Synthesis and Antimicrobial Activity of 3‐Cyano‐4‐imino‐9‐methoxy‐4H‐pyrimido [2, 1-b] pyrimido [4, 5-b] quinoline and 2‐Substituted Derivatives

Vartale, Sambhaji P.; Halikar, Nilesh K.; Pawar, Yogesh

doi:10.1155/2013/862651

Cited by 5 publications

(4 citation statements)

References 23 publications

(18 reference statements)

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“…However, more research is necessary to confirm their efficacy and safety in this context. The study reported by Vartale et al [5] evaluated the antifungal and antibacterial activity of the tetracyclic compounds 29-33 (Table 8) using the paper disc diffusion method. The compounds exhibited varying degrees of activity against the tested fungi (A. flavus and A. niger) and bacteria (E. coli and B. subtilis).…”

Section: Compoundsmentioning

confidence: 99%

“…[1][2][3] The true potential of quinolines lies in their remarkable range of biological activities, encompassing applications as analgesics, antiemetics, trypanocidal, antiseptics, and anti-serotonin agents. [4][5][6][7] Additionally, they hold promise in various therapeutic areas, including antimalarials, antituberculars, antibacterials, antihistamines, anti-neurodegeneratives, anticonvulsants, antitumor and anticancer agents, and antiallergics. [8][9][10] This diverse spectrum of potential applications underscores the ongoing interest and exploration of quinolines in the realm of medicinal chemistry.…”

Section: Introductionmentioning

confidence: 99%

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Recent Advancements and Developments in the Biological Importance of Pyrimido[4,5‐b]Quinoline Scaffolds

Hammouda,

Rashed,

Abo El‐Yazeed

et al. 2024

ChemistrySelect

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This study highlights the biological efficiency of pyrimido[4,5‐b]quinolines as inhibitors of cancer cell growth and antioxidants and anti‐inflammatory properties, etc. Recent research studies have revealed their promising biological activity to inhibit the growth of many disease‐causing yeasts, fungi, and bacteria. The structural composition greatly affects the biological effectiveness, as these compounds exceed the value of some standard compounds against pathogenic microbes. The antioxidant potential of these derivatives is also explored. Several glycosylated and non‐glycosylated derivatives exhibited potent free radical scavenging activity and protected against DNA damage, exceeding reference standards in some cases. Furthermore, the review examines the anti‐inflammatory and analgesic properties of pyrimidoquinoline derivatives. Studies suggest their efficacy is comparable to known drugs like diclofenac and aspirin in carrageenan‐induced paw edema and hot plate tests. Pyrimidoquinoline derivatives also demonstrate promising anticancer activity. While some have minimal effects, others exhibit notable activity against various human cancer cell lines. This review documents over two decades of research, covering the period from 2000 to 2024. Overall, pyrimidoquinoline derivatives signify an auspicious class of compounds with therapeutic potential across various areas. Further research is necessary to elucidate their mechanisms of action, optimize their efficacy and selectivity, and assess their safety profiles for clinical development.

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Section: Compoundsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Recent Advancements and Developments in the Biological Importance of Pyrimido[4,5‐b]Quinoline Scaffolds

Hammouda,

Rashed,

Abo El‐Yazeed

et al. 2024

ChemistrySelect

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“…12 Pyrazoles are biologically active compounds which have a broad spectrum of biological activities involving antifungal, antitubercular, anti-inflammatory activities, 13,14 analgesic agents 15 as well as their antidepressant and anticonvulsant activities. 16 The synthesis of 3-amino-5-(methylthio)-1-phenyl-1H-pyrazole-4-carbonitrile and ethyl-5-amino-3-(methylthio)-1phenyl-1H-pyrazole-4-carboxylate 17 were achieved from the reaction of phenyl hydrazine with 2-bis(methylthio)methylene)malononitrile and ethyl 2-cyano-3,3bis(methylthio)acrylate, respectively. 1,2,4-Triazole-5-thiones were prepared from refluxing either glycine hydrazide or hydrazine hydrate with different isothiocyanates in 10% K2CO3.…”

