Entzündungshemmende wirkstoffe. VIII 5‐ und 6‐chlorierte 1‐aroylbenzotriazole

Abstract

Die Umsetzung von 5‐Chlorbenzotriazol (1) mit den entsprechenden Carbonsäurechloriden (2) führt einerseits zu den (3,5‐Dinitrobenzoyl)‐ (3a), (4‐Fluorbenzoyl)‐ (3b) und (4‐Chlorbenzoyl)‐Derivaten (3c) des 5‐Chlorbenzotriazols, andererseits zu den (4‐Nitrobenzoyl)‐ (4a), (3,4,5‐Trimethoxybenzoyl)‐ (4b), (4‐Methoxybenzoyl)‐ (4c), Crotonyl‐ (4d), Cinnamoyl‐ (4e) und Pentafluorbenzoyl‐Derivaten (4f) des 6‐Chlorbenzotriazols. Insbesondere vermag 4e einen auffallenden entzündungshemmenden Effekt auszulösen.

Synthesis of Some of Azo, Triazines and Schiff Bases Compounds from 4-Aminohippuric Acid

“…While the reactions of diazonium salt with secondary aliphatic amines yield azoamino compounds (triazines) [6]. A number of triazines showed medical and biological activity [7] e.g. antibacterial activity [8], others showed antitumor and anti-leukemia activity [9].…”

Glycosylthiomethyl Chloride: A New Species for S-Neoglycoconjugate Synthesis. Synthesis of 1-N-Glycosylthiomethyl-1,2,3-triazoles

“…More importantly, various 1,2,3-triazole derivatives have been implicated as bioactive agents 9 and tested as cytostatic, 10 TNF-R inhibitory, 11 anti-imflammatory, 12 anti-proliferative, 13 and anti-microbial agents 14 for quite some time. Accordingly, a large variety of syntheses of 1,2,3-triazole derivatives can be found in the literature, and among them, the Huisgen 1,3-dipolar cycloadditions between azides and alkynes is the most effective method.…”

“…1,2,3-Triazole derivatives gained extensive applications in industry and agriculture, e.g., use as fluorescent compounds, optical brighteners, corrosion inhibitors, and photostabilizers for fibers, plastics, or dyestuffs. More importantly, various 1,2,3-triazole derivatives have been implicated as bioactive agents and tested as cytostatic, TNF-α inhibitory, anti-imflammatory, anti-proliferative, and anti-microbial agents for quite some time. Accordingly, a large variety of syntheses of 1,2,3-triazole derivatives can be found in the literature, and among them, the Huisgen 1,3-dipolar cycloadditions between azides and alkynes is the most effective method. − Notably, in a very recent paper, this reaction was exploited to construct well-defined multivalent neoglycoconjugates,4a and Wong et al described the use of 1,2,3-triazole formation for the synthesis and in situ attachment of saccharides to the microtiter plate .…”