3D-QSAR study of adamantyl N-benzylbenzamides as melanogenesis inhibitors

The role of substituents in the molecular and crystal structure of 1-(adamantane-1-carbonyl)-3-(mono)- and 3,3-(di) substituted thioureas

“…The use of the adamantyl group has a multidimensional significance in drug design. The hydrophobic substituent constant and steric factors increase the drug stability and plasma half-life of this kind of compounds [19], as recently demonstrated for polyhydroxylated N-benzylbenzamide derivatives containing an adamantyl moiety [20]. Adamantyl-1,3,4-oxadiazoles and adamantylamino-1,3,4-thiadiazoles show antimicrobial, and anti-inflammatory activities [21]; adamantyl triazoles are selective inhibitors of 11b-hydroxysteroid dehydrogenase type 1 [22] as are the thiazolidine derivatives with an adamantyl group [23].…”