174565-63-0

Basic information

• Product Name: 7-nitroquinazoline-2,4(1H,3H)-dione
• Synonyms: 7-nitroquinazoline-2,4(1H,3H)-dione
• CAS NO: 174565-63-0
• Molecular Formula: C₈H₅N₃O₄
• Molecular Weight: 207.143
• Mol File: 174565-63-0.mol
• Article Data: 11

Chemical Properties

• Melting Point: 350-355℃
• Appearance: /
• Density: 1.555±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 9.01±0.20(Predicted)
• CAS DataBase Reference: 7-nitroquinazoline-2,4(1H,3H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 7-nitroquinazoline-2,4(1H,3H)-dione(174565-63-0)
• EPA Substance Registry System: 7-nitroquinazoline-2,4(1H,3H)-dione(174565-63-0)

Safety Data

• Hazardous Substances Data: 174565-63-0(Hazardous Substances Data)

Usage

Uses

7-Nitroquinazoline-2,4(1H,3H)-dione is a reactant used in the preparation of non-peptidic substrate-mimetic inhibitors of Akt as potential anti-cancer agents.

Upstream product

• 127099-85-8 N-Cyanoguanidine 
• 619-17-0 4-Nitroanthranilic acid 
• 57-13-6 urea 
• 7647-01-0 hydrogenchloride 
• 2879-79-0 N-(2-methyl-5-nitrophenyl)acetamide 
• 951-97-3 2-acetamido-4-nitrobenzoic acid 
• 917-61-3 sodium isocyanate 
• 610-30-0 2,4-dinitrobenzoic acid 
• 610-68-4 2-ureidobenzoic acid 
• 1029420-40-3 C₁₁H₉N₃O₅ 

Downstream Products

• 59674-85-0 7-aminoquinazoline-2,4(1H,3H)-dione 
• 129112-65-8 2,4-dichloro-7-nitroquinazoline 
• 1032373-44-6 1,3-dibenzyl-7-nitro-1H-quinazoline-2,4-dione 
• 1032373-45-7 1,3-dibenzyl-6-nitro-1H-quinazoline-2,4-dione 
• 129112-64-7 2-Chloro-7-nitro-4(3H)-quinazolinone 

Relevant articles and documents

Oxidative cyclocondensation of cyclic thio(seleno)ureas. 4. Electronic effects of the substituents and the medium

We have studied the electronic effect of substituents, steric factors, the medium, and the nature of the oxidizing agent on oxidative cyclocondensation of 2-thioxo-4-quinazolone and its substituted derivatives. We have found that electron-donor substituents promote the reaction while electronacceptor substituents inhibit the reaction. 2006 Springer Science+Business Media, Inc.

Design, synthesis and biological evaluation of 2-aminoquinazolin-4(3H)-one derivatives as potential SARS-CoV-2 and MERS-CoV treatments

Despite the rising threat of fatal coronaviruses, there are no general proven effective antivirals to treat them. 2-Aminoquinazolin-4(3H)-one derivatives were newly designed, synthesized, and investigated to show the inhibitory effects on SARS-CoV-2 and MERS-CoV. Among the synthesized derivatives, 7-chloro-2-((3,5-dichlorophenyl)amino)quinazolin-4(3H)-one (9g) and 2-((3,5-dichlorophenyl)amino)-5-hydroxyquinazolin-4 (3H)-one (11e) showed the most potent anti-SARS-CoV-2 activities (IC50 50 50 > 25 μM). In addition, both compounds showed acceptable results in metabolic stabilities, hERG binding affinities, CYP inhibitions, and preliminary PK studies.

Discovery of 2-(2-aminopyrimidin-5-yl)-4-morpholino-N-(pyridin-3-yl)quinazolin-7-amines as novel PI3K/mTOR inhibitors and anticancer agents

In this study, a series of novel 7 or 8-substituted 4-morpholine-quinazoline derivatives was designed and synthesized. Their PI3Kα inhibitory activities, antiproliferative activities against seven cancer cell lines, namely, PC-3, DU145, MCF-7, BT474, SK-BR-3, U937 and A431, were evaluated in vitro. Compound 17f proved to be a potential drug candidate with high PI3Kα inhibition activity (IC50 = 4.2 nM) and good antiproliferative activity. Compound 17f was also tested for its inhibitory activities against other kinases, such as PI3Kβ, PI3Kγ, PI3Kδ and mTOR, its effects on p-Akt (S473) and cell cycle. These results suggested that compound 17f could significantly inhibit the PI3K/Akt/mTOR pathway as a potent PI3K inhibitor and anticancer agent.