Design, synthesis and potential CNS activity of some novel 1-(4-substituted-phenyl)-3-(4-oxo-2-propyl-4H-quinazolin-3-yl)-urea

Abstract

Twelve new 1-(4-substituted-phenyl)-3-(4-oxo-2-propyl-4H-quinazolin-3-yl)-urea were synthesized and screened for CNS depressant, sedative-hypnotic and phenobarbitone induced hypnosis potentiation test. Spectroscopic data and elemental analysis were consistent with the newly synthesized compounds. All except H1 and H6 showed more than 40% decrease in locomotor activity after 1 h of compound administration via actophotometer screen. CNS depressant activity screened with the help of forced swim method resulted into some potent compounds. Except for H3, H6 and H7 other tested compounds were found to exhibit potent CNS depressant activity as indicated by increased immobility time. No significant percentage increase in the sleeping time was observed in any of the synthesized compounds evaluated by phenobarbitone induced hypnosis potentiation test. It can be concluded that newly synthesized compounds possessed sedative-hypnotic and CNS depressant activities at a significant level.

Molecular-Docking Study of quinazolin-4(3H)-one derivatives against GABAa Receptor Signifies the Novel Approach to Epilepsy Treatment

“…[3] the most important quinazoline families is quinazolinones, which are the key scaffold components of approximately 150 naturally occurring alkaloids and drugs. [4] Several reports have documented the biological activity of quinazolinones derivatives, including CNS related disorders, such as, conv ulsion, anxiet y, [5][6][7][8][9] antiinflammatory, analgesic, [10][11][12][13] antiviral, [14] antitumor, [15][16][17] and antimicrobial. [18] A lt hough t he exac t mechanisms of ac t ion of quinazolinones remain unknown, a study in epilepsy indicated that quinazolinones can enhance the action of GABA.…”

Acid‐Catalysed Cyclization ofo‐Aminobenzamide withα‐Oxodithioesters: A Divergent and Regioselective Synthesis of Quinazolinones and 1,3‐Benzothiazinones

“…Among azaheterocycles, quinazolinones and 1,3‐benzothiazines are pre‐eminent members because their derivatives exhibit a vast range of biological [2] as well as anticancer, [3] antimicrobial, [4] antihypertensive, [5] and other [6] therapeutic activities. Quinazolinones in particular, are used as central nervous system depressants [7] and also as chemo/bio‐sensors [8] . Quinazolinone is a key motif in many natural products [9] .…”

Benzoylquinazolinone derivatives as new potential antidiabetic agents: α‐Glucosidase inhibition, kinetic, and docking studies

“…Quinazolinone is an important scaffold with numerous pharmacological properties such as anticancer, anticonvulsant, anti‐HIV, central nervous system depressant, anti‐inflammatory, antifungal, antimicrobial activities . Recently, new quinazolinone derivatives have been reported as potent α‐glucosidase inhibitors …”

“…[7][8][9][10] Quinazolinone is an important scaffold with numerous pharmacological properties such as anticancer, anticonvulsant, anti-HIV, central nervous system depressant, anti-inflammatory, antifungal, antimicrobial activities. [11][12][13][14][15][16][17] Recently, new quinazolinone derivatives have been reported as potent α-glucosidase inhibitors. [18] In our continued interest in the development of α-glucosidase inhibitors, we synthesized and evaluated benzoylquinazolinone derivatives 3a-n as new inhibitors of α-glucosidase.…”