4(3H)-Quinazolinone Derivatives: Syntheses, Physical Properties, Chemical Reaction, and Biological Properties

Abstract

4(3H)-Quinazolinone derivatives have considerable great interesting due to the diverse range of their biological properties. This review summarized the methods of preparation of 2-substituted-4(3H)-quinazolinone, 3-substituted-4(3H)-quinazolinone and 2,3-disubstituted-4(3H)-quinazolinone derivatives. Chemical reaction of 4(3H)-quinazolinone derivatives and the reactivity of the 2-methyl group, reactivity of the 3-amino group, electrophilic substitution, oxidation, reduction, reaction of 4(3H)-quinazolinones with metal ions, Mannich reaction, cycloaddition reaction as well as other reagents were discussed. Also, biological properties of 4(3H)quinazolinone derivatives were given herein.

One-pot synthesis of N-benzyl-2-aminobenzoic acid, via ring opening of isatoic anhydride derivative, and its antibacterial screening

“…Frontier-transform infrared (FTIR-8400S equipment, Shimadzu global link, North America) was used to determine the IR spectrum of the compound. 1 H NMR spectrum was acquired using Bruker Avance-300 spectrometer at 200 MHz (AXS Inc., USA), using CDCl3 as solvent and tetramethylsilane as internal standard. Thin layer chromatography (TLC) was used to monitor the purity and reactions and chromatograms were viewed under UV at 230-245 nm Synthetic methods.…”

“…The coupling of isatoic anhydride with other molecules have resulted in compounds with anti-inflammatory, analgesic and antimicrobial properties [1]. Such compounds include anthranilamide and o-ureidobenzoic acid, which are derive from the synthetic reactions between isatoic anhydride with ammonia, primary, secondary amines and amide.…”

“…Odion & C.O. Usifoh / J. Pharmacy & Bioresources 18 (3), 192-195 (2021) halide gave an excellent yield of 4(3H)quinazolinones [6], with antimicrobial activity [1].…”

“…(N-Benzyl) amino benzoic acid: 0.90 g, 65 %; melting point 172-174 o C; Rf 0.19. IR (KBr cm -1 ) (3453 (NH2), 3400 (OH), 1760 (CO), 1620 (C=C) 1. H NMR (200 MHz, CDCl3): δ 4.40 (s, 2H, CH2); 6.5 (t, J=7.00Hz, 1H, ArH); 6.62 (d, J=7.51Hz, 1H, ArH); 7.10-7.40 (m, 6H, ArH); 7.90 (dd, J=1.53, 8.03Hz, 1H, Ar-H).…”

Synthesis and characterization of 2‐trifluoromethyl‐4(3H)‐quinazolinone derivatives with various 3‐substituents

“…Due to the significant properties of quinazolinones, there is increasing interest in the design and synthesis of new quinazolinone structures. Accordingly, the synthesis and pharmaceutical applications of quinazolinones have been well‐reviewed [24, 25].…”