10.1016/j.ejmech.2013.11.007
The research focuses on the design, synthesis, and investigation of N-substituted 2-aminothiazole derivatives as potential antitubercular agents. The purpose of this study was to address the resurgence of tuberculosis (TB), particularly in the context of HIV co-infection and the emergence of drug-resistant strains, by discovering novel anti-TB agents that exhibit no cross-resistance with existing drugs and are active against the nonreplicating persistent form of TB. The researchers synthesized a series of 38 2-aminothiazole derivatives and evaluated their inhibitory activity against Mycobacterium tuberculosis H37Rv. The conclusions drawn from the study indicate that several of these compounds showed promising activity, particularly against the actively replicating mycobacterial strain and the nonreplicating persistent phenotype. Notably, compounds 4d and 4h maintained activity against single-drug resistant Mtb strains, suggesting a different mode of action from currently used drugs. The chemicals used in the process included various substituted bromoacetophenones, thioureas, and other functionalized derivatives, which were synthesized using established Hantzsch protocols and other chemical reactions to construct the 2-aminothiazole scaffold and its analogs.
10.1016/j.ica.2020.119514
This research presents the synthesis, characterization, and crystal structure of a new Cu(II)-carboxamide complex, [Cu(L)2(H2O)].CHCl3 (1), and CuO nanoparticles (2), which were evaluated as catalysts in the copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) reaction and for their antibacterial activity. The purpose of the study was to develop green, efficient, and affordable catalysts for molecular engineering applications and to assess their potential as antibacterial agents. The carboxamide ligand N-(thiazole-2-yl) picolinamide (LH) was synthesized in the ionic liquid TBAB, and the Cu(II)-complex (1) was prepared from LH and copper(II) acetate. CuO nanoparticles (2) were obtained by thermal decomposition of (1). The study concluded that the Cu(II)-complex (1) and CuO nanoparticles (2) are effective catalysts for the CuAAC reaction under mild conditions and exhibit strong antibacterial activity comparable to penicillin. The chemicals used in the process included TBAB, picolinic acid, 2-aminothiazole, copper(II) acetate, and various other reagents for characterization and testing.
10.1016/j.bmcl.2006.04.060
The research presents the discovery and structure-activity relationship (SAR) study of a series of novel 2-amino-5-(thioaryl)thiazoles as potent and selective inhibitors of Itk (Interleukin-2-inducible T cell kinases), an enzyme primarily expressed in T cells and implicated in T cell activation and allergic responses. The study aimed to develop compounds that could serve as immunosuppressive and anti-inflammatory agents. The experiments involved synthesizing a series of aminothiazole-based small molecules and testing their ability to inhibit Itk in vitro and IL-2 secretion in Jurkat T-cell assays. Key reactants included 2-amino-5-bromothiazole, 3-carboxythiophenol, and various amines, with synthesis routes detailed in Schemes 1-3. The analyses used to evaluate the compounds' potency, selectivity, and cell activity included enzyme inhibition assays, cell-based IL-2 secretion assays, and in vivo studies in mice. The research identified compound 3 as a highly potent and selective Itk inhibitor with significant activity in reducing T cell proliferation and IL-2 production, both in vitro and in vivo, including in a mouse model of ovalbumin-induced allergy/asthma.
10.1002/jhet.162
The research focuses on the synthesis and characterization of novel analogs of the cytotoxic marine alkaloid dendrodoine. The purpose of this study is to develop new compounds with potential anticancer activity by replacing the 3-amino-1,2,4-thiadiazole unit in dendrodoine with a 2-aminothiazole unit, thereby expanding the scope for substituent manipulation and functionalization. The [4+1] heterocyclization reaction was employed to synthesize the novel 1-methyl-1H-benzimidazole derivatives. The synthesized compounds were characterized by elemental analysis, IR, NMR, and mass spectral data. The study concludes that the synthesized 2,4-bis(arylamino)thiazol-5-ylmethanones exhibit promising anticancer activity at submicromolar concentrations, indicating their potential as new therapeutic agents.
10.1039/c6ra05385h
The study presents a visible light promoted, catalyst-free synthesis of thiazoles and imidazo[2,1-b]thiazoles in an EtOH:H2O green medium. The key chemicals involved are phenacyl bromide, N-phenylthiourea, and 2-aminothiazole. Phenacyl bromide serves as a reactant that undergoes homolytic fission of its C-Br bond under visible light, generating a free radical. N-phenylthiourea also forms a free radical through the homolytic fission of its S-H bond. These radicals combine to form intermediate compounds, which further react to produce the desired thiazoles and imidazo[2,1-b]thiazoles via cyclization and removal of a water molecule. The use of visible light provides the activation energy needed for the reaction, eliminating the need for catalysts or photosensitizers. The EtOH:H2O solvent system enhances the solubility of the reactants and stabilizes the transition states, contributing to the eco-efficiency and high yield of the products. This method is notable for its cost-effectiveness, short reaction time, and alignment with green chemistry principles.
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