Potent and highly selective DP1 antagonists with 2,3,4,9-tetrahydro-1H-carbazole as pharmacophore was written by Li, Lianhai;Beaulieu, Christian;Carriere, Marie-Claude;Denis, Danielle;Greig, Gillian;Guay, Daniel;O’Neill, Gary;Zamboni, Robert;Wang, Zhaoyin. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2010.Formula: C9H9NO This article mentions the following:
It was discovered that the introduction of a Me group to the benzylic position of the N-benzyl group in lead compound I has a dramatic effect on improving the binding selectivity of this ligand for the prostanoid receptors DP1 (receptor for prostaglandin D2) as compared to TP (receptor for thromboxane A2). Based on this discovery, a series of potent and highly selective DP1 antagonists have been synthesized. Among them, compound II was identified as a highly selective DP1 antagonist with excellent overall properties. It has a Ki of 0.43 nM to DP1 in binding assay and an IC50 of 2.5 nM in the DP1 functional assay. Its selectivity for DP1 over TP (the most potent receptor after DP1) exceeds 750-fold based on both binding and functional assays. These properties make II a very potent and highly selective DP1 receptor antagonist suitable for investigating the biol. functions of DP1 in normal physiol. and models of disease. In the experiment, the researchers used many compounds, for example, (R)-4-(1-Hydroxyethyl)benzonitrile (cas: 101219-69-6Formula: C9H9NO).
(R)-4-(1-Hydroxyethyl)benzonitrile (cas: 101219-69-6) belongs to nitriles. Trimerization of aromatic nitriles requires harsh reaction conditions, high temperatures, long reaction times, and pressure. Nitrile groups in organic compounds can undergo a variety of reactions depending on the reactants or conditions. A nitrile group can be hydrolyzed, reduced, or ejected from a molecule as a cyanide ion.Formula: C9H9NO
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts