Synthesis and in vitro calcium antagonist activity of 4-aryl-7,7-dimethyl/1,7,7-trimethyl-1,2,3,4,5,6,7,8-octahydroquinazoline-2,5-dione derivatives

SiO2-NaHSO4 as an Efficient Reusable Heterogeneous Catalyst for the One-Pot Three-Component Synthesis of Octahydro-quinazolin-2,5-diones in Water

“…Silica gel (15 g, 100-200 mesh) was added to a magnetically stirred solution of NaHSO 4 .H 2 O (6.9 g, 50 mmol) in distilled water (100 ml) at 25 °C over a 30 min period. The mixture was stirred for a further 30 min allowing for the sodium bisulfate to adsorb onto the surface of the silica gel.…”

“…The synthesis of octahydro-quinazolin-2,5-diones has attracted the attention of chemists because of their highly potent antibacterial activity against many kinds of bacteria including Staphylococcus aureus, Escherichia coli and Pseudomonas aeruginosa [3]. Furthermore, they have demonstrated calcium antagonist activity [4][5][6]. Several methods have been reported for the synthesis of octahydro-quinazolin-2,5-diones from aromatic aldehydes, dimedone, and urea, involving the use of catalysts such as NH 4 [15,16].…”

“…Furthermore, they have demonstrated calcium antagonist activity [4][5][6]. Several methods have been reported for the synthesis of octahydro-quinazolin-2,5-diones from aromatic aldehydes, dimedone, and urea, involving the use of catalysts such as NH 4 [15,16]. They can also be synthesized via a Biginelli multicomponent reaction using cyclo-ȕ-diketones [17].…”

Synthesis of octahydroquinazolinone derivatives using silica sulfuric acid as an efficient catalyst

“…Octahydroquinazolinone derivatives have received considerable attention within recent years due to their attractive pharmacological profiles [2][3][4][5]. Several methods have been reported for the synthesis of quinazolinone derivatives [6,7].…”

An efficient three component one-pot synthesis of some new octahydroquinazolinone derivatives and investigation of their antimicrobial activities

“…More recently, the Biginelli reaction has been employed for the synthesis of octahydroquinazolinones, which used cyclic β-diketones instead of open-chain dicarbonyl compounds using concentrated HCl 15 and H 2 SO 4 16 as the catalyst. Octahydroquinazolinone derivatives have attracted considerable attention since they exhibit potent antibacterial activity against Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa 17 and calcium antagonist activity [18][19] . Literature survey reveals that number of octahydroquinazolinone 20 derivatives have been synthesized by Biginelli reaction conditions using various aldehyde but not a single reference have been found where tetrazolo [1,5-a]quinoline-4-carbaldehyde is used.…”