36567-87-0

Upstream product

• 67718-36-9 N-[2-(aminocarbonyl)phenyl]-2-nitrobenzamide 
• 28144-70-9 anthranilic acid amide 
• 552-89-6 2-nitro-benzaldehyde 
• 612-25-9 2-Nitrobenzyl alcohol 
• 5900-59-4 2-amino-4-chlorobenzamide 
• 121-90-4 m-nitrobenzoic acid chloride 
• 118-48-9 isatoic anhydride 
• 1904-78-5 2-nitrobenzylamine 
• 95668-86-3 1-(azidomethyl)-2-nitrobenzene 
• 13939-06-5 molybdenum hexacarbonyl 
• 70102-35-1 2-nitrobenzothioamide 
• 16433-96-8 2-ethynyl-1-nitrobenzene 
• 16313-85-2 2,3-dihydro-2-(2-nitrophenyl)quinazolin-4(1H)-one 
• 612-24-8 o-nitrobenzonitrile 

Downstream Products

• 27259-73-0 2-(2'-aminophenyl)-4(3H)-quinazolinone 
• 73565-06-7 5,6-dihydro-6-phenylquinazolino<4,3-b>quinazolin-8(H)-one 
• 1637443-98-1 N-((2-(4-(N-(4-(2-diethylaminoethoxy))phenyl)amino)-quinazolin-2-yl)phenyl)-3-(4-methylpiperazin-1-yl)propanamide 

Relevant academic research and scientific papers

A one-pot synthesis of novel sugar derived 5,6-dihydro-quinazolino[4,3-b]quinazolin-8-ones: an entry towards highly functionalized sugar-heterocyclic hybrids

An efficient and practical one-pot method for the synthesis of novel diversified sugar derived dihydro-quinazolino[4,3-b]quinazolin-8-ones has been reported. Various protected sugar hemiacetals were used to synthesize the hybrid tetracyclic ring system. The one-step reductive transformation of 2-(2-nitrophenyl)-3H-quinazolin-4-one with different sugar hemiacetals furnished the desired tetracyclic product in good yields and with high purity.

A new fluorescent probe for ultrasensitive detection of phosgene in solution and the gas phase

Due to the high toxicity and commercial availability of phosgene, it is urgent to detect phosgene quickly and reliably to deal with its potential serious threat to public safety. A new 2-(2-aminophenyl)quinazolin-4(3H)-one (APQ) based fluorescent probeAPQhas been developed as a rapid, highly sensitive, and selective sensor for phosgene in this work.APQdisplays very weak fluorescence in acetonitrile due to the free rotation of the 2-aminophenyl moiety. After reacting with phosgene,APQis converted to a new restricted intramolecular motion productAPQU1. Owing to the specific cyclization reactions,APQexhibits an obvious fluorescence response toward phosgene with a large Stokes shift (104 nm), instant response (less than 20 s), and low detection limit (0.16 ppm). Moreover, theAPQ-loaded test strip was prepared and demonstrated to have practical utility in detecting phosgene vapor.

Antioxidant and ros inhibitory activities of heterocyclic 2-aryl-4(3h)-quinazolinone derivatives

Background: Antioxidants are small molecules that prevent or delay the process of oxidations caused by highly reactive free radicals. These molecules are known for their ability to protect various cellular architecture and other biomolecules from oxidative stress and free radicals. Thus, antioxidants play a key role in the prevention of oxidative damages caused by highly reactive free radicals. Methods: In the present study, a series of previously synthesized heterocyclic 2-aryl-4(3H)-quinazolinone derivatives 1-25 were screened for antioxidant activity by employing in vitro DPPH and superoxide anion radical scavenging activities. ROS inhibitory activities were also evaluated by serum-opsonized zymosan activated whole blood phagocytes and isolated neutrophils. Cytotoxicity studies were carried out by employing an MTT assay against the 3T3 cell line. Results: Most of the 2-aryl-4(3H)-quinazolinone derivatives showed potent antioxidant activities in superoxide anion radical scavenging assay with IC50 value ranging between 0.57 μM-48.93 μM, as compared to positive control quercetin dihydrate (IC50 = 94.1 ± 1.1 μM ). Compounds 5, 6, and 14 showed excellent activity in DPPH assay. Compounds 5-8, 12-15, 17, and 20 showed promising activities in the ROS inhibition assay. All compounds were found to be non-cytotoxic against the 3T3 cell line. Structure antioxidant activity has been established. Conclusion: It can be concluded that most of the heterocyclic 2-aryl-4(3H)-quinazolinone derivatives 1-25 are identified as promising antioxidant agents that are capable of fighting against free radicals and oxidative stress. Thus, they can serve as a lead towards treating oxidative stress and related pathologies.

