Non-covalent thrombin inhibitors featuring P(3)-heterocycles with P(1)-monocyclic arginine surrogates

Bioorganic & Medicinal Chemistry Letters
John E ReinerJ E Semple

Abstract

Investigations on P(2)-P(3)-heterocyclic dipeptide surrogates directed towards identification of an orally bioavailable thrombin inhibitor led us to pursue novel classes of achiral, non-covalent P(1)-arginine derivatives. The design, synthesis, and biological activity of inhibitors NC1-NC30 that feature three classes of monocyclic P(1)-arginine surrogates will be disclosed: (1) (hetero)aromatic amidines, amines and hydroxyamidines, (2) 2-aminopyrazines, and (3) 2-aminopyrimidines and 2-aminotetrahydropyrimidines.

References

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Sep 25, 1999·Bioorganic & Medicinal Chemistry Letters·N K MinamiJ E Semple
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Feb 23, 2002·Bioorganic & Medicinal Chemistry Letters·Jonathan Z HoJ Edward Semple
Sep 25, 2002·Bioorganic & Medicinal Chemistry Letters·Jingrong Jean CuiJ Edward Semple

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Citations

May 14, 2005·European Journal of Medicinal Chemistry·Andreja KranjcDanijel Kikelj
Sep 25, 2002·Bioorganic & Medicinal Chemistry Letters·Jingrong Jean CuiJ Edward Semple
Mar 6, 2003·Bioorganic & Medicinal Chemistry Letters·Lucija Peterlin-MasicDanijel Kikelj
Jun 26, 2003·Bioorganic & Medicinal Chemistry Letters·Michael S SouthJohn J Parlow
Sep 25, 2004·Medicinal Research Reviews·Stuti SrivastavaDinesh K Dikshit
Sep 19, 2008·Organic Letters·Sonalika V PawarWim M De Borggraeve
Oct 17, 2003·Journal of Medicinal Chemistry·John J ParlowMichael S South
Apr 19, 2007·Journal of Medicinal Chemistry·Donald A PatrickRichard R Tidwell

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