Benzoxazine: A Privileged Scaffold in Medicinal Chemistry

Abstract

Background: Benzoxazine is one of the most important privileged scaffolds in medicinal chemistry. Compounds bearing benzoxazine moiety usually have a variety of biological activities, such as anti-inflammatory, anti-microbial, anti-tuberculosis, anti-oxidant and anti-cancer activities. The fascinating bioactivity profile of benzoxazine scaffold in various fields has prompted medicinal chemists to design and discover novel benzoxazine derivatives as potential therapeutic candidates with the desired biological properties. Objective: This review aimed to provide a comprehensive elucidation on the recent advances of benzoxazine derivatives in medicinal chemistry. Method: We have searched the recent literatures about benzoxazine derivatives from the online resources and databases, such as pubmed, scifinder and google scholar. Conclusion: Benzoxazine is a versatile structure and building block in medicinal chemistry. Benzoxazine derivatives have gained considerable attention from medicinal chemists due to their various pharmacological properties and multiple modification sites. This review might help medicinal chemists to seek for new drug candidates with better bioactivities and pharmacokinetics properties.

Discovery of Novel Isoxazoline Compounds that Incorporate a para-Diamide Moiety as Potential Insecticidal Agents against Fall Armyworm (Spodoptera frugiperda)

“…As previously mentioned, compound 3 was created through the 1,3-dipolar cycloaddition process. , Compound 2 (30.2 mmol) and NCS (45.3 mmol) were added at 25 °C. After the combination was stirred for 40 min at 40 °C, the compound 1,3-dichloro-5-(3,3,3-trifluoroprop-1-en-2-yl)­benzene (36.2 mmol) and Et 3 N (54.3 mmol) were added.…”

Recent progress in the electrochemical selenofunctionalization of alkenes and alkynes

“…Benzoxazine scaffolds, which are commonly found in numerous drugs and natural products, have been effectively constructed by a large number of methods. 94 For example, Hu, Fang and co-workers disclosed an electrochemical approach for synthesizing selenium benzoxazines from 2-vinylbenzamide and diselenide (Scheme 40). 95 An efficient reaction protocol was established after a series of reactions between N -(2-vinylphenyl) benzamides and diselenides using an undivided cell composed of a graphite rod anode and a Pt plate cathode.…”

Aerial Oxygen-Driven Selenocyclization of O-Vinylanilides Mediated by Coupled Fe3+/Fe2+ and I2/I− Redox Cycles

“…As an important heterocyclic scaffold, 3,1-benzoxazine is widely found in natural products and bioactive molecules [ 29 , 30 , 31 ]. Numerous types of substituted benzoxazines have been synthesized via either cation- or radical-initiated tandem cyclizations [ 32 , 33 , 34 , 35 ].…”