622-79-7Relevant articles and documents
Mutagenicity of alkyl azides
Matsumura,Shiozawa,Matsushita,Terao
, p. 1805 - 1807 (1995)
Alkyl azides showed mutagenicity for S. typhimurium TA100 strain with S9 mix. However, no significant activity was observed for TA98 either with or without S9 mix or for TA100 without S9 mix. On the other hand, 3-azido-1,2- propanediol showed the enantios
Click generated o-Cresolphthalein linked 1,2,3-triazole derivative for selective Pb(II) ion recognition
Saini, Parveen,Singh, Gurjaspreet,Kaur, Gurpreet,Singh, Jandeep,Singh, Harminder
, (2021/12/09)
Present report describes the “turn-on” absorbance response of a molecular assembly o-Cresolphthalein appended 1,4-disubstituted 1,2,3-triazole (o-CPT) on complexation with Pb(II) ions. Copper (I) catalyzed alkyne-azide cycloaddition reaction, a highly versatile and stereoselective approach to stitch diverse structural units has been employed to generate the designed receptor that has been successfully characterized through IR, NMR (1H, 13C) and mass spectroscopic techniques. UV-Visible absorption spectral behavior of o-CPT was examined with a series of metal ions (Mn (II), Ce (III), Hg (II), Ni (II), Pb (II), Zn (II), Fe (II), Cr (III), Co (II) and Na (I)) in acetonitrile-water (4:1, v/v) solution and the results obtained have marked out the sensitivity of the designed probe exclusively towards Pb(II) ions with a measured detection limit of 13 μM at 2:1 stoichiometry of o-CPT:Pb(II) complex.
Combinatorial synthesis of new fluorescent scaffolds using click chemistry
Cleemann, Felix,Karuso, Peter,Kum-Cheung, Wendy Loa
supporting information, (2021/12/08)
Azides and acetylenes are bio-orthogonal functional groups that can be readily coupled using copper(I)- or ruthenium(II)- catalyzed 1,3-dipolar cycloaddition reactions. Using non-fluorescent aromatic azides and aromatic acetylenes, covering a range of electron rich and poor building blocks, the Huisgen cycloaddition afford 1,4-disubstituted or 1,5-disubstituted 1,2,3-triazoles. Using a combinatorial approach by running reaction in parallel in polypropylene 96-well plates we discovered several new fluorescent 1,2,3-triazoles scaffolds. These compounds show diverse interactions with biomolecules that could find applications in biology in, for example, fluorescence microscopy or biomolecule quantification.
Discovery of triazolyl thalidomide derivatives as anti-fibrosis agents
Tang, Kai-Wei,Hsu, Wen-Li,Chen, Cheng-Ru,Tsai, Ming-Hsien,Yen, Chia-Jung,Tseng, Chih-Hua
, p. 3589 - 3599 (2021/03/03)
Fibrosis with excessive accumulation of extracellular matrix (ECM) often causes progressive organ dysfunction and results in many inflammatory and metabolic diseases, including systemic sclerosis, pulmonary fibrosis, advanced liver disease and advanced kidney disease. The store-operated calcium entry (SOCE) pathway and the related signaling pathway were both found to be the important routes for fibrogenesis. Our aim in this study was to discover novel compounds to inhibit fibrogenesis. A number of triazolyl thalidomide derivatives were synthesized and evaluated for their anti-fibrosis activities. Compounds 7b-e, 8c-d, 10a-b and 10e inhibited intracellular Ca2+ activation and showed no cytotoxicity. Among them, 6-{4-[(3-(1,3-dioxoisoindolin-2-yl)-2,6-dioxopiperidin-1-yl)methyl]-1H-1,2,3-triazol-1-yl}hexanoic acid (10e) with the most potent inhibitory effect was chosen for further examination. The results revealed that compound 10e, a SOCE inhibitor, reversed the migratory ability of TGF-β1-induced myofibroblasts, dedifferentiated myofibroblasts to fibroblasts due to cytoskeleton remodeling, and restrained myofibroblast activation by targeting Orai1 and TGF-β1/SMAD2/3 signaling pathways. The in silico study indicated that compound 10e, with the appropriate lipophilic carbon chain and carboxylic acid, showed a good drug-likeness model score. Conclusively, the SOCE inhibitor, compound 10e, is used as a promising lead compound for the development of a new treatment for fibrosis. This journal is