Synthesis and Molluscicidal Activity of 5‐oxo‐5,6,7,8‐Tetrahydro‐4<i>H</i>‐Chromene Derivatives

Abdelrazek, Fathy M.; Metz, Peter; Farrag, Ebtehal K.

doi:10.1002/ardp.200400881

Cited by 91 publications

(54 citation statements)

References 14 publications

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“…The phenyl analog 13b is far less active (LC 90 = 14 ppm), while the 3-thienyl derivatives 13c, d are seldom active. These results confirm our previous observations [7]. A comparison of the molluscicidal activity of the new compounds reported here with the international standard 29,5-dichloro-4-nitrosalicylanilide (LC 100 = 1 ppm) [4,5] showed that our compounds are still far inferior as molluscicidal agents.…”

Section: Molluscicidal Activitysupporting

confidence: 90%

“…[10,11]. 3-Furfurylidene/thienylidene-malononitrile derivatives 11a and 11b were prepared according to the method reported in our previous paper [7].…”

Section: Methodsmentioning

confidence: 99%

“…1) showed moderate molluscicidal activity towards Biomphalaria alexandrina snails, the intermediate host of the infective phase of Schistosoma mansoni in Egypt [7]. We have also recently reported [8] that some pyrido[3,2-c]pyridazines (2, Fig.…”

Section: Introductionmentioning

confidence: 90%

“…The pyrazolones 10a and 10b were allowed to react with 3-furfurylidene and 3-thienylidene malononitrile derivatives 11a and 11b [7] in refluxing ethanol in the presence of piperidine catalyst to afford 1:1 white to pale-yellow adducts. Elemental analyses and spectroscopic data of these products fully support the depicted structures 13a -d (Scheme 2).…”

Section: Synthesis Of Pyrano[23-c]pyrazoles 13mentioning

confidence: 99%

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Synthesis and Molluscicidal Activity of New Cinnoline and Pyrano [2,3‐c]pyrazole Derivatives

Abdelrazek

Metz

Metwally

et al. 2006

Archiv der Pharmazie

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195

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2-(3-Hydroxy-5,5-dimethylcyclohexylidene)malononitrile 5 undergoes an azo coupling reaction with aryldiazonium salts to afford 3-amino-2-aryl-6,6-dimethyl-8-oxo-2,6,7,8-tetrahydrocinnoline-4-carbonitriles 7. Upon reflux in acetic acid, these compounds were acetylated to give the cinnoline derivatives 9. The pyrazolones 10a, b react with 3-furfurylidene- and 3-thienylidene-malononitrile derivatives 11a, b to afford the pyrano[2,3-c]pyrazole derivatives 13a-d. These newly synthesized compounds show generally a moderate molluscicidal activity to Biomphalaria alexandrina snails.

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Section: Molluscicidal Activitysupporting

confidence: 90%

“…[10,11]. 3-Furfurylidene/thienylidene-malononitrile derivatives 11a and 11b were prepared according to the method reported in our previous paper [7].…”

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 90%

Section: Synthesis Of Pyrano[23-c]pyrazoles 13mentioning

confidence: 99%

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Synthesis and Molluscicidal Activity of New Cinnoline and Pyrano [2,3‐c]pyrazole Derivatives

Abdelrazek

Metz

Metwally

et al. 2006

Archiv der Pharmazie

Self Cite

195

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“…For example Bergapten 1 [1,2]; ricchiocarpin A 2, and ricchiocarpin B 3 [3], the chromene derivative 4 [4] and the pyranopyrazole 5 [5] (Fig. 1); all have shown a considerable molluscicidal activity.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Molluscicidal Activity of New Chromene and Pyrano[2,3‐c]pyrazole Derivatives

Abdelrazek

Metz

Kataeva

et al. 2007

Archiv der Pharmazie

Self Cite

228

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The chromene derivative 4 reacts with acetic anhydride, phenylisothiocyanate and ethyl orthoformate to afford the N-acetyl derivative 6, the chromenopyrimidine 8 and the formimidate 9, respectively. 2-(1H-Indol-3-ylmethylene)-malononitrile 10b reacts with 1,3-cyclohexanedione and dimedone 11a, b to afford the 4(3-indolyl)-chromene derivatives 12a, b respectively, and with the pyrazolone derivatives 13a-d to afford the arylidene exchange derivatives 14a-c and the pyranopyrazole derivative 15, respectively. The arylidene derivatives 10a, b react also with indane-1,3-dione 16 to afford the arylidene exchange derivatives 18a, b. The molluscicidal activity of the synthesized compounds towards Biomphalaria alexandrina snails, the intermediate host of Schistosoma mansoni, was investigated and most of them showed weak to moderate activity.

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Recent trends in synthetic strategies using magnetic nanostructures as green catalysts in synthesis of pyran analogues

Dhadda

Sharma

Jakhar

et al. 2022

Applied Organom Chemis

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In recent years, magnetic nanoparticles and nanocomposites play an important role as a nanocatalyst in the creation of a wide range of bioactive heterocycles with extraordinarily high activity and selectivity, low energy consumption, and extended life. Among all heterocycles, many natural products, pharmaceuticals, and bioactive compounds contain pyran scaffolds which have a wide range of uses in biomedical research, industry, and medicine. Additionally, these are also widely used in the synthesis of novel heterocyclic systems as precursors. This study focused on recent advances in the last 5 years in using various magnetic recoverable and recycled nanoparticles and nanocomposites to synthesize pyran derivatives and their pharmacological activity. This article has been classified into three subsections: (i) MNPs‐metal nanocomposite catalyzed reactions, (ii) MNPs‐organic based nanocomposite catalyzed reactions, and (iii) MNPs‐ionic liquid nanocomposite catalyzed reactions and (iv) MNPs‐acid based nanocomposite to describe catalytic efficiency of magnetic nanocomposites for the synthesis of pyran derivatives. A comparative study of nanocomposites and different approaches for green synthesis of pyrans by highlighting the advantages and disadvantages along with catalyst recovery and recyclability has been mentioned, which will help scientists to probe and stimulate the study of these scaffolds.

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Synthesis and Molluscicidal Activity of 5‐oxo‐5,6,7,8‐Tetrahydro‐4H‐Chromene Derivatives

Abstract: Furfurylidenemalononitriles and thienylidenemalononitriles were treated with 1,3-cyclohexanediones to afford 2-amino-4-hetaryl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile derivatives. The molluscicidal activity of these compounds was investigated.

Cited by 91 publications

References 14 publications

Synthesis and Molluscicidal Activity of New Cinnoline and Pyrano [2,3‐c]pyrazole Derivatives

Synthesis and Molluscicidal Activity of New Cinnoline and Pyrano [2,3‐c]pyrazole Derivatives

Synthesis and Molluscicidal Activity of New Chromene and Pyrano[2,3‐c]pyrazole Derivatives

Recent trends in synthetic strategies using magnetic nanostructures as green catalysts in synthesis of pyran analogues

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