AN ANALYSIS OF THE LIPOPHILICITY OF FURAZAN AND FUROXAN DERIVATIVES USING THE CLOGP ALGORITHM

The partition coefficients of a series of furazan and furoxan derivatives have been measured and analysed by means of the CLOGP algorithm. The f(non) and f(non(O)) fragmental constants have been evaluated as well as the pairs of sigma/rho-constants, which are able to describe the electronic interactions operating in the substituted systems. Analysis of the alkyl derivatives shows that the 'benzyl carbon' requires a large and negative correction factor when linked to either of these two heterocyclic rings rather than to benzene. In contrast, in 1,2,5-thia and 1,2,5-selenadiazole this same carbon behaves similarly to that attached to a phenyl ring.