Newest Developments in the Preparation of Thieno[2,3-<i>d</i>]pyrimidines

Wilding, Birgit; Klempier, Norbert

doi:10.1080/00304948.2017.1320513

Cited by 21 publications

(18 citation statements)

References 77 publications

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“…спосіб одержання [3-(4,5,6,7-тетрагідробензо[b]тіофен-3-іл)-7H- [1,2,4]триазоло [3,4-b] [1,3,4]тіадіазин-6-іл]-п-толіламіну з етил 4,5,6,7-тетрагідробензо [b]тіофен-3карбоксилату. Мультикомпонентною реакцією 3-ціано-2-амінотіофенів з гідразидами кислот та триетилортоформіатом одержано заміщені тієно [2,3-e] [1,2,4]триазоло [1,5-c]піримідини. Досліджено 2,3-діамінотієно [2,3-d] піримідин у синтезі тієно [2,3-d] [1,2,4]триазоло [1,5a]піримідину.…”

Section: розробленоunclassified

“…Мультикомпонентною реакцією 3-ціано-2-амінотіофенів з гідразидами кислот та триетилортоформіатом одержано заміщені тієно [2,3-e] [1,2,4]триазоло [1,5-c]піримідини. Досліджено 2,3-діамінотієно [2,3-d] піримідин у синтезі тієно [2,3-d] [1,2,4]триазоло [1,5a]піримідину.…”

Section: розробленоunclassified

“…Ключові слова: 2-амінотіофен, 1,2,4-триазол, тієно [2,3-e] [1,2,4]триазоло [1,5-c] піримідин, тієно [2,3-d] [1,2,4]триазоло [1,5-a]піримідин, [1,2,4]триазоло [3,4-b] [1,3,4] тіадіазин. DOI: https://doi.org/10.30970/vch.5902.294 У попередній праці ми повідомляли про одержання нових похідних тієніл-1,2,4-триазолів [1].…”

Section: розробленоunclassified

“…Зокрема, нові літературні дані свідчать про те, що речовини, які поєднують у молекулі тіофеновий та 1,2,4-триазольний цикли, активно досліджують на протиракову активність [2]. Більше того, останні вагомі досягнення у використанні 2-амінотіофенів, їх кон'югатів та споріднених сполук у медичній хімії [3,4] зумовлюють подальші розробки нових методів синтезу тіофеновмісних гетероциклічних сполук та роблять цей напрям досліджень актуальним і затребуваним.…”

Section: розробленоunclassified

See 3 more Smart Citations

Synthesis of new thiophene-based heterocyclic compounds with 1,2,4-triazole ring

Tupychak¹,

Shyyka²,

Pokhodylo³

et al. 2018

Visnyk Lviv Univ. Ser. Chem.

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Section: розробленоunclassified

See 2 more Smart Citations

Synthesis of new thiophene-based heterocyclic compounds with 1,2,4-triazole ring

Tupychak¹,

Shyyka²,

Pokhodylo³

et al. 2018

Visnyk Lviv Univ. Ser. Chem.

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“…From the standpoint of pharmacological activity, thienopyrimidine derivatives continue to attract great interest due to the wide variety of interesting biological activities ( [1,2] and articles cited therein). Thienopyrimidines are structural analogues of biogenic purines and can be considered as potential nucleic acid antimetabolites.…”

Section: Introductionmentioning

confidence: 99%

Anticancer Activity Evaluation of New Thieno[2,3-d]pyrimidin-4(3H)-ones and Thieno[3,2-d]pyrimidin-4(3H)-one Derivatives

et al. 2018

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Anticancer screening of several novel thienopyrimidines has been performed. The thienopyrimidine derivatives were synthesized from available starting materials according to the convenient synthetic procedures using a one-pot solvent-free reaction which gave a wide access to thienopyrimidine-derivative production. The synthesized compounds were preselected via molecular docking to be tested for their anticancer activity in NCI 60 cell lines. It was observed that some compounds showed remarkable anticancer activity. It was found that the most active compound among thieno[2,3-]pyrimidine-4(3)-ones is 2-(benzylamino)-5,6-dimethylthieno[2,3-]pyrimidin-4(3)-one, which possesses cytotoxic activity on almost all cancer cell lines with mean growth 51.01%, where the most sensitive was the melanoma cell line MDA-MB-435 with GP (Growth Percent) = -31.02%. The patterns of structure⁻activity that are important for further optimization of the structure and the creation of more selective and active anticancer agents were proposed.

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Synthesis of novel [1,2,3]triazolo[4′,5′:3,4]pyrrolo[1,2‐a]thieno[2,3‐d] pyrimidines: Potent EGFR targeting anti‐breast cancer agents

Samala,

Bapuram

et al. 2024

Journal of Heterocyclic Chem

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In this study, we designed and synthesized several novel fused [1,2,3]triazolo [4′,5′:3,4]pyrrolo[1,2‐a]thieno[2,3‐d]pyrimidine derivatives using in a single [3 + 2] reaction cycloaddition reaction of 3‐(3‐iodoprop‐2‐yn‐1‐yl)thieno[2,3‐d]pyrimidin‐4(3H)‐one (4) followed by C‐C bond coupling with various aryl azides in a PEG‐400 medium. All of the newly synthesized compounds were evaluated in vitro for EGFR kinase inhibitory action as well as anti‐breast cancer activity against MDA‐MB‐231 and MCF‐7 breast cancer cell lines. When compared to the reference molecule, erlotinib, the majority of the compounds demonstrated adequate efficacy. The most promising compounds, 5g and 5i, demonstrated excellent anticancer activity against both cancer cell lines, with IC50 values ranging from 04.17 ± 0.55 to 8.65 ± 0.89 μM, respectively, as well as excellent kinase inhibitory activities (EGFR: IC50 = 0.467 ± 0.063 and 0.412 ± 0.081 μM). The in silico studies of five potent compounds 5f, 5g, 5h, 5i, and 5k were also carried out to identify the interactions against the EGFR receptor and found that the energy calculations were covenant with the obtained IC50 values.

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Newest Developments in the Preparation of Thieno[2,3-d]pyrimidines

Cited by 21 publications

References 77 publications

Synthesis of new thiophene-based heterocyclic compounds with 1,2,4-triazole ring

Synthesis of new thiophene-based heterocyclic compounds with 1,2,4-triazole ring

Anticancer Activity Evaluation of New Thieno[2,3-d]pyrimidin-4(3H)-ones and Thieno[3,2-d]pyrimidin-4(3H)-one Derivatives

Synthesis of novel [1,2,3]triazolo[4′,5′:3,4]pyrrolo[1,2‐a]thieno[2,3‐d] pyrimidines: Potent EGFR targeting anti‐breast cancer agents

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