75040-58-3Relevant articles and documents
Heterocyclic Prostaglandin Analogues. Part 2. Hydantoins and Other Imidazole Analogues
Caldwell, A. Gordon,Harris, C. John,Stepney, Ray,Whittaker, Norman
, p. 495 - 505 (2007/10/02)
The stable hydantoin prostaglandin analogues (2b) and (3b) have been synthesised as racemic compounds.The less polar diastereoisomer of (2b) is a potent inhibitor of platelet aggregation in human platelet-rich plasma and its cyclohexyl analogue (22, R = C6H11) has ca. 14 times the potency of prostaglandin E1 in this test coupled with selectivity of biological action.Other structural modifications such as introduction of a 15-methyl group and insertion of the m-phenylene or m-oxaphenylene moieties into the acid side-chain of (2b) led to a reduction in anti-aggregatory potency.Synthesis of the imidazole (41) is described.