1-(4-Methoxyphenyl)-5-(3,4,5-trimethoxyphenyl)-1H-1,2,4-triazole-3-carboxamides: Synthesis, molecular modeling, evaluation of their anti-inflammatory activity and ulcerogenicity

Beshr, Eman A. M.; Abdel-Rahman, Islam M.; Özadalı, Keriman; Tan, Oya Ünsal; Aly, Omar M.

doi:10.1016/j.ejmech.2014.03.001

Cited by 25 publications

(15 citation statements)

References 45 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…reported the synthesis and anti-inflammatory activity of 1,2,4-triazole-3-carboxamides derivatives 242 and 243 ( Fig. 46 ) [ 214 , 215 ]. Compounds 242 and 243 exhibited good anti-inflammatory activity (52–78%) after 3 h with lower ulcerogenic risk compared to indomethacin (78% activity).…”

Section: Biological Activities Of 124-triazole Derivativesmentioning

confidence: 99%

An insight on medicinal attributes of 1,2,4-triazoles

Aggarwal

Sumran²

2020

European Journal of Medicinal Chemistry

173

View full text Add to dashboard Cite

The present review aims to summarize the pharmacological profile of 1,2,4-triazole, one of the emerging privileged scaffold, as antifungal, antibacterial, anticancer, anticonvulsant, antituberculosis, antiviral, antiparasitic, analgesic and anti-inflammatory agents, etc. along with structure-activity relationship. The comprehensive compilation of work carried out in the last decade on 1,2,4-triazole nucleus will provide inevitable scope for researchers for the advancement of novel potential drug candidates having better efficacy and selectivity.

show abstract

Section: Biological Activities Of 124-triazole Derivativesmentioning

confidence: 99%

An insight on medicinal attributes of 1,2,4-triazoles

Aggarwal

Sumran²

2020

European Journal of Medicinal Chemistry

173

View full text Add to dashboard Cite

show abstract

“…Аналіз останніх досліджень і публікацій, в яких започатковано розв'язання даної проблеми і на які спирається автор Вивчення протизапальної активності похідних 4-аміно-3-меркапто-1,2,4-тріазолу є одним з пріори-тетних напрямків фармакологічних досліджень вка-заної гетероциклічної системи. Аналізуючи дані літе-ратури ми звернули увагу, що більшість робіт присвячена виявленню зазначеної активності в ряду арилзаміщенних похідних 4-аміно-3-меркапто-1,2,4-тріазолу [6][7][8][9][10].…”

Section: постановка проблеми у загальному ви-гляді актуальність темиunclassified

The synthesis of 4-amino -5-(pyridin-2(3)-Yl) -1,2,4-triazole (4H)-3-ylthio acetamide derivatives as potential anti-inflammatory substances

Syrovaya¹,

Chalenko²,

Bezuglyi³

et al. 2017

ScienceRise: Pharmaceutical Science

View full text Add to dashboard Cite

“…New drug candidates with potential application in the treatment of various inflammatory disorders can be received either through the structural alteration of already known NSAIDs, such as Diclofenac [ 18 ], Naproxen [ 19 ], Celecoxib [ 20 ], Ibuprofen [ 21 ], or by developing fully novel classes of cyclooxygenase inhibitors. When considering the design of new anti-inflammatory agents, one of the most popular and effective synthetic approaches in contemporary medicinal chemistry relies on replacing the free carboxylic group with different bioisosteric five-membered heterocyclic rings, such as 1,3,4-oxadiazole [ 18 , 19 , 20 , 21 , 22 ], 1,3-thiazole [ 23 , 24 , 25 ], pyrazole [ 26 , 27 ] or 1,2,4-triazole [ 28 , 29 , 30 , 31 , 32 , 33 ]. According to the leading investigations, such a strategy can be successfully applied to modify widespread used NSAIDs and other promising compounds not introduced in the market yet.…”

Section: Introductionmentioning

confidence: 99%

New N-Substituted-1,2,4-triazole Derivatives of Pyrrolo[3,4-d]pyridazinone with Significant Anti-Inflammatory Activity—Design, Synthesis and Complementary In Vitro, Computational and Spectroscopic Studies

Szczukowski

Krzyżak

Wiatrak

et al. 2021

IJMS

View full text Add to dashboard Cite

Regarding that the chronic use of commonly available non-steroidal and anti-inflammatory drugs (NSAIDs) is often restricted by their adverse effects, there is still a current need to search for and develop new, safe and effective anti-inflammatory agents. As a continuation of our previous work, we designed and synthesized a series of 18 novel N-substituted-1,2,4-triazole-based derivatives of pyrrolo[3,4-d]pyridazinone 4a-c-9a-c. The target compounds were afforded via a convenient way of synthesis, with good yields. The executed cell viability assay revealed that molecules 4a-7a, 9a, 4b-7b, 4c-7c do not exert a cytotoxic effect and were qualified for further investigations. According to the performed in vitro test, compounds 4a-7a, 9a, 4b, 7b, 4c show significant cyclooxygenase-2 (COX-2) inhibitory activity and a promising COX-2/COX-1 selectivity ratio. These findings are supported by a molecular docking study which demonstrates that new derivatives take position in the active site of COX-2 very similar to Meloxicam. Moreover, in the carried out in vitro evaluation within cells, the title molecules increase the viability of cells pre-incubated with the pro-inflammatory lipopolysaccharide and reduce the level of reactive oxygen and nitrogen species (RONS) in induced oxidative stress. The spectroscopic and molecular modeling study discloses that new compounds bind favorably to site II(m) of bovine serum albumin. Finally, we have also performed some in silico pharmacokinetic and drug-likeness predictions. Taking all of the results into consideration, the molecules belonging to series a (4a-7a, 9a) show the most promising biological profile.

show abstract

1-(4-Methoxyphenyl)-5-(3,4,5-trimethoxyphenyl)-1H-1,2,4-triazole-3-carboxamides: Synthesis, molecular modeling, evaluation of their anti-inflammatory activity and ulcerogenicity

Cited by 25 publications

References 45 publications

An insight on medicinal attributes of 1,2,4-triazoles

An insight on medicinal attributes of 1,2,4-triazoles

The synthesis of 4-amino -5-(pyridin-2(3)-Yl) -1,2,4-triazole (4H)-3-ylthio acetamide derivatives as potential anti-inflammatory substances

New N-Substituted-1,2,4-triazole Derivatives of Pyrrolo[3,4-d]pyridazinone with Significant Anti-Inflammatory Activity—Design, Synthesis and Complementary In Vitro, Computational and Spectroscopic Studies

Contact Info

Product

Resources

About