A few novel tetrahydropyridines like benzoylamino-4-hydroxypropyl-1,2,3,6-tetrahydropyridine (THP), 7a (Fig. 1) which had been previously synthesized in our laboratory were tested for their antiinflammatory and hypo/hyperglycemic activities. The tetrahydropyridines contained a hydroxypropyl group in either the 4 or 5 position of the THP ring. Antiinflammatory activities using the Buxco paw edema assay on the male Sprague-Dawley rat model were carried out to investigate if a change in the position of the substituent would produce a corresponding change in the antiinflammatory activities. The two most active analogs that showed significant antiinflammatory activities were N-2-(pyridylcarbonylamino)-4-hydroxypropyl-1,2,3,6-tetrahydropyrid ine, 7b and N-2-(pyridyl-carbonlyamino)-5-hydroxypropyl-1,2,3,6-tetrahydropyri dine, 7f. The other six analogs 7a, 7c, 7d, 7e, 7g and 7h also exhibited antiinflammatory effects in a dose-dependent manner. Compounds 7f and 7h also showed significant hyperglycemic activities when compared with the control.