Structure-activity relationships (SAR) and structure-kinetic relationships (SKR) of bicyclic heteroaromatic acetic acids as potent CRTh2 antagonists III: The role of a hydrogen-bond acceptor in long receptor residence times was written by Alonso, Juan Antonio;Andres, Miriam;Bravo, Monica;Buil, Maria Antonia;Calbet, Marta;Castro, Jordi;Eastwood, Paul R.;Esteve, Cristina;Ferrer, Manel;Forns, Pilar;Gomez, Elena;Gonzalez, Jacob;Lozoya, Estrella;Mir, Marta;Moreno, Imma;Petit, Silvia;Roberts, Richard S.;Sevilla, Sara;Vidal, Bernat;Vidal, Laura;Vilaseca, Pere. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2014.Quality Control of (2-Bromo-5-chlorophenyl)methanol This article mentions the following:
The correct positioning and orientation of an hydrogen bond acceptor (HBA) in the tail portion of the biaryl series of CRTh2 antagonists is a requirement for long receptor residence time. The HBA in combination with a small steric substituent in the core section (Rcore ≠ H) gives access to compounds with dissociation half-lives of ≥24 h. In the experiment, the researchers used many compounds, for example, (2-Bromo-5-chlorophenyl)methanol (cas: 60666-70-8Quality Control of (2-Bromo-5-chlorophenyl)methanol).
(2-Bromo-5-chlorophenyl)methanol (cas: 60666-70-8) belongs to alcohols. The oxygen atom of the strongly polarized O―H bond of an alcohol pulls electron density away from the hydrogen atom. This polarized hydrogen, which bears a partial positive charge, can form a hydrogen bond with a pair of nonbonding electrons on another oxygen atom. A multistep synthesis may use Grignard-like reactions to form an alcohol with the desired carbon structure, followed by reactions to convert the hydroxyl group of the alcohol to the desired functionality.Quality Control of (2-Bromo-5-chlorophenyl)methanol
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts