Cpds R4 R5 R6 R7 IC50, µMa
1.1 H H H H 12.5
1.2 Me H H H 4
1.3 H Me H H 12
1.4 H F H H 3
1.5 H Cl H H 5
1.6 H Br H H 4.7
1.7 H CF3 H H 15
1.8 H F F H 1.8
1.9 H Cl Cl H 4.5
1.10 H F Cl H 3.5
1.11 H Me Me H 10
1.12 Cl H Cl H 5.2
1.13 Br H Br H 5.6
1.14 Br H F H 2.3
1.15 Me Me Me Me 0.9
aIC50, human liver FBPase; bND, not determined
Table 1: SAR of N1-H benzimidazole Phosphonic Acidsa