87877-90-5

Upstream product

• 186581-53-3 diazomethane 
• 66761-27-1 4-carboxy-3-hydroxyphenyl azide 
• 67-56-1 methanol 
• 4136-97-4 methyl 4-aminosalicylate 
• 65-49-6 4-Aminosalicylic acid 

Downstream Products

• 99282-18-5 methyl 4-azido-2-hydroxy-5-iodobenzoate 
• 99282-19-6 4-azido 3,5-diiodo methyl salicylate 
• 87878-04-4 1-(3-hydroxy-4-methoxycarbonylphenyl)-4-carboxy-5-methyl-1H-1,2,3-triazole 
• 87878-03-3 1-(3-hydroxy-4-methoxycarbonylphenyl)-4-carbomethoxy-5-methyl-1H-1,2,3-triazole 
• 87878-05-5 1-(3-hydroxy-4-carboxyphenyl)-4-carboxy-5-phenyl-1H-1,2,3-triazole 
• 87877-92-7 1-(3-hydroxy-4-methoxycarbonylphenyl)-4-phenyl-1H-1,2,3-triazole 
• 87877-91-6 1-(3-hydroxy-4-methoxycarbonylphenyl)-4,5-di-carbomethoxy-1H-1,2,3-triazole 
• 87878-06-6 1-(3-hydroxy-4-carboxyphenyl)-4-carboxy-5-carboxymethyl-1H-1,2,3-triazole 
• 87877-94-9 1-(3-hydroxy-4-methoxycarbonylphenyl)-4-carbethoxy-1H-1,2,3-triazole 
• 87877-95-0 1-(3-hydroxy-4-methoxycarbonylphenyl)-5-carbethoxy-1H-1,2,3-triazole 

Relevant academic research and scientific papers

Syntheses of 1,2,3-triazolyl salicylamides with inhibitory activity on lipopolysaccharide-induced nitric oxide production

A 28-membered 1,2,3-triazolyl salicylamide library was synthesized via a Cu(I)-catalyzed azide-alkyne 1,3-dipolar cycloaddition and evaluated for their abilities to inhibit NO production in LPS-activated RAW264.7 macrophage cells. Among 28 analogues, 29g showed a significant inhibitory activity (IC 50 = 12.8 μM). The inhibitory effects of 29g on LPS-mediated NO production in macrophage cells appeared to be associated with the suppression of iNOS expression.

An efficient synthesis of a class of heterobifunctional photo-reactive crosslinkers, labels, and probes

Aryl esters are selectively reduced with DIBAL-H in the presence of an azide functional group to provide access to 4-azido-2-alkoxybenzaldehydes in five steps with overall yields ranging from 72 to 78%. This methodology improves traditional approaches to this class of compounds, which suffer from poor overall yields (4-11%). Our approach can be used to synthesize a variety of new aryl azide cross-linkers, labels, and probes.

Synthesis and biological activity of a photoaffinity etoposide probe

The epipodophyllotoxin etoposide is a potent and widely used anticancer drug that targets DNA topoisomerase II. The synthesis, photochemical, and biological testing of a photoactivatable aromatic azido analogue of etoposide also containing and iodo group is described. This azido analogue should prove useful for identifying the etoposide interaction site on topoisomerase II. Irradiation of the azido analogue and an aldehyde-containing azido precursor with UV light produced changes in their UV-visible spectra that were consistent with photoactivation. The azido analogue strongly inhibited topoisomerase II and inhibited the growth of Chinese Hamster Ovary cells. Azido analogue-induced topoisomerase II-DNA covalent complexes were significantly increased of Chinese Hamster Ovary cells. Azido analogue-induced topoisomerase II-DNA covalent complexes were significantly increased subsequent to UV irradiation of drug-treated human leukemia K562 cells as compared to etoposide-treated cells. These results suggest that the photoactivated form of etoposide is a more effective topoisomerase II poison either by interacting directly with the enzyme or with DNA subsequent to topoisomerase II-mediated strand cleavage. Copyright