Synthesis and biological profile of benzoxazolone derivatives

Abstract

The benzoxazolone nucleus is an ideal scaffold for drug design, owing to its discrete physicochemical profile, bioisosteric preference over pharmacokinetically weaker moieties, weakly acidic behavior, presence of both lipophilic and hydrophilic fragments on a single framework, and a wider choice of chemical modification on the benzene and oxazolone rings. These properties apparently influence the interactions of benzoxazolone‐based derivatives with their respective biological targets. Hence, the benzoxazolone ring is implicated in the synthesis and development of pharmaceuticals with a diverse biological profile ranging from anticancer, analgesics, insecticides, anti‐inflammatory, and neuroprotective agents. This has further led to the commercialization of several benzoxazolone‐based molecules and a few others under clinical trials. Nevertheless, the SAR exploration of benzoxazolone derivatives for the identification of potential “hits” followed by the screening of “leads” provides a plethora of opportunities for further exploration of the pharmacological profile of the benzoxazolone nucleus. In this review, we aim to present the biological profile of different derivatives based on the benzoxazolone framework.

A new synthetic approach to cyclic ureas through carbonylation using di-tert-butyl dicarbonate (boc anhydride) via one pot strategy

“…These characteristics substantially influence the interactions between benzoxazolone-derived variations and their corresponding biological targets. 1,2 As a consequence, the benzoxazolone ring plays a pivotal role in the synthesis and advancement of pharmaceuticals with a wide-ranging biological spectrum encompassing muscle relaxant properties, 3 anti-cancer, anti-inflammatory, non-cystic fibrosis bronchiectasis, 4 anti-Parkinson, 5 antipsychotic, 6 analgesic, insecticidal and neuroprotective agents. 1,2 This progression has led to the introduction of numerous benzoxazolone-based compounds into market, with several undergoing clinical trials.…”

“…Sysematic exploration of the structure–activity relationship (SAR) of benzoxazolone and benzimidazolone derivatives for the identification of potential initial hits, followed by the assessment of promising lead candidates, opens up numerous avenues for further investigation into the pharmacological attributes of these scaffolds. 1,2 The tools employed in synthetic methodologies must undergo continual expansion and enhancement to support the sustainable production of chemicals and address the growing demands of the industry. The impact of organic chemistry on society at large can be greatly amplified through the development of processes characterized by significantly improved environmental and industry-specific attributes.…”