Pyrazole NNRTIs 3: Optimisation of physicochemical properties was written by Mowbray, Charles E.;Corbau, Romuald;Hawes, Michael;Jones, Lyn H.;Mills, James E.;Perros, Manos;Selby, Matthew D.;Stupple, Paul A.;Webster, Rob;Wood, Anthony. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2009.Reference of 104798-53-0 This article mentions the following:
Our efforts to reduce overall lipophilicity and increase ligand-lipophilicity efficiency (LLE) by modification of the 3- and 5-substituents of pyrazole I, a novel non-nucleoside HIV reverse transcriptase inhibitor (NNRTI) prototype were unsuccessful. In contrast replacement of the substituted benzyl group with corresponding phenylthio or phenoxy groups resulted in marked improvements in potency, ligand efficiency (LE) and LLE. In the experiment, the researchers used many compounds, for example, 2-Fluoro-5-hydroxybenzenecarbonitrile (cas: 104798-53-0Reference of 104798-53-0).
2-Fluoro-5-hydroxybenzenecarbonitrile (cas: 104798-53-0) belongs to nitriles. The electronic structure of nitriles is very similar to that of an alkyne with the main difference being the presence of a set of lone pair electrons on the nitrogen. Some nitriles are manufactured by heating carboxylic acids with ammonia in the presence of catalysts. This process is used to make nitriles from natural fats and oils, the products being used as softening agents in synthetic rubbers, plastics, and textiles and for making amines.Reference of 104798-53-0
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts