Phosphonate inhibitors of adenosine kinase

Details Phosphonate inhibitors of adenosine kinase Phosphonate inhibitors of adenosine kinase

A - Human Necessities

61

K

A61K 31/663 (2006.01) A61K 31/662 (2006.01)

Patent

CA 2495134

A novel method of inhibiting adenosine kinase is provided comprising contacting the adenosine kinase with a phosphonate compound having the following formula (I): (see formula I) wherein R1 and R2 may independently be H, or lower (C1-C6) alkyl, alkenyl or alkynyl, cycloalkyl, aryl, heterocycle, heteroaryl, lower (C1-C6) acetyl, R1 and R2 being independently optionally substituted with one or more groups selected from OH, halogen, lower (C1-C6) alkyl, alkenyl or alkynyl, cycloalkyl, aryl, heterocyclic, heteroaryl, C1-C6 acetyl, amino, amine, a heteratom selected from nitrogen, sulphur and phosphor, a thio group or phosphonate; X, and X2 may independently be oxygen, nitrogen or sulphur; R3 and R4 may independently be H, OH, halogen, lower (C1-C6) alkyl, alkenyl or alkynyl, a heteroatom selected from nitrogen and sulphur, cycloalkyl, aryl, heterocycle, heteroaryl, lower (C1-C6) acetyl, R3 and R4 being independently optionally substituted with one or more groups selected from OH, halogen, lower (C1-C6) alkyl, alkenyl or alkynyl, cycloalkyl, aryl, heterocyclic, heteroaryl, C1-C6 acetyl, amino, amine, a thio group, phosphonate or a heteratom selected from nitrogen, sulphur and phosphor optionally substituted with one or more groups selected from, OH, halogen, lower (C1-C6) alkyl, alkenyl or alkynyl, cycloalkyl, aryl, heterocyclic, heteroaryl and Cl-C6 acetyl; and R5 is a C1 - C20 group comprising at least one group selected from a carboxyl, amide, imide and phosphoryl group in free acid form or optionally substituted with a halogen or lower alkyl group, wherein R5 may contain a second carboxyl, amide, imide or phosphoryl group in free acid form or optionally substituted with a halogen or lower alkyl group, and wherein R5 may be linked to the compound via a lower alkyl group or a lower heteroalkyl group, the alkyl groups of R5 being optionally substituted with one or more groups selected from the group consisting of OH, halogen, lower (C1-C6) alkyl, alkenyl or alkynyl, cycloalkyl, aryl, heterocyclic, heteroaryl, C1-C6 acetyl, amino, lower alkyl-substituted amino, imino, thiol, guanidino and a heteratom selected from nitrogen, sulphur and phosphor, or pharmaceutically acceptable salts thereof. The method is useful in a therapeutic sense to treat cardiovascular conditions, inflammation and disorders of the central nervous system.

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