Section: Introductionmentioning

confidence: 99%

Reactive intermediates in the reaction of hydrazinecarbothioamides with 2-(bis(methylthio)methylene)malononitrile and ethyl 2-cyano-3,3-bis(methylthio)acrylate

et al. 2018

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The reaction of N-substituted hydrazinecarbothioamides to both 2-bis(methylthio)methylene)malononitrile and ethyl 2-cyano-3,3-bis(methylthio)acrylate afforded various heterocyclic rings such as 5-amino-4-cyano-3-(methylthio)-N-phenyl-1H-pyrazole-1carbothioamide, 5-amino-3-(methylthio)-1H-pyrazole-4-carbonitrile, 4-substituted-3-(substituted amino)-1H-1,2,4-triazole-5(4H)-thione, ethyl 5-amino-3-(methylthio)-1-(substituted carbamothioyl)-1H-pyrazole-4-carboxylate and (Z)-ethyl 2-cyano-2-(5-(substituted amino)-1,3,4-thiadiazol-2(3H)-ylidene)acetate. However, under gentle heating, the reaction of the same starting substances behaved differently. The structure of the obtained products is fully characterized using different spectral data IR, NMR, Mass spectrometry together with elemental analysis as well as single crystal X-ray analyses.

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“…Pyrazolo [1,5-c]quinazoline derivatives are very important heterocyclic compounds and have been widely used as antiviral agents (Radl and Zikan, 1987), antimicrobial agents (Vartale et al, 2006), optical brighteners (Gold, 1971), dyestuffs (Rangnekar and Puro, 1990;Tsai and Wang, 2005) and colorants (Gondek et al, 2007b) and in photoluminescence (Całus et al, 2007) and electroluminescence (Gondek et al, 2007a) studies.…”

Section: Introductionmentioning

confidence: 99%

Microwave assisted one-pot synthesis of pyrazoloquinazolinone derivatives and their application on printing of synthetic fabrics

Elgemeie

Ahmed²,

Ahmed

et al. 2015

Pigment &Amp; Resin Technology

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Purpose -The purpose of this paper is to synthesize some novel 2-amino-6,6-dimethyl-9-phenyl-3-(phenyldiazenyl)-6,7-dihydropyrazolo-[5,1-b]quinazolin-8(5H)-one derivatives by multi-component one-pot reaction using a microwave as a new tool for green chemistry. Design/methodology/approach -An equimolor from arylazopyrazole, 5,5-dimethyl-1,3-cyclohexanedione (dimedone) and benzaldehyde derivatives was dissolved in Dimethylformamide (DMF) to be irradiated in a microwave for 15 minutes; after completion of the reaction, as indicated by Thin layer chromatograph (TLC), the reaction mixture was poured into ice water, filtered and then crystallized with an appropriate solvent. Findings -The structure of the synthesized dyes was established and confirmed for the reaction products on the basis of their elemental analysis and spectral data (MS, IR and 1H-NMR). These prepared dyes were used to print polyester and polyamide fabrics using synthetic thickener in the printing paste for the silk screen technique. The synthesized dyes are superior in terms of yield, purity, color strength and fastness properties and will lead to valuable achievements for commercial production. Originality/value -An efficient method for synthesis of pyrazoloquinazolinone dyes was designed. The novel procedure features short reaction time, moderate yields and simple workup. The authors studied its application in printing polyester and polyamide fabrics.

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Synthesis and Antimicrobial Activity of 3‐Cyano‐4‐imino‐9‐methoxy‐4H‐pyrimido [2, 1-b] pyrimido [4, 5-b] quinoline and 2‐Substituted Derivatives

Cited by 5 publications

References 23 publications

Recent Advancements and Developments in the Biological Importance of Pyrimido[4,5‐b]Quinoline Scaffolds

Recent Advancements and Developments in the Biological Importance of Pyrimido[4,5‐b]Quinoline Scaffolds

Reactive intermediates in the reaction of hydrazinecarbothioamides with 2-(bis(methylthio)methylene)malononitrile and ethyl 2-cyano-3,3-bis(methylthio)acrylate

Microwave assisted one-pot synthesis of pyrazoloquinazolinone derivatives and their application on printing of synthetic fabrics

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