hydroxyalkyl, amino, C1-C10 alkylamino, C1-C10 dialkylamino, and C1-C10 alkxoylcarbonyl;
- with the proviso that if A and B are —CH2—, then at least one of the substituents R2 to R6 is not hydrogen.
11 more elements
Dependencies are inferred from the claim text.