221539-62-4

Upstream product

• 2393-23-9 4-methoxy-benzylamine 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 221539-30-6 2-amino-N-(4-methoxybenzyl)benzamide 
• 86-96-4 1,2,3,4-tetrahydro-quinazoline-2,4-dione 
• 824-94-2 p-methoxybenzyl chloride 
• 118-48-9 isatoic anhydride 
• 530-62-1 1,1'-carbonyldiimidazole 
• 134-20-3 2-carbomethoxyaniline 
• 56651-60-6 4-methoxybenzyl isocyanate 
• 118-92-3 anthranilic acid 
• 57-13-6 urea 

Downstream Products

• 112732-92-0 Ethyl 2-[1,2,3,4-tetrahydro-3-(4-methoxybenzyl)-2,4-dioxoquinazolin-1-yl]acetate 
• 128650-87-3 <3-(4'-hydrobenzyl)-1,2,3,4-tetrahydro-2,4-dioxo quinazolin-1-yl> acetic acid 
• 112733-34-3 2-[1,2,3,4-Tetrahydro-3-(4-methoxybenzyl)-2,4-dioxoquinazolin-1-yl]acetic acid 
• 221539-87-3 1-(5-chloropentyl)-2,4-dioxo-3-(4-methoxybenzyl)-1,2,3,4-tetrahydroquinazoline 
• 221539-88-4 1-(4-bromobutyl)-2,4-dioxo-3-(4-methoxybenzyl)-1,2,3,4-tetrahydroquinazoline 

Relevant academic research and scientific papers

One-pot Syntheses of Some New 2,4(1H,3H)-quinazolinedione Derivatives in the Absence of Catalyst

A facile, rapid and one-pot procedure for the synthesis of some new 2,4(1H,3H)-quinazolinediones is described. The method involves the one-pot condensation of isatoic anhydride, primary amine and carbonyl diimidazole (CDI) in the absence of organic or inorganic catalyst. It affords the corresponding product in high yield.

Deciphering the enzymatic target of a new family of antischistosomal agents bearing a quinazoline scaffold using complementary computational tools

A previous phenotypic screening campaign led to the identification of a quinazoline derivative with promising in vitro activity against Schistosoma mansoni. Follow-up studies of the antischistosomal potential of this candidate are presented here. The in v

Methylene chain ruler for evaluating the regioselectivity of a substrate-recognising oxidation catalyst

Regioselective C-H oxidation of aliphatic molecules with synthetic catalysts is challenging. We incorporated substrate-recognition sites into a ruthenium porphyrin-heteroaromatic N-oxide catalytic system in order to characterise its regioselectivity for t

NB 06: From a simple lysosomotropic aSMase inhibitor to tools for elucidating the role of lysosomes in signaling apoptosis and LPS-induced inflammation

Ceramide generation is involved in signal transduction of cellular stress response, in particular during stress-induced apoptosis in response to stimuli such as minimally modified Low-density lipoproteins, TNFalpha and exogenous C6-ceramide. In this paper we describe 48 diverse synthetic products and evaluate their lysosomotropic and acid sphingomyelinase inhibiting activities in macrophages. A stimuli-induced increase of C16-ceramide in macrophages can be almost completely suppressed by representative compound NB 06 providing an effective protection of macrophages against apoptosis. Compounds like NB 06 thus offer highly interesting fields of application besides prevention of apoptosis of macrophages in atherosclerotic plaques in vessel walls. Most importantly, they can be used for blocking pH-dependent lysosomal processes and enzymes in general as well as for analyzing lysosomal dependent cellular signaling. Modulation of gene expression of several prominent inflammatory messengers IL1B, IL6, IL23A, CCL4 and CCL20 further indicate potentially beneficial effects in the field of (systemic) infections involving bacterial endotoxins like LPS or infections with influenza A virus.

Neuroprotective efficacy of quinazoline type phosphodiesterase 7 inhibitors in cellular cultures and experimental stroke model

A simple and efficient synthetic method for the preparation of quinazoline type phosphodiesterase 7 (PDE7) inhibitors, based on microwave irradiation, has been developed. The use of this methodology improved yields and reaction times, providing a scalable procedure. These compounds are pharmacologically interesting because of their in vivo efficacy both in spinal cord injury and Parkinson's disease models, as shown in previous studies from our group. Herein we describe for the first time that administration of one of the PDE7 inhibitors here optimized, 3-phenyl-2,4-dithioxo-1,2,3,4-tetrahydroquinazoline (compound 5), ameliorated brain damage and improved behavioral outcome in a permanent middle cerebral artery occlusion (pMCAO) stroke model. Furthermore, we demonstrate that these PDE7 inhibitors are potent anti-inflammatory as well as neuroprotective agents in primary cultures of neural cells. These results led us to propose PDE7 inhibitors as a new class of therapeutic agents for neuroprotection.

Green synthesis of quinazolinone derivatives catalyzed by iodine in ionic liquid

A series of quinazolinone derivatives were synthesized by the reaction of 2-aminobenzamides and triethyl orthoformate or triphosgene in ionic liquid of [BMIm]BF4 at 80 °C catalyzed by iodine in good yields. Compared to other methods, this new procedure has the advantages of mild reaction conditions, good yields, operational simplicity, and environmentally friendly procedure. Copyright Taylor & Francis Group, LLC.

Efficient preparation of 3-substituted quinazolinediones directly from anthranilic acids and isocyanates

An efficient and practical synthesis of 3-substituted quinazolinediones is described. The protocol uses readily available isocyanates and anthranilic acids as precursors in a one-pot operation and has been demonstrated on >50 g scale. Isolation of the pro

Aldose reductase inhibition by 2,4-oxo and thioxo derivatives of 1,2,3,4-tetrahydroquinazoline

Inhibitors of aldose reductase are believed to be useful for the treatment of diabetic complications.Original acetic acids and their thioxo derivatives have been synthesized and examined for their ability to inhibit aldose reductase in vitro and in vivo.Most were active in vitro on rat lens aldose reductase in the 10-7 molar range.Compound V16, which has a (2'-fluoro-4'-bromo)benzyl substituent on nitrogen N-3 was found in hypergalactosemic rats to be a good inhibitor of galactitol accumulation in sciatic nerves andto prevent cataract formation.