75693-75-3Relevant academic research and scientific papers
Heterocyclic Prostaglandin Analogues. Part 3. The Relationship of Configuration to Biological Activity for Some Hydantoin Prostanglandin Analogues
Brockwell, Michael A.,Caldwell, A. Gordon,Whittaker, Norman,Begley, Michael J.
, p. 706 - 711 (2007/10/02)
The enantiomers of the two diastereomers of 5-(6-carboxyhexyl)-1-(3-cyclohexyl-3-hydroxypropyl)hydantoin have been synthesised.Potent inhibition of platelet aggregation in this series is associated with the configuration corresponding to that in the natural inhibitors, such as prostaglandins E1 and D2.
Nitrogen heterocycles
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, (2008/06/13)
Hydantoins of formula (I) STR1 ps have biological properties related to those of naturally occurring prostaglandins and may be used in medicine, for example in the treatment of thrombosis.
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.
