133902-67-7

Upstream product

• 1516-60-5 4-nitrophenyl azide 
• 623-47-2 propynoic acid ethyl ester 
• 24067-17-2 4-nitrophenylboronic acid 

Downstream Products

• 90886-87-6 1‐(4‐nitrophenyl)‐1H‐1,2,3‐triazole‐4‐yl‐methanol 
• 34296-51-0 1-phenyl-1,2,3-triazole-4-carbaldehyde 
• 61456-87-9 1-phenyl-1H-1,2,3-triazole-4-carbonitrile 
• 133902-44-0 Methyl-[1-(1-phenyl-1H-[1,2,3]triazol-4-yl)-meth-(E)-ylidene]-amine 
• 133902-52-0 1-phenyl-1,2,3-triazole-4-carbaldehyde hydrazone 
• 133902-54-2 (E)-1-phenyl-1H-1,2,3-triazole-4-carbaldehydeoxime 
• 133902-45-1 Ethyl-[1-(1-phenyl-1H-[1,2,3]triazol-4-yl)-meth-(E)-ylidene]-amine 
• 133902-46-2 Isopropyl-[1-(1-phenyl-1H-[1,2,3]triazol-4-yl)-meth-(E)-ylidene]-amine 
• 133902-58-6 [1-(1-Isopropyl-1H-[1,2,3]triazol-4-yl)-meth-(E)-ylidene]-phenyl-amine 
• 133902-59-7 [1-(1-tert-Butyl-1H-[1,2,3]triazol-4-yl)-meth-(E)-ylidene]-phenyl-amine 
• 133902-57-5 [1-(1-Ethyl-1H-[1,2,3]triazol-4-yl)-meth-(E)-ylidene]-phenyl-amine 
• 133902-47-3 tert-Butyl-[1-(1-phenyl-1H-[1,2,3]triazol-4-yl)-meth-(E)-ylidene]-amine 
• 113934-26-2 1-(4-nitrophenyl)-1H-1,2,3-triazole-4-carboxaldehyde 
• 133902-55-3 C₁₁H₁₀N₄O₂ 

Relevant academic research and scientific papers

Synthesis, characterization, and biological evaluation of new derivatives targeting MbtI as antitubercular agents

Tuberculosis (TB) causes millions of deaths every year, ranking as one of the most dangerous infectious diseases worldwide. Because several pathogenic strains of Mycobacterium tuberculosis (Mtb) have developed resistance against most of the established anti-TB drugs, new therapeutic options are urgently needed. An attractive target for the development of new antitubercular agents is the salicylate synthase MbtI, an essential enzyme for the mycobacterial siderophore biochemical machinery, absent in human cells. A set of analogues of I and II, two of the most potent MbtI inhibitors identified to date, was synthesized, characterized, and tested to elucidate the structural requirements for achieving an efficient MbtI inhibition and a potent antitubercular activity with this class of compounds. The structure-activity relationships (SAR) here discussed evidenced the importance of the furan as part of the pharmacophore and led to the preparation of six new compounds (IV-IX), which gave us the opportunity to examine a hitherto unexplored position of the phenyl ring. Among them emerged 5-(3-cyano-5-(trifluoromethyl)phenyl)furan-2-carboxylic acid (IV), endowed with comparable inhibitory properties to the previous leads, but a better antitubercular activity, which is a key issue in MbtI inhibitor research. Therefore, compound IV offers promising prospects for future studies on the development of novel agents against mycobacterial infections.

Microwave enhancement of a 'one-pot' tandem azidation-'click' cycloaddition of anilines

The practical and efficient one-pot azidation of anilines with the reagent combination t-BuONO and TMSN3 has become a useful addition to the click-chemistry toolbox. Herein we report a modification of this methodology, using microwave radiation

Molecular Rearrangements of 4-Iminomethyl-1,2,3-Triazoles. Replacement of 1-Aryl Substituents in 1H-1,2,3-Triazole-4-carbaldehydes

The two structural isomers, 4 and 5, of 1-substituted-4-iminomethyl-1,2,3-triazoles are interconvertible when heated in dimethyl sulfoxide at 80 deg C.The equilibrium position depends on the electronic properties of the R-substituent, favoring 5 for R = alkyl, benzyl and anisyl, and 4 for p-chlorophenyl and p-nitrophenyl.An interesting application is the synthesis of 1-alkyl-1,2,3-triazole-4-carbaldehydes from 1-phenyl-1,2,3-triazole-4-carbaldehyde by Scheme I.The hydrazones 4i, j and the oxime 4k do not rearrange due to an unfavorable Z-configuration around the C=N bond, whereas the acyloximino derivative 4m is converted into the nitrile 11.The structures of the products have been fully characterized by 13C nmr spectroscopy and the mechanistic details of the rearrangement are discussed.