NEUROPSYCHOTROPIC ACTIVITY OF 1,2,4-TRIAZOLE DERIVATIVES
Abstract
This review article summarizes data from various literature on the various neuropsychotropic activity of 1,2,4-triazole derivatives, which are currently used in medical practice and in recent years are at the stage of preclinical studies. The dependence of their biological activity on the structure and mechanisms of action of various mediators and ion channels is substantiated.
Keywords
1,2,4-triazole derivatives, anticonvulsants, anxiolytics, antidepressants, hypnotics, neurodegenerative diseases and antimigrenous activityHow to Cite
References
Abdulrasool MM, Jawad AH. Synthesis, Characterization and Evaluation of Biological Activity of New Heterocyclic Compounds Containing 1,2,4- Triazoleand 1,3,4-Thiadiazole Rings. Int. J. App. Sci. Tech, 2 (10), 2012, 155-164.
Alswah M, Ghiaty A. Synthesis and Biological Evaluation of Some [1,2,4] Triazolo[4,3-a] quinoxaline Derivatives as Novel Anticonvulsant Agents. ISRN Org. Chem, 1, 2013, 1 -7.
Amin KM, El-Zahar MI. Synthesis and Anticancer Activity of Novel, Tetralin-6-ylpyridine and Tetralin-6-ylpyrimidine Derivatives. Acta. Polo. Pharm. Drug Res. 66(3), 2009, 279-291.
Baviskara BA, Khadabadi SS. Synthesis of clubbed TriazolylIndeno[1,2-C]Isoquinolines as an Novel Anticancer Agent. Pel. Res. Lib. Pharm. Sin. 3(1), 2012, 24-30.
Bekircan O, Menteşe E, Ülker S. Synthesis of Some New 1,2,4-Triazole Derivatives Starting from 3-(4-Chlorophenyl)-5-(4-methoxybenzyl)-4H-1,2,4-triazol with Anti-Lipase and Anti-Urease Activities. Arch. Pharm. Chem. Life Sci. 347, 2014, 387–397.
Bulut VN, Duran C. A Triazole Derivatives as a New Acid-Base Indicator. Bull. Chem. Soc. Ethiop, 24(3), 2010, 457-460.
Everitt, Hazel; Baldwin, David S; Stuart, Beth; Lipinska, Gosia; Mayers, Andrew; Malizia, Andrea L; Manson, Christopher CF; Wilson, Sue. Antidepressants for insomnia in adults//Cochrane Database of Systematic Reviews. 2018
Guan LP, Jin QH, Tian GR, Chai KY, Quan ZS. Synthesis of some quinoline-2(1H)-one and 1,2,4-triazolo [4,3-a] quinoline derivatives as potent anticonvulsants. J Pharm Sci 2007; 10:254–262.
Hanif M, Saleem M, Hussain MT, Rama NH, Zaib S, Aslam MAM, Jones PG, Iqbal J. Synthesis, Urease Inhibition, Antioxidant and Antibacterial Studies of Some 4-Amino-5-aryl-3H-1,2,4-triazole-3-thiones and their 3,6-Disubstituted 1,2,4-Triazolo[3,4-b]1,3,4-thiadiazole Derivatives, J. Braz. Chem. Soc, 23 (5), 2012, 854-860.
Hou K, Juan Sun. Synthesis and Antitumor Activity of 1,2,4-Triazoles Having 1,4-Benzodioxan Fragment as a Novel Class of Potent Methionine Aminopeptidase Type Inhibitors. Bio. Med. Chem. 19, 2011, 5948–5954.
Husain A, Naseer MA, Sarafroz M. Synthesis and Anticonvulsant Activity of Some Novel Fused Heterocyclic 1,2,4-Triazolo-[3,4-b]-1,3,4-thaidiazole Derivatives. Acta. Polo. Pharm. Drug Res, 66(2), 2009, 135-140.
Jacob JH, Irshaid FI, Al-Soud YA, Al-Balushi AM, Al-Arqan HR. Synthesis, characterization and evaluation of antibacterial activity of six novel 1,2,4-triazole derivatives against standard and medical bacteria. Adv Stud Biol. 2013;5(6):303–318.
Jufe, GS. New hypnotics: perspectives from sleep physiology// Vertex: journal. — 2007. — Jul-Aug (vol. 18, no. 74) — P. 294—299.
Jürgens, TP; Leone, M. Pearls and pitfalls: neurostimulation in headache (англ.) // Cephalalgia (англ.) рус.. — 2013. — June (vol. 33, no. 8). — P. 512—525.
