TABLE 3

Summary of the modifications in the oxazaborolidine or oxazolidine ring (Fig. 9) that influence the ability of thrombin to stimulate Ca2+ influx in human platelets The introduction of carbonyl groups or oxygen into the five-membered ring tends to decrease activity. The introduction of a benzyl on carbon 4 increased activity of the parent 2-APB molecule. There were many modifications and substitutions on the ring that could be tolerated and which had minimal effect on activity.

Position in Oxazaborolidine or Oxazolidine Ring Active Less Active More Active
1 Oxygen Carbonyl
2 Boron, carbon
3 Nitrogen Carbon, carbonyl
4 Carbon Oxygen
5 Carbon Carbonyl, oxygen
Substituent group
R1 Methyl, dimethyl, t-butyl
R2 Pyridyl
R3 Benzyl
R4 Ethyl, butyl
R5 Methyl, phenyl