Phthalimidomethyl as a drug pro-moiety. Probing its reactivity.
Phthalimidomethyl derivatives 1, encompassing a wide range of leaving group abilities, are rapidly hydrolysed to the corresponding phthalamic acid via rate-determining attack at the phthalimide carbonyl group.
Iley
J
J
Chemistry Department, Open University, Milton Keynes, U.K.
Calheiros
T
T
Moreira
R
R
D006868:Hydrolysis; D007202:Indicators and Reagents; D007700:Kinetics; D015394:Molecular Structure; D010797:Phthalimides / Q000138:chemical synthesis* / Q000737:chemistry; D011355:Prodrugs / Q000138:chemical synthesis* / Q000737:chemistry; D012439:Saccharin / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry; D013329:Structure-Activity Relationship
D007202:Indicators and Reagents; D010797:Phthalimides; D011355:Prodrugs; D012439:Saccharin