Base-mediated one-pot synthesis of 3,4,5,6-tetrahydro-4-substituted benzo[h] quinazoline-2(1H)-thione derivatives and evaluation of their antioxidant activity

被引:7
作者
Sivakumar, Matam [1 ]
Prabakaran, Kaliyan [1 ]
Perumal, Muthu Seenivasa [1 ]
机构
[1] Deemed Univ, Gandhigram Rural Inst, Dept Chem, Dindigul, Tamil Nadu, India
关键词
alpha-Tetralone; aldehyde; antioxidant activity; IC50; value; quinazoline-2 (1H)-thione; thiourea; SOLVENT-FREE CONDITIONS; BIGINELLI DIHYDROPYRIMIDINE SYNTHESIS; CALCIUM-CHANNEL BLOCKERS; ACID-ESTERS; CATALYZED CYCLOCONDENSATION; EFFICIENT SYNTHESIS; ASSISTED SYNTHESIS; 3,4-DIHYDROPYRIMIDIN-2(1H)-ONES; CONDENSATION; ANTICANCER;
D O I
10.1080/00397911.2017.1393688
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
One-pot three-component Beginelli-like reactions of a ketone 1, an aryl aldehyde 2, and thiourea 3 in the presence of sodium hydroxide are described. In this reaction, 3,4,5,6-tertrahydro-4-substituted quinazoline-2(1H)-thione derivatives 4a-h were obtained in good yields (73-85%). The compound 4a has been characterized by single crystal X-ray analysis. All the synthesized compounds 4a-h and 5a-b were screened for their in vitro antioxidant activity. Compounds 4c, 4e, and 4h have exhibited an excellent than the standard ascorbic acid. Compounds 4d, 4f, and 4g have also shown good activity. Remaining compounds show moderate antioxidant activity.
引用
收藏
页码:197 / 207
页数:11
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