title: Synthesis of a transition state analogue inhibitor of purine nucleoside phosphorylase via the Mannich reaction.
abstract: [reaction: see text] The expeditious convergent synthesis of the potent human purine nucleoside phosphorylase inhibitor DADMe-Immucillin-G (3) was achieved via the Mannich reaction. The Mannich chemistry of a series of deazapurines and amine hydrochlorides was also investigated.
mesh_terms: D000588:Amines / Q000737:chemistry; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D006801:Humans; D011683:Purine-Nucleoside Phosphorylase / Q000037:antagonists & inhibitors*; D011687:Purines / Q000737:chemistry; D011744:Pyrimidinones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
chemical_list: D000588:Amines; D004791:Enzyme Inhibitors; D011687:Purines; D011744:Pyrimidinones; D011758:Pyrroles; C113100:immucillin G; D011683:Purine-Nucleoside Phosphorylase