3166-54-9

Usage

Uses

Used in Pharmaceutical Research:
2-(Chloromethyl)-3-(2-methylphenyl)-4(3H)-quinazolinone is used as a research compound for exploring its hypnotic activity. It is utilized in biological studies to understand its potential effects on inducing sleep or sedation, which can be valuable for developing new therapeutic agents for sleep disorders or as sedatives.
Used in Chemical Synthesis:
In addition to its biological applications, 2-(chloromethyl)-3-(2-methylphenyl)-4(3H)-quinazolinone can be used as a building block in the synthesis of more complex organic molecules. Its unique structure allows for further chemical modifications, making it a versatile intermediate in the development of new pharmaceuticals or other specialty chemicals.
Used in Analytical Chemistry:
2-(chloromethyl)-3-(2-methylphenyl)-4(3H)-quinazolinone may also find use in analytical chemistry as a reference material or as part of a calibration standard for developing and validating analytical methods. Its distinct chemical properties can be leveraged to improve the accuracy and precision of various analytical techniques.

Upstream product

• 95-53-4 o-toluidine 
• 14422-49-2 2-chloroacetamidobenzoic acid 
• 118-92-3 anthranilic acid 

Downstream Products

• 80096-33-9 2-Aminomethyl-3,4-dihydro-3-(2-methylphenyl)-4-chinazolinon 
• 80096-26-0 2-Azidomethyl-3,4-dihydro-3-(2-methylphenyl)-4-chinazolinon 
• 81557-45-1 R,S-N-(<3,4-Dihydro-3-<2-methylphenyl>-4-oxo-2-chinazolinyl>-hydroxymethyl)acetamid 
• 80095-95-0 1-<3,4-Dihydro-3-(2-methylphenyl)-4-oxo-2-chinazolinylmethyl>-1H-1,2,3-triazol-4,5-dicarbonsaeuredimethylester 
• 952614-00-5 2-(5-(morpholin-4-yl)-4-phenylthiophen-2-yl)-3-o-tolyl-3H-quinazolin-4-one 
• 952614-01-6 2-[4-(4-chlorophenyl)-5-(morpholin-4-yl)thiophen-2-yl]-3-o-tolyl-3H-quinazolin-4-one 
• 952614-05-0 2-(5-(morpholin-4-yl)-4-(pyridin-4-yl)thiophen-2-yl)-3-o-tolyl-3H-quinazolin-4-one 
• 1255216-27-3 C₂₈H₂₃N₃O₃S 
• 1190370-16-1 C₂₀H₂₂N₄O 
• 1333248-24-0 2-((4-(furan-2-carbonyl)piperazin-1-yl)methyl)-3-o-tolylquinazolin-4(3H)-one 
• 1190370-12-7 C₂₅H₃₀N₄O₃ 
• 1250276-69-7 C₂₁H₂₄N₄O₃S 
• 1250276-79-9 C₂₆H₂₆N₄O₃S 
• 1189553-24-9 C₂₇H₂₈N₂O₈S 

Relevant academic research and scientific papers

Design and synthesis of 1,4-substituted 1H-1,2,3-triazolo-quinazolin-4(3H)-ones by Huisgen 1,3-dipolar cycloaddition with PI3Kγ isoform selective activity

A strategy for construction of medicinally important 1,4-substituted 1H-1,2,3-triazolo-quinazolin-4(3H)-ones has been devised and presented here. The compounds have been synthesized using one-pot multicomponent strategy under microwave assisted conditions. Triazolyl-quinazolinone based D-ring modified analogs are designed based on IC87114 scaffold, which is first known isoform selective inhibitor of PI3Kδ. Herein, we identified two triazolyl-quinazolinone compounds (5a and 5l) based on same scaffold with PI3Kγ specific inhibitory potential, the selectivity towards this isoform is well supported by in silico results, wherein, these compounds show better interaction and affinity and inhibitory activity for PI3Kγ rather than PI3Kδ. This repositioning of scaffold from PI3Kδ to PI3Kγ isoform can be very useful from medicinal chemistry and drug discovery perspective to unravel molecular interactions of this new scaffold in different cellular pathways.