Kapron, B.; Luszczki, J.J.; Plazinska, A.; Siwek, A.; Karcz, T.; Grybos, A.; Nowak, G.; Makuch-Kocka, A.; Walczak, K.; Langner, E.;et al. Development of the 1,2,4-triazole-based anticonvulsant drug candidates acting on the voltage-gated sodium channels. Insights from in-vivo, in-vitro, and in-silico studies. Eur. J. Pharm. Sci. 2019, 129, 42–57.
Kapron, B.; Luszczki, J.; Paneth, A.; Wujec, M.; Siwek, A.; Karcz, T.; Mordyl, B.; Głuch-Lutwin, M.; Grybos, A.; Nowak, G.; et al. Molecular mechanism of action and safety of 5 - (3-chlorophenyl) - 4-hexyl - 2,4-dihydro - 3H - 1,2,4-triazole - 3-thione - a novel anticonvulsant drug candidate. Int. J. Med. Sci. 2017, 14, 741–749.
Lee, V. M.- Y., Goedert, M. & Trojanowski, J. Q. Neurodegenerative tauopathies. Annu. Rev. Neurosci. 24, 1121–1159 (2001).
Luszczki, J.J.; Plech, T.; Wujec, M. Influence of 5-(3-chlorophenyl)-4-(4-methylphenyl)-2,4-dihydro-3H-1,2,4- triazole-3-thioneon the anticonvulsant action of 4 classical antiepileptic drugs in the mouse maximal electroshock-induced seizure model. Pharmacol. Rep. 2012, 64, 970–978.
Meenaxi MM, Ainapure R. Triazolone and Their Derivatives for Anti -Tubercular Activities. Asian J. Res. Chem, 4(7), 2011, 1050-1054.
Mousa MN, Al-jadaan SAN. Evaluation of The Anti-Inflammatory Activity and Ulcerogenic Liability of 5-(3-Chloro-1 -benzothien-2-yl)-4-phenyl-4H-1,2,4-triazole-3-thiol. Bas. J. Vet. Res, 11(1), 2012, 122-127.
Pellizzari G. and Soldi A., “Via treatment of the 1-benzyl derivative with phenyllithium in THF ether the position of alkylation is assumed to follow previous examples,” Gazzetta Chimica Italiana, vol. 35, p. 373, 1905.
Pericic D, Lazic J, Svob Strac D. (2005b) Anticonvulsant effects of acute and repeated fluoxetine treatment in unstressed and stressed mice. Brain Res 1033:90–95.
Plech T, Luszczki JJ, Wujec M, Flieger J, Pizon M. Synthesis, characterization and preliminary anticonvulsant evaluation of some 4-alkyl-1,2,4-triazoles. Eur. J. Med. Chem. 2013; 60: 208-215.
Plech, T.; Kapron, B.; Luszczki, J.J.; Paneth, A.; Siwek, A.; Kołaczkowski, M.; Zołnierek, M.; Nowak, G. Studies on the anticonvulsant activity of 4-alkyl-1,2,4-triazole-3-thiones and their effect on GABAergic system. Eur. J. Med. Chem. 2014, 86, 690–699.
Roberto Mandrioli, Laura Mercolini, Maria Raggi. Benzodiazepine Metabolism: An Analytical Perspective. Rome. P.100. 2008.
Rubino V, Favale E, Mainardi P, Lunardi G, Albano C. (1995) Anticonvulsant effect of fluoxetine in humans. Neurology 45:1926–1927.
Sanoev Z.I., Ismailova D.S., Rakhimboev S.D., Tolibovich T.T., Elmuradov B.J., Abdinazarov I.T., Rashidov S.Z. (2023). Synthesis And Research Anticonvulsant Activity Of Annulated Triazolo-thiadiazine Derivative In Laboratory Animals. Biomedical & Pharmacology Journal. Vol. 16(4), p. 2457-2467.
Sancak K, Ünver Y, Unluer D, Dugdu E, Kor G, Celik F, Birinci E. Synthesis, characterization, and Antioxidant Activities of New Trisubstituted Triazoles. Turk. J. Chem. 36, 2012, 457-466.
Singh RG, Singh DJ. Novel Synthetic Approach to Some New 1,2,4-Triazolothiadiazines and 1,2,4-Triazolothiadiazinones and Their Anti-Inflammatory Activities. Int. J. Chem. Tech. Res, 1(4), 2009, 1239-1243.
Singh R, Chouhan A. Important methods of synthesis and biological significance of 1,2,4-triazole derivatives. World journal of pharmacy and pharmaceutical sciences 2014; 3(8):874- 906.
Smith KK. Arul K, In-Silico Design, Synthesis and In Vitro Anticancer Evaluation of Some Novel 1,2,4-Triazole Derivatives. The Experiment, 21(1), 2014, 1439-1452.
