20878-80-2Relevant academic research and scientific papers
Synthesis of substituted 3,4-dihydroquinazolinonesviaa metal free Leuckart-Wallach type reaction
Bokale-Shivale, Suvarna,Amin, Mohammad A.,Sawant, Rajiv T.,Stevens, Marc Y.,Turanli, Lewend,Hallberg, Adam,Waghmode, Suresh B.,Odell, Luke R.
, p. 349 - 353 (2021/02/09)
The 3,4-dihydroquinazolinone (DHQ) moiety is a highly valued scaffold in medicinal chemistry due to the vast number of biologically-active compounds based on this core structure. Current synthetic methods to access these compounds are limited in terms of diversity and flexibility and often require the use of toxic reagents or expensive transition-metal catalysts. Herein, we describe the discovery and development of a novel cascade cyclization/Leuckart-Wallach type strategy to prepare substituted DHQs in a modular and efficient process using readily-available starting materials. Notably, the reaction requires only the addition of formic acid or acetic acid/formic acid and produces H2O, CO2and methanol as the sole reaction byproducts. Overall, the reaction provides an attractive entry point into this important class of compounds and could even be extended to isotopic labellingviathe site-selective incorporation of a deuterium atom.
Quinazolinones, Quinazolinthiones, and Quinazolinimines as Nitric Oxide Synthase Inhibitors: Synthetic Study and Biological Evaluation
Camacho, M. Encarnación,Chayah, Mariem,García, M. Esther,Fernández-Sáez, Nerea,Arias, Fabio,Gallo, Miguel A.,Carrión, M. Dora
, p. 638 - 650 (2016/08/27)
The synthesis of different compounds with a quinazolinone, quinazolinthione, or quinazolinimine skeleton and their in vitro biological evaluation as inhibitors of inducible and neuronal nitric oxide synthase (iNOS and nNOS) isoforms are described. These d
BENZIMIDAZOLE DERIVATIVES AND THEIR USE AS ANTIVARAL AGENTS
-
Page/Page column 86, (2010/10/03)
The invention provides compounds of formula (I) wherein R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11 and R12 are as defined in the specification, and optical isomers, racemates and tautomers thereof, and pharmaceutically acceptable salts thereof; together
One-pot synthesis of 3,4-dihydro-2(1H)-quinazolinones through palladium-catalyzed intramolecular arylation of ureas
Ferraccioli, Raffaella,Carenzi, Davide
, p. 1383 - 1386 (2007/10/03)
3,4-Dihydro-2(1H)-quinazolinone derivatives 3-3b have been synthesized through a one-pot palladium-catalyzed heterocyclization from N-benzyl-N-(2-bromoarylmethyl)amines 1-1b and aliphatic or aromatic isocyanates 2.
