Bekhit A A, Khalil M A
Pharmaceutical Chemistry Department, Faculty of Pharmacy, University of Alexandria, Egypt.
Pharmazie. 1998 Aug;53(8):539-43.
Four novel series of 4(3 H)-quinazolinone derivatives have been synthesized by cyclization of the intermediate 3-aryl-2-(6-aryl-2-cyclohexen-1-on-5-yl)-4(3 H)-quinazolinones 3a-f with hydrazine, phenylhydrazine, hydroxylamine and thiourea. The products are 3-aryl-2-(6-aryl-3-methyl-1 H-4,5-dihydrobenzo[d]pyrazol-4-yl)-4(3 H)-quinazolinones 4a-f; 3-aryl-2-(6-aryl-3-methyl-1-phenyl-1 H-4,5-dihydrobenzo[d]pyrazol-4-yl)-4(3 H)-quinazolinones 4g-1; 3-aryl-2-(6-aryl-3-methyl-4,5-dihydrobenzo[d]-1,2-oxazol-4-yl)-4(3 H)-quinazolinones 5a-f, and 3-aryl-2-(7-aryl-4-methyl-5,6-dihydro-2(1 H)thioxoquinazolin-5-yl)-4(3 H)-quinazolinones 6a-f. Some of these compounds showed anti-inflammatory activity comparable to or higher than that of the reference compound proquazone.
通过中间体3-芳基-2-(6-芳基-2-环己烯-1-酮-5-基)-4(3H)-喹唑啉酮3a-f与肼、苯肼、羟胺和硫脲环化反应，合成了四个新型系列的4(3H)-喹唑啉酮衍生物。产物分别为3-芳基-2-(6-芳基-3-甲基-1H-4,5-二氢苯并[d]吡唑-4-基)-4(3H)-喹唑啉酮4a-f；3-芳基-2-(6-芳基-3-甲基-1-苯基-1H-4,5-二氢苯并[d]吡唑-4-基)-4(3H)-喹唑啉酮4g-1；3-芳基-2-(6-芳基-3-甲基-4,5-二氢苯并[d]-1,2-恶唑-4-基)-4(3H)-喹唑啉酮5a-f，以及3-芳基-2-(7-芳基-4-甲基-5,6-二氢-2(1H)硫代喹唑啉-5-基)-4(3H)-喹唑啉酮6a-f。其中一些化合物显示出与参比化合物丙喹宗相当或更高的抗炎活性。