One-pot multicomponent synthesis of medicinally important purine quinazolinone derivatives

Herein, a protocol that involves microwave-assisted, multicomponent one-pot synthetic strategy for the construction of the medicinally important purine quinazolinone scaffold is reported. A series of compounds are prepared by cyclization and condensation

One-pot multicomponent synthesis of medicinally important purine quinazolinone derivatives

Herein, a protocol that involves microwave-assisted, multicomponent one-pot synthetic strategy for the construction of the medicinally important purine quinazolinone scaffold is reported. A series of compounds are prepared by cyclization and condensation

Synthesis and evaluation of quinazolin-4-ones as hypoxia-inducible factor-1α inhibitors

Quinazolin-4-one 1 was identified as an inhibitor of the HIF-1α transcriptional factor from a high-throughput screen. HIF-1α up-regulation is common in many cancer cells. In this Letter, we describe an efficient one-pot sequential reaction for the synthes

Design, synthesis and evaluation of novel 2-thiophen-5-yl-3H-quinazolin-4-one analogues as inhibitors of transcription factors NF-k{cyrillic}B and AP-1 mediated transcriptional activation: Their possible utilization as anti-inflammatory and anti-cancer ag

In an attempt to discover novel inhibitors of NF-κB and AP-1 mediated transcriptional activation utilizing the concept of chemical lead based medicinal chemistry and bioisosterism a series of 2-(2,3-disubstituted-thiophen-5-yl)-3H-quinazolin-4-one analogs

Synthesis of novel new 2-(2-(4-((3,4-dihydro-4-oxo-3-aryl quinazolin-2-yl)methyl)piperazin-1-yl)acetoyloxy)-2-phenyl acetic acid esters

Stereoselective diazotization of (S)-2-amino-2-phenyl acetic acid (L-phenyl glycine) (4) with NaNO2 in 6% H2SO4 in a mixture of acetone and water gave optically pure (S)-2-hydroxy-2-phenyl acetic acid (L-mandelic acid) (5). Esterification, gave (S)-2-hydroxy-2-phenyl acetic acid esters (6). The latter was treated with chloroacetyl chloride in the presence of triethylamine (TEA) in dichloromethane (DCM) to yield (S)-2-chloroacetyloxy phenyl acetic acid ester (2). In another sequence, the reaction of 2-(chloromethyl)-3-arylquinazolin- 4(3H)-one (9) treated with N-Boc piperazine, followed by deprotection of the Boc group, to obtain 3-aryl-2-((piperazin-1-yl)methyl) quinazolin-4(3H)-one (3). Reaction of 2 with 3 in the presence of K2CO3 and KI gave the title compound, 2-(2-(4-((3,4-dihydro-4-oxo-3-arylquinazolin-2-yl)methyl)piperazin-1-yl) acetoyloxy)-2-phenyl acetic acid esters (1). The structures of all the new compounds obtained in the present work are supported by spectral and analytical data. Copyright Taylor & Francis Group, LLC.

Design, synthesis and characterization of novel 2-(2,4-disubstituted-thiazole-5-yl)-3-aryl-3H-quinazoline-4-one derivatives as inhibitors of NF-κB and AP-1 mediated transcription activation and as potential anti-inflammatory agents

A series of 2-(2,4-disubstituted-thiazole-5-yl)-3-aryl-3H-quinazoline-4-one derivatives were designed and synthesized. Synthesized molecules were further evaluated for their inhibitory activity towards transcription factors NF-κB and AP-1 mediated transcr

Synthesis of novel thioglycoside derivatives containing quinazolinone

Aseries of novel thioglycoside derivatives containing 4(3H)-quinazolinone was designed and synthesized from 2-chloromethyl-quinazolin-4(3H)-ones and 1-thioglycose. Several 2-chloromethyl-quinazolin-4(3H)-ones were synthesized on refluxing with 2-(chloroacetylamino)-benzoic acid and arylamines in acetonitrile. All of the novel compounds were characterized by IR, 1H NMR spectra and elemental analysis. The structures of compounds 7b, 8b and 8c have been determined by X-ray diffraction analysis.

THIAZOLE AND THIOPHENE ANALOGUES, AND THEIR USE IN TREATING AUTOIMMUNE DISEASES AND CANCERS

Thiazole and thiophene compounds are disclosed having utility in treating inflammatory conditions, immunoinflammatory conditions, autoimmune diseases, and cancers. Methods for the synthesis of these compounds are also disclosed.

Synthesis and fungicidal activity of 3-aryl-2-(4'-aryl thiazol-2'-ylaminomethyl)quinazol-4(3H)-ones

A series of 3-aryl-2-(4'-aryl thiazol-2'-ylaminomethyl)quinazol-4(3H)-ones 3a-p have been prepared by condensing 3-aryl-2-chloromethylquinazol-4(3H)-ones with 2-amino-4-substituted phenylthiazoles. Another group of 3-aryl-6,8-dibromo-2-(4'-arylthiazol-2'-