Synthesis, Anti-inflammatory and Analgesic Evaluation of Thioxoquinazolinone Derivatives

Rajasekaran, A.; Rajamanickam, V.; Darlinquine, Sabarimuthu

doi:10.1248/yakushi.131.1079

Cited by 6 publications

(3 citation statements)

References 10 publications

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“…Substituted 4(3H) quinazolinones possess a wide rang of pharmacological activities such as antimicrobial [1,2], anticancer [3], antiviral [4], anti-inflammatory [5], antitubercular [6], antitumor [7], antioxidant [8] and anticonvulsant [9].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and biological evaluation of new quinazolinone derivatives

et al. 2014

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KEYWORDSNew N-substituted-2-methyl quinazolin-4(3H)-ones derivatives comprising 1,3,4-thiadiazole, Schiff bases and 2-azetidinone moieties are reported. The structures of the newly prepared compounds were confirmed by FT-IR and 1 H NMR spectra. The compounds were also evaluated for their antimicrobial, antioxidant and study of inhibition on some enzymes activities. The results suggest that the compounds possess broad spectrum of in-vitro antimicrobial activity. Antioxidant results obtained into the present study indicate that compound 5 show moderate better scavenging activity. Compound 5 demonstrated inhibitory effects on GOT, GPT, GGT and ALP activities, and these effects increase with increasing the concentration of the compound.Schiff bases Azetidinone Quinazolinone Enzymes activities Antioxidant activity Antimicrobial activity

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Section: Introductionmentioning

confidence: 99%

Synthesis and biological evaluation of new quinazolinone derivatives

et al. 2014

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“…The importance of thioquinazoline derivatives has increased lately. Potential antibacterial, 10,11 antimicrobial, 12 antiviral, 13 antitumor, [14][15][16][17] bronchodilatory 18 activity, and monoamine oxidase inhibitor activity, 19 which is important for the treatment of Parkinson's disease were found among 2-substituted 4(3H)-quinazoline-4-thiones, substituted 2-thioquinazolin-4-one analogues, and unsubstituted or 2-substituted 4-thioquinazolines. Compounds from the 4-thioquinazoline series are also known as agriculture antimicrobials.…”

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confidence: 99%

Application of Azide-Tetrazole Tautomerism and Arylsulfanyl Group Dance in the Synthesis of Thiosubstituted Tetrazoloquinazolines

et al. 2020

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Nucleophilic aromatic substitution reaction between 4-arylthio-2-chloroquinazolines and NaN3 takes place with an unusual sulfanyl group dance and leads to the formation of 5-(arylthio)tetrazolo[1,5-c]-quinazolines, which do not form the azide tautomer and do not undergo CuAAC reactions with alkynes. On the other hand, 5-azidotetrazolo[1,5-a]quinazoline (formally described as 2,4-diazidoquinazoline) undergoes regioselective nucleophilic aromatic substitution with thiols at C5 and forms 5-(alkyl/arylthio)tetrazolo[1,5-a]quinazolines, the structure of which has been proved by X-ray crystallography. The latter exist in tautomeric equilibrium with their 2-azidoquinazoline form, which provides possibility for copper-catalyzed azide–alkyne 1,3-dipolar cycloaddition reaction, leading to the 4-alkyl/arylthio-2-(1H-1,2,3-triazol-1-yl)quinazolines.

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“…1). Quinazoline-2,4(1H,3H)-diones also exhibit various pharmacological functions such as antibacterial, 9,10) anticonvulsant, 9) anti-inflammatory, 11,12) anticancer, 13,14) and analgesic. 12) Moreover, according to the most recent results, quinazoline-2,4(1H,3H)-diones also exhibit other significant pharmacological functions such as vascular endothelial growth factor receptor 2 (VEGFR-2) receptor tyrosine kinase inhibitor, 15) heat shock protein 90 inhibitor, 16) glucocerebrosidase inhibitor, 17) and antitumor.…”

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confidence: 99%

Eco-Efficient One-Pot Synthesis of Quinazoline-2,4(1<i>H</i>,3<i>H</i>)-diones at Room Temperature in Water

Tian

Huang

Wang

et al. 2014

CHEMICAL & PHARMACEUTICAL BULLETIN

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An efficient one-pot synthesis of quinazoline-2,4(1H,3H)-diones was developed. First, the reactions of anthranilic acid derivatives with potassium cyanate afforded the corresponding urea derivatives. Then, cyclization of the urea derivatives with NaOH afforded the monosodium salts of benzoylene urea. Finally, HCl treatment afforded the desired products in near-quantitative yields. This is an eco-efficient method because all the reactions were carried out in water, and the desired products were obtained simply by filtration. The aqueous filtrate was the only waste generated from the reaction. We scaled up the reaction to 1 kg starting material, thus establishing an alternative approach for the green synthesis of quinazoline-2,4(1H,3H)-diones in the chemical and pharmaceutical industries.

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Synthesis, Anti-inflammatory and Analgesic Evaluation of Thioxoquinazolinone Derivatives

Cited by 6 publications

References 10 publications

Synthesis and biological evaluation of new quinazolinone derivatives

Synthesis and biological evaluation of new quinazolinone derivatives

Application of Azide-Tetrazole Tautomerism and Arylsulfanyl Group Dance in the Synthesis of Thiosubstituted Tetrazoloquinazolines

Eco-Efficient One-Pot Synthesis of Quinazoline-2,4(1<i>H</i>,3<i>H</i>)-diones at Room Temperature in Water

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