Dawood Kamal M, Abdel-Gawad Hassan, Rageb Eman A, Ellithey Mohey, Mohamed Hanan A
Chemistry Department, Faculty of Science, Cairo University, Giza 12613, Egypt.
Bioorg Med Chem. 2006 Jun 1;14(11):3672-80. doi: 10.1016/j.bmc.2006.01.033. Epub 2006 Feb 7.
Treatment of 2-bromoacetylbenzofuran with 1H-benzotriazole afforded 1-(benzofuran-2-yl)-2-(benzotriazol-1-yl)ethanone which reacted with phenylisothiocyanate to give the corresponding thioacetanilide derivatives. Treatment of the latter ethanone and thioacetanilide derivatives with hydrazonoyl chlorides afforded the corresponding pyrazole and 1,3,4-thiadiazole derivatives. The thioacetanilide derivative reacted with alpha-haloketones and alpha-halodiketones to afford thiophene and thiazole derivatives, respectively. The newly synthesized compounds were found to possess anticonvulsant and anti-inflammatory activities with the same mechanism of action of selective COX-2 inhibitors.
用1H-苯并三唑处理2-溴乙酰基苯并呋喃得到1-(苯并呋喃-2-基)-2-(苯并三唑-1-基)乙酮,该乙酮与苯基异硫氰酸酯反应生成相应的硫代乙酰苯胺衍生物。用酰肼基氯化物处理后一种乙酮和硫代乙酰苯胺衍生物得到相应的吡唑和1,3,4-噻二唑衍生物。硫代乙酰苯胺衍生物分别与α-卤代酮和α-卤代二酮反应得到噻吩和噻唑衍生物。发现新合成的化合物具有抗惊厥和抗炎活性,其作用机制与选择性COX-2抑制剂相同。