Luotonin A and Its Derivatives as Novel Antiviral and Antiphytopathogenic Fungus Agents

Plant diseases caused by viruses and fungi have posed a serious threat to global agricultural production. The discovery of new leads based on natural products is an important way to innovate pesticides. In this work, natural product luotonin A was found to have good antiviral activity against tobacco mosaic virus (TMV) for the first time. A series of luotonin A derivatives were designed, synthesized, and evaluated for their antiviral activities and fungicidal activities systematically. Most compounds displayed better antiviral activities against TMV than commercial ribavirin. Compounds 9k, 12b, and 12d displayed about similar inhibitory effects as ningnanmycin (inhibitory rates of 55, 57, and 59% at 500 μg/mL for inactivation, curative, and protection activities in vivo, respectively), the best antiviral agent at present, and emerged as novel antiviral leads for further research. We selected 9k for further antiviral mechanism research via transmission electron microscopy and molecular docking, which revealed that compound 9k can interact with TMV coat protein through the hydrogen bond, leading to its polymerization, thus preventing virus assembly. Further fungicidal activity tests showed that these compounds also showed broad-spectrum fungicidal activities against 14 kinds of phytopathogenic fungi. Especially, compound 14 with a 100% antifungal effect against Botrytis cinereal emerged as a lead for further research. This work provides a reference for the development of agricultural active ingredients based on Chinese medicine plants.

Synthesis of quinazolin-4(3H)-ones via the reaction of isatoic anhydride with benzyl azides in the presence of potassium tert-butoxide in DMSO

[Figure not available: see fulltext.] In this paper, a novel method is described for the synthesis of quinazolin-4(3H)-one derivatives via the reaction of isatoic anhydride with benzyl azides in the presence of potassium tert-butoxide in DMSO. The reactio

Mo (CO)6-assisted Pd-supported magnetic graphene oxide-catalyzed carbonylation-cyclization as an efficient way for the synthesis of 4(3H)-quinazolinones

In this paper, a novel catalyst is introduced based on the immobilization of palladium on modified magnetic graphene oxide nanoparticles. The catalyst is characterized by several methods, including transmission electron microscopy, scanning electron microscopy, X-ray fluorescence, vibrating-sample magnetometer, Fourier transform-infrared and dynamic light scattering (DLS) analysis. The activity of the catalyst was investigated in the synthesis of 4(3H)-quinazolinones via Pd-catalyzed carbonylation-cyclization of N-(2-bromoaryl) benzimidamides by Mo (CO)6. The Mo (CO)6 is used as a carbon monoxide source for performing the reaction under mild conditions. The catalyst showed good reusability, and no change in activity was observed after 10?cycles of recovery.

Synthesis, in silico pharmacokinetic profile and anti-cholinesterase activity of quinazolin-4(3h)-one derivatives

We have carried out synthesis and biological evaluation of various quinazolin-4(3H)-one derivatives as potent cholinesterase (AChE/BChE) inhibitors. In vitro assay results revealed that all compounds exhibited inhibitory activity against both cholinesterase enzymes (AChE and BChE) and in few cases this activity was comparable to that of standard galantamine drug. Among all, the compounds 3j with 3-methoxy-4- hydroxy groups attached to phenyl ring at C-2 position showed the highest inhibition activity with IC50 values of 4.2±0.13 μM and 12.7±1.44 μM for AChE and BChE, respectively. The compound 3c with chloro group at para position of the phenyl ring was found to be the second most potent cholinesterase inhibitor, displaying an IC50 value of 6.1±1.06 μM (AChE) and 13.8±0.74 μM (BChE). Preliminary in silico pharmacokinetic studies showed that, with the exception of a few compounds, all others have a good pharmacokinetic profile. Analysis of molecular descriptors and drug likeliness properties by using the tool Molinspiration server showed that all synthesized compounds are in good agreement with Lipinski Rules of five. The synthesized compounds can be used as structural foundation for the preparation of new potent cholinesterase inhibitors.

Solvent-free copper-catalyzed three-component synthesis of 2-substituted quinazolin-4(3H)-ones

Abstract: A novel and efficient approach for the synthesis of quinazoline-4(3H)-ones through a one-pot copper-catalyzed three-component reaction of isatoic anhydrides, aryl nitriles, and ammonium acetate under solvent-free conditions in good yields is described. Graphical abstract: [Figure not available: see fulltext.]

Electron transfer-induced oxidation of 2,3-dihydroquinazolin-4(1H)-ones

A series of 2-substituted 2,3-dihydroquinazolin- 4(1H)-ones were oxidized to quinazolin-4(3H)-ones using tetrabutylammonium peroxydisulfate. The rate and the outcome of the reaction are dependent on the type and nature of 2-substitution. An electron transfer mechanism is proposed for this study, which is supported by the retention or elimination of 2-substitution during the oxidation process.

Discovery of Small Molecules for Repressing Cap-Independent Translation of Human Vascular Endothelial Growth Factor (hVEGF) as Novel Antitumor Agents

Angiogenesis is important in tumorigenesis and tumor progression. Human vascular endothelial growth factor (hVEGF) is an angiogenic growth factor that plays a crucial role in tumor progression. The G-rich region within the 5′-untranslated regions (5′-UTR) of hVEGF-A mRNA can form a "switchable" RNA G-quadruplex structure that is essential for a cap-independent translation initiation. We screened our small-molecule library for binders of this G-tract. One novel quinazoline derivative, compound 1, showed a significant specific interaction with the G-tract and destabilized the G-quadruplex structure. The results of cellular experiments revealed that compound 1 down-regulated hVEGF-A translation and significantly impeded tumor cells migration. We also found that compound 1 exhibited tumor-inhibiting activity in MCF-7 xenograft tumors, which might be related to its ability to reduce hVEGF expression. These findings present a new strategy of hVEGF-A translational control in which small molecules interact with G-quadruplex structure in the 5′UTR.