Green chemical multi-component one-pot synthesis of fluorinated 2,3-disubstituted quinazolin-4(3H)-ones under solvent-free conditions and their anti-fungal activity

Dandia, Anshu; Singh, Ruby; Sarawgi, Pritima

doi:10.1016/j.jfluchem.2004.06.009

Cited by 43 publications

(24 citation statements)

References 12 publications

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“…One-pot synthesis of 4(3H)-quinazolinones from amines and formic acid (or orthoesters) was developed, and recently, more detailed procedures using inorganic solid support and neat one-pot procedures under microwave irradiation have been developed by Dandia et al [39] (Scheme 13.5) and Liu et al [40]. Also facile onepot synthesis of 2,4(1H,3H)-quinazolinediones has been developed recently as a green chemical procedure.…”

Section: Multicomponent One-pot Synthesis Of Quinazolinesmentioning

confidence: 99%

“…The chemotherapeutic use of quinazoline alkaloids may date back to the ancient Chinese treatment of malaria with the herbal preparations from Dichroa febrifuja [65]. At present, some synthetic quinazoline-based drugs such as metolazone, quinethazone, and prazosin have acquired medicinal approval for their unique pharmacological indices and many others are under clinical evaluation [66][67][68][69][70][71]. In this synthesis, a series of quinazoline derivatives were afforded by adopting anhydrous THF as solvent and the TiCl 4 -Zn system as reducing agent.…”

Section: Titanium-catalyzed Reactionmentioning

confidence: 99%

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Synthesis and Biological Evaluation of Some Quinazoline Heterocyclic Derivatives

Dangi

Chundawat

Ameta

2014

Green Chemistry: Synthesis of Bioactive Heterocycles

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Owing to the significant biological activities, quinazoline derivatives have drawn more and more attention in the synthesis and bioactivities research. This chapter summarizes the recent advances in the investigations of synthesis and biological activities of quinazoline derivatives. According to the main method the authors adopted in their research design, those synthetic methods include microwave-assisted reaction, ultrasound-promoted reaction, metal-mediated reaction, water reaction, and phase-transfer catalysis reaction. The biological activities of the synthesized quinazoline derivatives are also discussed.

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Section: Multicomponent One-pot Synthesis Of Quinazolinesmentioning

confidence: 99%

Section: Titanium-catalyzed Reactionmentioning

confidence: 99%

Synthesis and Biological Evaluation of Some Quinazoline Heterocyclic Derivatives

Dangi

Chundawat

Ameta

2014

Green Chemistry: Synthesis of Bioactive Heterocycles

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“…It inflicts more than 60 million people worldwide according to epidemiological studies [1,2]. Different chemical classes such as hydantoins, barbiturates, benzodiazepines, gamma-amino butyric acid (GABA) analogs, dibenzazepines, and carbamates are known to be part of anti-epileptic scaffolds [3][4][5][6][7][8].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Anticonvulsant Activity (Chemo Shock) of N-1(substituted-N-4[(4-Oxo-3-Phenyl-3, 4-Dihydro-Quinazoline-2-Ylmethyl) Semicarbazones

Yadav

Tripathi²,

Goswami³

2017

Asian J Pharm Clin Res

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Objective: This work is designed at finding new structure leads with potential anticonvulsant activities of 4(3H)-quinazolinone pharmacophore scaffold. Methods:A new series of 4(3H)-quinazolinone pharmacophore was designed with substituted moieties possesses different electronic environment in the hope of developing potent and safe new effective compounds. In such fashion, in this paper, we report the synthesis and anticonvulsant activity (Chemo shock) of N-1(substituted-N-4[(4-oxo-3-phenyl-3, 4-dihydro-quinazoline-2-ylmethyl) semicarbazones 3A-d (1-7), 3B-d (1-7), 3C-d (1-7), their chemical structure were characterized using IR, 1 H-H NMR, and elemental analysis techniques. Their anticonvulsant activity was evaluated using chemicals strychnine, thiosemicarbazide and 4-aminopyridine induced seizure models at a dose of 30, 100, 300 mg/kg unto 2 hrs tests in mice. The rotarod assay was performed in mice to evaluate the neurotoxicity of the compounds.Results: Compounds 3C (d-4), 3B (d-4), and 3A (d-4) were observed to be most feasible to act against glutamate receptor for anticonvulsant activity. Conclusions:The results obtained revealed that numbers of novel quinazolinone semicarbazone derivatives are effective in chemical to induce (chemo shock) model and showing good anticonvulsant activity.

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“…Quinazoline compounds are widely used in agrochemicals as plant virucides [3], antifungal agents [4] and herbicides [5]. According to recent data, quinazoline nucleus has attracted the attention of medicinal chemists due to its well known anticancer activity, and many substituted quinazoline derivatives have recently earned great interest in chemotherapy as antitumor drugs [6,7].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Antifungal Bioactivities of 3-Alkylquinazolin- 4-one Derivatives

Ouyang

Zhang

et al. 2006

Molecules

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A simple, efficient, and general method has been developed for the synthesis of various 3-alkylquinazolin-4-one derivatives from quinazolin-4-one treated with alkyl bromides under phase transfer catalysis condition. The structures of the compounds were characterized by elemental analysis, IR, 1 H-NMR and 13 C-NMR spectra. Title compound 6-bromo-3-propylquinazolin-4-one (3h) was found to possess good antifungal activity.

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Green chemical multi-component one-pot synthesis of fluorinated 2,3-disubstituted quinazolin-4(3H)-ones under solvent-free conditions and their anti-fungal activity

Cited by 43 publications

References 12 publications

Synthesis and Biological Evaluation of Some Quinazoline Heterocyclic Derivatives

Synthesis and Biological Evaluation of Some Quinazoline Heterocyclic Derivatives

Synthesis and Anticonvulsant Activity (Chemo Shock) of N-1(substituted-N-4[(4-Oxo-3-Phenyl-3, 4-Dihydro-Quinazoline-2-Ylmethyl) Semicarbazones

Synthesis and Antifungal Bioactivities of 3-Alkylquinazolin- 4-one Derivatives

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