The effect of fluorine substitution on the physicochemical properties and the analgesic activity of paracetamol

S BARNARD, RC Storr, PM O'NEILL…

Index: Barnard; Storr; O'Neill; Park Journal of Pharmacy and Pharmacology, 1993 , vol. 45, # 8 p. 736 - 744

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Citation Number: 19

Abstract

Abstract—The physicochemical properties and analgesic action of six fluorinated analogues of 4-hydroxyacetanilide (paracetamol) have been investigated. Fluorine substitution adjacent to the hydroxyl group increased lipophilicity and oxidation potential whilst substitution adjacent to the amide had little effect on lipophilicity but led to a greater increase in oxidation potential. Lack of coplanarity and conjugation of the amide group and ...