Abstract

The N-monoethylated, N-monoethylated and N-mono-1-propylated homologues of mesoporphyrin IX dimethyl ester and the corresponding methylated and 1-propylated homologues of coproporphyrin III tetramethyl ester have been prepared. Substituted porphyrins in a series could be distinguished from each other and from the parent porphyrin by their dication absorption spectra. All compounds gave molecular ions of varying intensities during electron impact mass spectrometry but thermal N-dealkylation to mesoporphyrin IX or coproporphyrin III methyl esters occurred readily and it was difficult to obtain spectra not showing fragmentation ions derived from this process. The compounds serve as models for the ‘green pigments’ produced in vivo by the action of some drugs and illustrate the problem of dealkylation during their analysis by electron impact mass spectrometry.

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