摘要
以2-氰基乙酰胺为起始原料,与三乙氧基取代化合物经加成反应制得取代烯酰胺类化合物(3a^3c);3a^3c与芳肼经环合反应得取代吡唑-4-甲酰胺类化合物(5a^5d);5a^5d与酰氯经酰化反应合成了6个新型的1-芳基-3-取代-5-取代氨基-4-吡唑甲酰胺类化合物(7a^7f),其结构经1H NMR,MS和元素分析表征。抗肿瘤活性测试结果表明,7a^7f对人乳腺癌细胞(A)、人宫颈癌细胞(B)和人肝癌细胞(C)有一定抑制作用,其中3-甲基-5-[4-(甲磺酰胺基)苯甲酰胺]-1-苯基-1H-吡唑-4-甲酰胺(7f)的抑制活性最好,对A,B和C的IC50分别为3.25μM,8.74μM和10.47μM。
Three substituted enamide compounds（3a - 3c） were prepared by addition reaction of 2- cyanoacetamide with the triethoxyl substituted compounds. Four substituted pyrazole-4-carboxamides （5a - 5d） were prepared by cyclization of 3a - 3e with phenylhydrazine. Six novel pyrazolecarbox- amide derivatives（7a -7f） were synthesized by acylation of Sa - 5f with aeyl chloride. The structures were characterized by 1H NMR, MS and elemental analysis. Antitumor activities were tested against MCF-7 （A）, Hela（B） and BeL7402（C） cancer cells. The results showed that 7a - 7f exhibit good inhibitory activity. IC50 of 3-Methyl-5-[4-（methylsulfonamido）benzamido]-1-phenyl-IH-pyrazole-4- carboxamide（7f） against A, B and C were 3.25μM, 8.74μM and 10.47μM, respectively.
出处
《合成化学》
CAS
CSCD
北大核心
2014年第5期612-615,共4页
Chinese Journal of Synthetic Chemistry
基金
陕西省教育厅科学研究项目(12JK0637)
陕西理工学院科研计划自组项目(SLGKY12-11)
