The de novo design and synthesis of cyclic urea inhibitors of factor Xa: optimization of the S4 ligand was written by Galemmo, Robert A. Jr.;Wells, Brian L.;Rossi, Karen A.;Alexander, Richard S.;Dominguez, Celia;Maduskuie, Thomas P.;Stouten, Pieter F. W.;Wright, Matthew R.;Aungst, Bruce J.;Wong, Pancras C.;Knabb, Robert M.;Wexler, Ruth R.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2000.Synthetic Route of C8H4N2O This article mentions the following:
In this report refinements to the S4 ligand group leads to I, an inhibitor of fXa with good potency in vitro and an improved pharmacokinetic profile in rabbit. The x-ray crystallog. study of a representative analog confirms our binding model for this series. In the experiment, the researchers used many compounds, for example, 3-Cyanophenylisocyanate (cas: 16413-26-6Synthetic Route of C8H4N2O).
3-Cyanophenylisocyanate (cas: 16413-26-6) belongs to esters. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. Many esters have the potential for conformational isomerism, but they tend to adopt an s-cis (or Z) conformation rather than the s-trans (or E) alternative, due to a combination of hyperconjugation and dipole minimization effects. The preference for the Z conformation is influenced by the nature of the substituents and solvent, if present. Lactones with small rings are restricted to the s-trans (i.e. E) conformation due to their cyclic structure.Synthetic Route of C8H4N2O
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics