Herein described the design, synthesis and antitubercular evaluation of novel series of dibenzofuran, dibenzothiophene and N-methyl carbazole tethered 2-aminothiazoles and their cinnamamide analogs. One pot condensation of N-methyl carbazole, dibenzofuran and dibenzothiophene methyl ketones with thiourea in the presence of Iodine and CuO gave respective 2-aminothiazoles 4–6 in very good yields. Aminothiazoles were further coupled with substituted cinnamic acids using acid-amine coupling conditions to give desired cinnamamide analogs 8a–e, 9a–e and 10a–e. All the newly synthesized compounds were fully characterized by their NMR and mass spectral analysis. In vitro screening of new derivatives against Mycobacterium tuberculosis H37Rv (Mtb) resulted 8c, 10d and 10e (MIC: 0.78 µg/mL) and 2-aminothiazoles 5 and 6 (MIC: 1.56 µg/mL) as potent compounds with lower cytotoxicity profile.

本文描述了新颖系列的二苯并呋喃，二苯并噻吩和N-甲基咔唑系链的2-氨基噻唑及其肉桂酰胺类似物的设计，合成和抗结核性评估。在碘和CuO的存在下，N-甲基咔唑，二苯并呋喃和二苯并噻吩甲基酮与硫脲的一锅缩合反应，分别以非常好的收率得到了2-氨基噻唑4 – 6。使用酸-胺偶联条件，将氨基噻唑与取代的肉桂酸进一步偶联，得到所需的肉桂酰胺类似物8a – e，9a – e和10a – e。所有新合成的化合物均通过NMR和质谱分析得到了充分表征。体外筛选针对结核分枝杆菌H37Rv（Mtb）的新衍生物可得到8c，10d和10e（MIC：0.78 µg / mL）以及2-氨基噻唑5和6（MIC：1.56 µg / mL），它们是具有较低细胞毒性谱的有效化合物。