Document Report Card

ID: ALA1121872

Journal: J Med Chem

Title: Mesoionic xanthine analogues: phosphodiesterase inhibitory and hypotensive activity.

Authors: Glennon RA, Rogers ME, Smith JD, El-Said MK, Egle JL.

Abstract: Several mesoionic thiazolo[3,2-alphapyrimidines and mesoionic 1,3,4-thiadiazol[3,2-alpha-pyrimidines were evaluated as inhibitors of cyclic-AMP phosphodiesterase. While small alkyl substituents at the 6 position have no significant effect on activity, phenyl and benzyl substituents enhance activity. Mesoionic structures such as 1 (R2 = H; R8 = Et) possess 20 to 40 times the activity of theophylline when the R6 substituent is phenyl or 4-chlorobenzyl. methyl and ethyl substitution at the 2 position essentially abolishes activity. Although plagued by solubility problems, several of the mesoionic derivatives were found to display weak hypotensive effects in vivo.

CiteXplore: 6265635

DOI: 10.1021/jm00138a002