National Research Centre, Green Chemistry Department, 12622 Dokki, Cairo, Egypt.
Eur J Med Chem. 2010 May;45(5):1906-11. doi: 10.1016/j.ejmech.2010.01.030. Epub 2010 Jan 21.
A series of fused and non fused 1,2,4-triazoles with (2,4-dichlorophenoxy) moiety are prepared utilizing 3-((2,4-dichlorophenoxy)methyl)-4-amino-4H-1,2,4-triazole-5-thiol (3). The latter on reaction with carboxylic acids, ethylchloroformate, ethylcyanoacetate and sodium nitrite gives five membered fused triazole derivatives 4a-d, 5, 6, 7 and 10, respectively. The six membered heterocycles 11, 12 and 14 are prepared by cyclization of compound 3 with phenacyl bromide, chloroacetic acid and alpha-bromoketone respectively. Most of the newly synthesized compounds were screened for their anti-inflammatory and molluscicidal activities. The compounds 4b, 4d, 11 and 14 showed potent anti-inflammatory activities in dose dependent manner while compounds 3, 4b, 8 and 10 exhibited promising molluscicidal activities.
利用 3-((2,4-二氯苯氧基)甲基)-4-氨基-4H-1,2,4-三唑-5-硫醇 (3) 合成了一系列带有(2,4-二氯苯氧基)部分的融合和非融合的 1,2,4-三唑。后者与羧酸、氯甲酸乙酯、氰基乙酸乙酯和亚硝酸钠反应，分别得到五元融合三唑衍生物 4a-d、5、6、7 和 10。通过 3 与苯甲酰溴、氯乙酸和α-溴代丙酮的环化反应，制备了六元杂环 11、12 和 14。对新合成的大部分化合物进行了抗炎和杀螺活性筛选。化合物 4b、4d、11 和 14 表现出剂量依赖性的强抗炎活性，而化合物 3、4b、8 和 10 表现出有希望的杀螺活性。
