5-[Aryloxypyridyl (Or Nitrophenyl)]-4H-1,2,4-Triazoles As Novel Flexible Benzodiazepine Analogues: Synthesis, Receptor Binding Affinity and Lipophilicity-Dependent Anti-Seizure Onset of Action

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5-[Aryloxypyridyl (Or Nitrophenyl)]-4H-1,2,4-Triazoles As Novel Flexible Benzodiazepine Analogues: Synthesis, Receptor Binding Affinity and Lipophilicity-Dependent Anti-Seizure Onset of Action Publisher Pubmed

Navidpour L¹ ; Shabani S¹ ; Heidari A² ; Bashiri M³ ; Ebrahimhabibi A^{4, 5} ; Shahhosseini S³ ; Shafaroodi H⁶ ; Abbas Tabatabai S³ ; Toolabi M¹

Source: Bioorganic Chemistry Published:2021

Abstract

A new series of 5-(2-aryloxy-4-nitrophenyl)-4H-1,2,4-triazoles and 5-(2-aryloxy-3-pyridyl)-4H-1,2,4-triazoles, possessing C-3 thio or alkylthio substituents, was synthesized and evaluated for their benzodiazepine receptor affinity and anti-seizure activity. These analogues revealed similar to significantly superior affinity to GABAA/benzodiazepine receptor complex (IC50 values of 0.04–4.1 nM), relative to diazepam as the reference drug (IC50 value of 2.4 nM). To determine the onset of anti-seizure activity, the time-dependent effectiveness of i.p. administration of compounds on pentylenetetrazole induced seizure threshold was studied and a very good relationship was observed between the lipophilicity (cLogP) and onset of action of studied analogues (r2 = 0.964). The minimum effective dose of the compounds, determined at the time the analogues showed their highest activity, was demonstrated to be 0.025–0.1 mg/kg, relative to diazepam (0.025 mg/kg). © 2020 Elsevier Inc.

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Style	Citing Format
MLA	Navidpour L, et al.. "5-[Aryloxypyridyl (Or Nitrophenyl)]-4H-1,2,4-Triazoles As Novel Flexible Benzodiazepine Analogues: Synthesis, Receptor Binding Affinity and Lipophilicity-Dependent Anti-Seizure Onset of Action." Bioorganic Chemistry, vol. 106, no. , 2021, pp. -.
APA	Navidpour L, Shabani S, Heidari A, Bashiri M, Ebrahimhabibi A, Shahhosseini S, Shafaroodi H, Abbas Tabatabai S, Toolabi M (2021). 5-[Aryloxypyridyl (Or Nitrophenyl)]-4H-1,2,4-Triazoles As Novel Flexible Benzodiazepine Analogues: Synthesis, Receptor Binding Affinity and Lipophilicity-Dependent Anti-Seizure Onset of Action. Bioorganic Chemistry, 106(), -.
Chicago	Navidpour L, Shabani S, Heidari A, Bashiri M, Ebrahimhabibi A, Shahhosseini S, Shafaroodi H, Abbas Tabatabai S, Toolabi M. "5-[Aryloxypyridyl (Or Nitrophenyl)]-4H-1,2,4-Triazoles As Novel Flexible Benzodiazepine Analogues: Synthesis, Receptor Binding Affinity and Lipophilicity-Dependent Anti-Seizure Onset of Action." Bioorganic Chemistry 106, no. (2021): -.
Harvard	Navidpour L et al. (2021) '5-[Aryloxypyridyl (Or Nitrophenyl)]-4H-1,2,4-Triazoles As Novel Flexible Benzodiazepine Analogues: Synthesis, Receptor Binding Affinity and Lipophilicity-Dependent Anti-Seizure Onset of Action', Bioorganic Chemistry, 106(), pp. -.
Vancouver	Navidpour L, Shabani S, Heidari A, Bashiri M, Ebrahimhabibi A, Shahhosseini S, et al.. 5-[Aryloxypyridyl (Or Nitrophenyl)]-4H-1,2,4-Triazoles As Novel Flexible Benzodiazepine Analogues: Synthesis, Receptor Binding Affinity and Lipophilicity-Dependent Anti-Seizure Onset of Action. Bioorganic Chemistry. 2021;106():-.
BibTex	@article{ author = {Navidpour L and Shabani S and Heidari A and Bashiri M and Ebrahimhabibi A and Shahhosseini S and Shafaroodi H and Abbas Tabatabai S and Toolabi M}, title = {5-[Aryloxypyridyl (Or Nitrophenyl)]-4H-1,2,4-Triazoles As Novel Flexible Benzodiazepine Analogues: Synthesis, Receptor Binding Affinity and Lipophilicity-Dependent Anti-Seizure Onset of Action}, journal = {Bioorganic Chemistry}, volume = {106}, number = {}, pages = {-}, year = {2021} }
RIS	TY - JOUR AU - Navidpour L AU - Shabani S AU - Heidari A AU - Bashiri M AU - Ebrahimhabibi A AU - Shahhosseini S AU - Shafaroodi H AU - Abbas Tabatabai S AU - Toolabi M TI - 5-[Aryloxypyridyl (Or Nitrophenyl)]-4H-1,2,4-Triazoles As Novel Flexible Benzodiazepine Analogues: Synthesis, Receptor Binding Affinity and Lipophilicity-Dependent Anti-Seizure Onset of Action JO - Bioorganic Chemistry VL - 106 IS - SP - EP - PY - 2021 ER -

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