Quantitative structure-activity relationships in a set of thiazolidin -4-ones acting as H1-histamine antagonists.
A series of 2-(3- and 4-substituted phenyl)-3-[3-(N, N-dimethyl-amino)propyl]-1,3-thiazolidin-4-ones acting as H1-antihistaminics was investigated with a combined Hansch-CoMFA approach. The substituents at the 3- and 4-positions of the phenyl ring have been described through steric, electronic and hydrophobic parameters and correlated with pA2 values. The obtained quantitative models suggest that affinity to the receptor is promoted by hydrophobic and small 4-substituents and by 3- and 4-substituents generating a positive electrostatic potential towards a complementary receptor region.
Bolognese
A
A
Dipartimento di Chimica Organica, Universita degli Studi di Napoli, Naples, Italy.
Diurno
M V
MV
Greco
G
G
Grieco
P
P
Mazzoni
O
O
Novellino
E
E
Perissutti
E
E
Silipo
C
C
D000818:Animals; D015195:Drug Design; D004353:Drug Evaluation, Preclinical; D004563:Electrochemistry; D006168:Guinea Pigs; D006634:Histamine H1 Antagonists / Q000737:chemistry* / Q000494:pharmacology*; D007082:Ileum / Q000187:drug effects; D066298:In Vitro Techniques; D008958:Models, Molecular; D013329:Structure-Activity Relationship; D013844:Thiazoles / Q000737:chemistry* / Q000494:pharmacology*
D006634:Histamine H1 Antagonists; D013844:Thiazoles