6-(Alkylamino)-3-aryl-1,2,4-triazolo[3,4-a]phthalazines. A new class of benzodiazepine receptor ligands

Abstract

Some 6-(alkylamino)-3-aryl-1,2,4-triazolo[3,4-a]phthalazines have been shown to displace diazepam from rat brain specific binding sites, in vitro, with Ki (nM) values comparable to those of reference benzodiazepines and to have anticonvulsant (pentylenetetrazole test, mice) and anticonflict activity (Vogel test, rat) in vivo. Separation between the doses causing anticonflict effects (Vogel test, rat) and those impairing motor coordination (rotarod test, rat) has been shown for N,N-bis(2-methoxyethyl)-3-(4-methoxyphenyl)-1,2,4-triazolo[3,4-a] phthalazin-6-amine (80). This compound, unlike diazepam, was inactive in counteracting the strychnine (mouse) and maximal electroshock (mouse) induced convulsions and in the "aggressive monkey" model. These differences from the classical benzodiazepines in the animal tests indicate that 80 may have some selective anxiolytic activity.

In vitro antibacterial, antifungal and cytotoxic activities of some triazole Schiff bases and their oxovanadium(IV) complexes

“…1,2,4-Triazoles have been known for a potential use in a wide variety of therapeutically interesting drugs including CNS stimulant, anti-anxiety 2 and also antimycotic compounds such as fluconazole, intraconazole and voriconazole 3 . In view of the significant therapeutic uses, the chemistry of 1,2,4-triazoles represents an important class of compounds owing to their synthetic and effective biological properties like antibacterial 4 , antifungal 5 , anticonvulsant 6 , antiproliferative 7 , antitumor 8 , antitubercular 9 , anticancer 10 , anti HIV 11 and antiviral 12 .…”

Design, synthesis, anticancer evaluation and molecular docking of new V600EBRAF inhibitors derived from pyridopyrazinone

“…1 H NMR spectra showed additional aromatic protons at δ 6.76-8.10 ppm in addition to signal at δ 8.10-8.19 ppm corresponding to benzylidene proton for compounds 5a-d. Adopting cyclization with the aid of bromine and sodium acetate in glacial acetic acid at room temperature [31,32] for compounds 5a-d afforded compounds 6a-d. 1 H NMR spectra showed additional singlet signal at δ 5.82-6.21 ppm corresponding triazine proton.…”

Synthesis of new derivatives of 3‐aryl‐1,5‐dimethyl‐1H‐[1,2,4]triazolo[4′,3′:1,2]pyrimido[4,5‐e][1,3,4]oxadiazines as potential antiproliferative agents

“…Moreover, triazoles and especially fused triazoles are an important class of heterocyclic compounds with antifungal [5], bactericidal [5,6], anxiolytic [7,8], anticonvulsant [9], herbicidal [10], and antidepressants activities [11]. Keeping this in view, it was thought worthwhile to synthesize the title compounds wherein the biologically active 1,2,4-triazole moieties are fused to potent, pyrimido [4,5-e] [1,3,4]oxadiazine ring at 6,7 positions.…”