Streeter DG, Witkowski JT, Khare GP. Mechanism of Action of 1 -β-D-Ribofuranosyl-1,2,4-triazole-3-carboxamide (Virazole). A New Broad-Spectra Antiviral Agent. Proc. Nat. Acad. Sci. USA, 70(4), 1973, 1174-1178.
Todd J. Cohen 1, Jing L. Guo1, David E. Hurtado1, Linda K. Kwong1, Ian P. mills1, John Q. Trojanowski 1 & Virginia m. Y. Lee1. The acetylation of tau inhibits its function andpromotes pathological tau aggregation. Nature communications. P.1250-1255. 2011.
Thomas J, Shiradkar M, Kanase V, Dighe R. Studying synergism of methyl linked cyclohexyl thiophenes with triazole: synthesis and their cdk5/p25 inhibition activity. Eur J Med Chem 2011;46:2066-74.
Zhmurenko L.A., Mokrov G.V., Nerobkova L.N., Litvinova S.A., Gaydukov I.O.. Novel 4-benzoylpyridine oxime derivative GIZH-298 with anti-convuisant activity. Pharmacokinetics and Pharmacodynamics. 9 (2)57-66, 2017.
Wang, Y.; Liu, D. An Important Potential Anti-Epileptic/Anticonvulsant Active Group: A Review of 1,2,4-Triazole Groups and Their Action. Drug Res. 2022, 72, 131–138.
Chen J, Sun XY, Chai KY, Lee JS, Song MS, Quan ZS. Synthesis and anticonvulsant evaluation of 4-(4-alkoxylphenyl)- 3-ethyl-4H-1,2,4-triazoles as openchain analogues of 7-alkoxyl-4,5-dihydro [1,2,4] triazolo[4,3-a] quinolones. Bioorg. Med. Chem. 2007; 15: 6775–6781.
Merck & Co., Inc.. — Washington, D. C. : Securities and Exchange Commission, 2012. — 28 February. — P. 65. — [2] 159 p.
Енгоян А. П., Пивазян В. А., Казарян Э. А., Акопян Р. С.. Cинтез новых производных тиазоло[3,2-b] [1,2,4]триазола и предварительная оценка их биологических свойств//Журнал общей химии, 2019, том 89, № 1, с. 37–42.
Завьялова Н. Е., Салмина-Хвостова О. И. Алпразолам в лечении панического расстройства в амбулаторных условиях// Психические расстройства в общей медицине. 2012. № 1. С. 39—41.
Клен Е. Э., Халиуллин Ф. А., Агзамова Л. Ф.. Синтез и антидепрессивная активность эфиров 2-(3-бром-1,2,4- триазолил-5-тио) уксусных кислот, содержащих тиетановый цикл. Башкирский химический журнал. 2008. Том 15. № 4.
Козьминых В.А., Буканова Е.В., Беляев Е.В.,. Козьминых Е.Н. // ХГС. Т. 39. 2003. С. 1255.
Малыгин А.C. Исследование противоэпилептической активности нового амидного производного вальпроевой кислоты и 1,3,4-тиадиазола. Эпилепсия и пароксизмальные состояния. 2019;11(4):357-363.
Нейродегенеративные заболевания: учеб. пособие (http://library.bashgmu.ru/elibdoc/elib722.pdf)/ Сост.: Р.В. Магжанов, К.З. Бахтиярова, Е.В. Первушина. — Уфа: ФГБОУ ВО БГМУ Минздрава России, 2018. — 196-210 с.
Рыбальченк Т.Л., Штрыголь С.Ю., Георгиянц В.А.. Определение спектра противосудорожного действия новых антиконвульсантов – производных 1,2,3-триазола и 1,3,4-оксадиазола. Научные ведомости. Серия медицина. Фармация. 2014. № 11, ст. 199-203. Выпуск 26/1.
Савустьяненко А.В. Ризатриптан в борьбе с симптомами мигрени. Міжнародний неврологічний журнал, № 2 (96), p.63-67. 2018.
Ястребов Д. В. Алпразолам сегодня: 30 лет дискуссии об индивидуальных показаниях и безопасности// Психиатрия и психофармакотерапия. 2012. № 1. С. 62—68.
Морозова О.Г. Мигрень: новые международные критерии постановки диагноза и принципы терапии, основанные на доказательной медицине и собственном клиническом опыте //Міжнародний неврологічний журнал. — 2016. — № 3. — С. 131-138.
Полимерные - Трипсин// Химическая энциклопедия в 5 томах. — М.: Большая Российская Энциклопедия, 1990. — Т. 4. — 639 с.
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