In 2014,Li, Ningning; Xu, Yintong; Xia, Qiang; Bai, Cuigai; Wang, Taiyi; Wang, Lei; He, Dingdi; Xie, Nannan; Li, Lixin; Wang, Jing; Zhou, Hong-Gang; Xu, Feng; Yang, Cheng; Zhang, Quan; Yin, Zheng; Guo, Yu; Chen, Yue published 《Simplified captopril analogues as NDM-1 inhibitors》.Bioorganic & Medicinal Chemistry Letters published the findings.Synthetic Route of C3H3BrN2S The information in the text is summarized as follows:
Captopril is a New Delhi metallo-β-lactamase-1 (NDM-1) inhibitor with an IC50 value of 7.9 μM. It is composed of two units: a 3-mercapto-2-methylpropanoyl fragment and a proline residue. In this study, the authors synthesized simple amide derivatives of 3-mercapto-2-methylpropanoic acid, and then tested them as NDM-1 inhibitors to identify the pharmacophore for NDM-1 inhibition. The authors found that the lead compound(R)-N-benzyl-3-mercapto-2-methylpropanamide had an IC50 value of 1.0 μM. Further structure simplification provided compounds 3-mercapto-2-methylpropan-1-ol and 2,3-dimercaptopropan-1-ol, which had IC50 values of 15 and 10 μM, resp. As 2,3-dimercaptopropan-1-ol is a clin. used antidote for metal poisoning, it has great potential to be repurposed to treat bacterial infections.5-Bromothiazol-2-amine(cas: 3034-22-8Synthetic Route of C3H3BrN2S) was used in this study.
5-Bromothiazol-2-amine(cas: 3034-22-8) belongs to anime. The reaction of alkyl halides, R―X, where X is a halogen, or analogous reagents with ammonia (or amines) is useful with certain compounds. Not all alkyl halides are effective reagents; the reaction is sluggish with secondary alkyl groups and fails with tertiary ones. Its usefulness is largely confined to primary alkyl halides (those having two hydrogen atoms on the reacting site).Synthetic Route of C3H3BrN2S
Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica