SYNTHESIS OF BENZO[1,2-b: 5,4-b′]- DIFURANYL-TRIAZOLES, -OXADIAZOLES, -THIAZOLIDINONES, -THIADIAZOLES, AND THE USE OF DNA IN EVALUATION OF THEIR BIOLOGICAL ACTIVITY

Keshk, Eman M.; Abu‐Hashem, Ameen A.; Girges, M. M.; Abdelrahman, Ahmed H.; Badria, Farid A.

doi:10.1080/10426500490464140

Cited by 19 publications

(23 citation statements)

References 15 publications

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“…[45,46] In the present work, both visnaginone 43a and khellinone 43b were treated with ethyl bromoacetate in the presence of potassium carbonate to give (4-methoxy-(44a) and 4,7-dimethoxy-5-acetylbenzofuran-6-yloxy)acetic acid ethyl ester (44b). [47] Refluxing 44a or 44b in dimethylformamide containing anhydrous potassium carbonate [48] afforded 4-methoxy and 4,8-dimethoxy-3-methylbenzo[1,2-b:5,4-b]difuran-2-carboxylic acid 45a and 45b, respectively. Also compound 45b was prepared by treatment of khellinone with chloroacetanilide followed by cyclization with 10% NaOH.…”

Section: Sythesis Of Benzo[b]furansmentioning

confidence: 99%

“…Also compound 45b was prepared by treatment of khellinone with chloroacetanilide followed by cyclization with 10% NaOH. [47] Treatment of 45a and 45b with absolute ethanol [48] containing two to three drops of concentrated H 2 SO 4 gave benzo[1,2-b:5,4-b]difuran-2-carboxylic acid ethyl esters 46a and 46b, respectively. Refluxing 46a and 46b with hydrazine hydrate [48] afforded 4-methoxy-and 4,8-dimethoxy-3-mehylbenzo[1,2-b:5,4-b]difuran-2-carbohydrazides 47a and 47b, respectively (Scheme 12).…”

Section: Sythesis Of Benzo[b]furansmentioning

confidence: 99%

“…[47] Treatment of 45a and 45b with absolute ethanol [48] containing two to three drops of concentrated H 2 SO 4 gave benzo[1,2-b:5,4-b]difuran-2-carboxylic acid ethyl esters 46a and 46b, respectively. Refluxing 46a and 46b with hydrazine hydrate [48] afforded 4-methoxy-and 4,8-dimethoxy-3-mehylbenzo[1,2-b:5,4-b]difuran-2-carbohydrazides 47a and 47b, respectively (Scheme 12). 3-Halocoumarins 48 were readily converted into benzofuran-2-carboxylic acids via Perkin reaction (coumarin-benzofuran ring contraction) under microwave irradiation.…”

Section: Sythesis Of Benzo[b]furansmentioning

confidence: 99%

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Synthesis of Benzofuran Derivatives via Different Methods

Abu‐Hashem

Hussein

Aly

et al. 2014

Synthetic Communications

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Section: Sythesis Of Benzo[b]furansmentioning

confidence: 99%

Section: Sythesis Of Benzo[b]furansmentioning

confidence: 99%

Section: Sythesis Of Benzo[b]furansmentioning

confidence: 99%

See 1 more Smart Citation

Synthesis of Benzofuran Derivatives via Different Methods

Abu‐Hashem

Hussein

Aly

et al. 2014

Synthetic Communications

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“…These compounds belong to a family of natural furochromones. Previous and recent scientific research has shown that furochromones have a wide range of biological activities [1] in the treatment of many diseases, including antimicrobial [2], anticancer [3], anti-inflammatory, and analgesic activities [4], the ability to bind to DNA [5], the treatment of vitiligo and psoriasis [6], the treatment of spasms and kidney stones [7], and the treatment of urolithiasis and hypertriglyceridemia [8,9]. Benzofurans and furochromones are used to treat viral and cancer cell activities [10,11].…”

Section: Introductionmentioning

confidence: 99%

“…Molecules 2020, 25, x FOR PEER REVIEW 2 of 24 analgesic activities [4], the ability to bind to DNA [5], the treatment of vitiligo and psoriasis [6], the treatment of spasms and kidney stones [7], and the treatment of urolithiasis and hypertriglyceridemia [8,9]. Benzofurans and furochromones are used to treat viral and cancer cell activities [10,11].…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Novel Benzodifuranyl; 1,3,5-Triazines; 1,3,5-Oxadiazepines; and Thiazolopyrimidines Derived from Visnaginone and Khellinone as Anti-Inflammatory and Analgesic Agents

2020

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Novel (4-methoxy or 4,8-dimethoxy)-3-methyl-N-(6-oxo-2-thioxo-1,2,3, 6-tetrahydro- pyrimidin-4-yl) benzo [1,2-b: 5, 4-b’] difuran-2-carboxamide (5a–b) has been synthesized by the reaction of visnagenone–ethylacetate (2a) or khellinone–ethylacetate (2b) with 6-aminothiouracil in dimethylformamide or refluxing of benzofuran-oxy-N-(2-thioxopyrimidine) acetamide (4a–b) in sodium ethoxide to give the same products (5a,b) in good yields. Thus, compounds 5a–b are used as an initiative to prepare many new heterocyclic compounds such as 2-(4-(3-methylbenzodifuran- 2-carbox-amido) pyrimidine) acetic acid (6a–b), N-(thiazolo[3, 2-a]pyrimidine)-3-methylbenzo- difuran-2-carboxamide (7a–b), N-(2-thioxopyrimidine)-methylbenzodifuran-2-carbimidoylchloride (8a–b), N-(2-(methyl-thio) pyrimidine)-3-methylbenzodifuran-2-carbimidoylchloride (9a–b), N-(2, 6 -di(piperazine or morpholine)pyrimidine)-1-(3-methylbenzodifuran)-1-(piperazine or morpholine) methanimine(10a–d), 8-(methylbenzodifuran)-thiazolopyrimido[1,6-a][1,3,5]triazine-3,5-dione (11a –b), 8-(3-methyl benzodifuran)-thiazolopyrimido[6,1-d][1,3,5]oxadiazepine-trione (12a–b), and 2,10 -di(sub-benzylidene)-8-(3-methylbenzodifuran)-thiazolopyrimido[6,1-d][1,3,5]oxadiazepine-3,5,11- trione (13a–f). All new chemical structures were illustrated on the basis of elemental and spectral analysis (IR, NMR, and MS). The new compounds were screened as cyclooxygenase-1/ cyclooxygenase-2 (COX-1/COX-2) inhibitors and had analgesic and anti-inflammatory activities. The compounds 10a–d and 13a–f had the highest inhibitory activity on COX-2 selectivity, with indices of 99–90, analgesic activity of 51–42% protection, and anti-inflammatory activity of 68%–59%. The inhibition of edema for the same compounds, 10a–d and 13a–f, was compared with sodium diclofenac as a standard drug.

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Synthesis, design, and antimicrobial activity of pyrido[2,3‐d][1,2,4]triazolo[4,3‐a]pyrimidinones based on quinoline derivatives

Abu‐Hashem,

Yousif,

El‐Gazzar

et al. 2023

J Chinese Chemical Soc

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The pyrido[2,3‐d]pyrimidine moieties are one of the most biologically widespread heterocyclic compounds as antimicrobial, antioxidant, antitubercular, antiviral and anti‐inflammatory. Hence, we synthesized an efficient new series of 2‐thioxo‐pyrido[2,3‐d]pyrimidinone, 2‐hydrazinyl‐(quinolin‐2‐yl)pyrido[2,3‐d]pyrimidinone,N′‐(quinolin‐2‐yl)‐pyrido[2,3‐d]pyrimidine‐(formo/aceto)‐hydrazide and substituted‐(quinolin‐2‐yl)pyrido[2,3‐d][1,2,4]triazolo[4,3‐a]pyrimidinone derivatives. The characterization of new compounds was corresponded by using spectroscopic techniques, IR, NMR and Mass spectra. In vitro, all compounds were evaluated as antimicrobial activity compared with cefotaxime sodium and nystatin as the standard drug. This work deals with the exploration of the new heterocyclic compounds and medicinal diversity of quinoline‐pyrido[2,3‐d][1,2,4]triazolo[4,3‐a]pyrimidine derivatives that might pave the way for long in the discovery of therapeutic medicine for future drug design.

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SYNTHESIS OF BENZO[1,2-b: 5,4-b′]- DIFURANYL-TRIAZOLES, -OXADIAZOLES, -THIAZOLIDINONES, -THIADIAZOLES, AND THE USE OF DNA IN EVALUATION OF THEIR BIOLOGICAL ACTIVITY

Cited by 19 publications

References 15 publications

Synthesis of Benzofuran Derivatives via Different Methods

Synthesis of Benzofuran Derivatives via Different Methods

Synthesis of Novel Benzodifuranyl; 1,3,5-Triazines; 1,3,5-Oxadiazepines; and Thiazolopyrimidines Derived from Visnaginone and Khellinone as Anti-Inflammatory and Analgesic Agents

Synthesis, design, and antimicrobial activity of pyrido[2,3‐d][1,2,4]triazolo[4,3‐a]pyrimidinones based on quinoline derivatives

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