Studies on v-triazoles. 7. Antiallergic 9-oxo-1H,9H-benzopyrano[2,3-d]-v-triazoles

Abstract

A series of the little compounds was prepared by cyclization of the appropriate 5-(aryloxy)-v-triazole-4-carboxylic acids and evaluated for antiallergic activity by the rat passive cutaneous anaphylaxis (PCA) screen. The most potent compounds were 6-(mesyloxy)-9-oxo-1H,9H-benzopyrano[2,3-d]-v-triazole and its 5-methyl homologue, which were some tenfold more potent than disodium cromoglycate. Dialkyl derivatives, especially those substituted at C-5 and C-6 or C-6 and C-7, and 6-methoxy compounds were also among the more potent compounds. One compound, 6,7-dimethyl-9-oxo-1H,9H-benzopyrano[2,3-d]-v-triazole, was further evaluated and shown to be a potent inhibitor of rat PCA when given orally.

Conventional and microwave-assisted multicomponent reaction of alkyne, halide and sodium azide catalyzed by copper apatite as heterogeneous base and catalyst in water

“…For comparison copper fluroapatite (Cu-FAP) and copper chloroapatite (Cu-CAP) were prepared by coprecipitation method using NH 4 F and NH 4 Cl respectively and studied their catalytic activity for cycloaddition reaction. The catalytic activity of the Cu-HAP is higher than Cu-FAP and Cu-CAP, it may be due to the highest surface area and basicity of the catalyst as shown in table 2.…”

“…The multicomponent reaction of alkynes and azides formed in situ from alkyl halides and sodium azide yielding 1,2,3-triazoles is a powerful one pot three component click reaction. Triazoles are the important class of compounds with wide range of biological activity such as antiallergical 4 , anti-infective agent 5 , anti-HIV activity 6 , and anti-bacterial 7 .…”

Design, Synthesis and Docking Studies of Novel 1, 2, 3-Triazolyl Phenylthiazole Analogs as Potent Anti-HIV-1 NNRT Inhibitors

“…Genuine efforts have been made to integrate 1, 2, 3-triazole in existing drugs, still more research is needed to find lead molecule [18]. 1,2,3-triazole structural moiety is present in several compounds showing various biological activities including anti-HIV [19], anti-bacterial [20], anti-allergic [21], anticonvulsant [22], b-\lactamase inhibitory [23], and anti-tuberculosis activities [24], 1,2,3-triazole has been comprehensively studied due to its important applications in industrially interesting materials, such as dyes, anticorrosive agents, photo stabilizers, photographic materials, and agrochemicals [18]. Therefore, we found it interesting to design new molecules within the scope of synthetic procedure using phenylthiazole scaffold followed by suitable modification to generate diversified compounds for anti-HIV activity.…”

Synthesis of 6-Amino-5-cyano-1,4-disubstituted-2(1H)-Pyrimidinones via Copper-(I)-catalyzed Alkyne-azide ‘Click Chemistry’ and Their Reactivity

“…Amongst the various classes of nitrogen heterocycles, 1,2,3-triazoles and their derivatives deserve special recognition due to their wide usage in industrial applications as dyes, photographic materials, corrosion inhibitors and as herbicidal, fungicidal and antibacterial agrochemicals [5,6]. Several members of the 1,2,3-triazole family exhibit a broad spectrum of antiinfectious properties such as antimicrobial [7], anti-HIV [8], anti-allergic [9] and antimalarial activities [10]. On the other hand, 2(1H)-pyrimidinones also show significant biological activities [11].…”