22312-82-9

Upstream product

• 104-94-9 4-methoxy-aniline 
• 14422-49-2 2-chloroacetamidobenzoic acid 
• 118-92-3 anthranilic acid 
• 22312-68-1 2-Chloracetamido-benzoesaeure-(4-methoxy-anilid) 

Downstream Products

• 156672-71-8 4-{[3-(4-Methoxy-phenyl)-4-oxo-3,4-dihydro-quinazolin-2-ylmethyl]-amino}-benzoic acid ethyl ester 
• 1189553-17-0 C₃₀H₃₂N₂O₁₁S 
• 1189553-22-7 C₂₇H₂₈N₂O₉S 
• 952613-08-0 {5-[3-(4-methoxy-phenyl)-4-oxo-3,4-dihydro-quinazolin-2-yl]-4-phenyl-thiazol-2-yl}-carbamic acid ethyl ester 
• 952613-12-6 3-(4-methoxy-phenyl)-2-(4-phenyl-2-phenylamino-thiazol-5-yl)-3H-quinazolin-4-one 
• 952613-14-8 N-{5-[3-(4-methoxy-phenyl)-4-oxo-3,4-dihydro-quinazolin-2-yl]-4-phenyl-thiazol-2-yl}-benzamide 
• 1333248-35-3 3-(4-methoxyphenyl)-2-(piperazin-1-ylmethyl)quinazolin-4(3H)-one 
• 952613-20-6 2-[2-(4-chloro-phenylamino)-4-phenyl-thiazol-5-yl]-3-(4-methoxy-phenyl)-3H-quinazolin-4-one 
• 952613-06-8 2-[2-(4-chloro-phenylamino)-4-methyl-thiazol-5-yl]-3-(4-methoxy-phenyl)-3H-quinazolin-4-one 
• 116270-62-3 C₃₁H₂₈N₆O₄S 
• 116270-68-9 C₃₀H₂₅BrN₆O₃S 
• 116270-65-6 C₃₀H₂₅ClN₆O₃S 
• 116270-59-8 C₃₁H₂₈N₆O₃S 
• 116270-90-7 3-(4-Methoxy-phenyl)-2-({4-[5-(4-methoxy-phenylamino)-[1,3,4]oxadiazol-2-yl]-phenylamino}-methyl)-3H-quinazolin-4-one 

Relevant academic research and scientific papers

Substituted 4-phenylthiazoles: Development of potent and selective A1, A3 and dual A1/A3 adenosine receptor antagonists

Adenosine acts as a powerful signaling molecule via four distinct G protein-coupled receptors, designated A1, A2A, A2B and A3 adenosine receptors (ARs). A2A and A2B ARs are Gs-coupled, while A1 and A3 ARs inhibit cAMP production via Gi proteins. Antagonists for A1 and A3 ARs may be useful for the treatment of (neuro)inflammatory diseases including acute kidney injury and kidney failure, pulmonary diseases, and Alzheimer's disease. In the present study, we optimized the versatile 2-amino-4-phenylthiazole scaffold by introducing substituents at N2 and C5 to obtain A1 and A3 AR antagonists including dual-target compounds. Selective A1 antagonists with (sub)nanomolar potency were produced, e.g. 11 and 13. These compounds showed species differences being significantly more potent at the rat as compared to the human A1 AR, and were characterized as inverse agonists. Several potent and selective A3 AR antagonists, e.g. 7, 8, 17 and 22 (Ki values of 5–9 nM at the human A3 AR) were prepared, which were much less potent at the rat orthologue. Moreover, dual A1/A3 antagonists (10, 18) were developed showing Ki values between 8 and 42 nM. Docking and molecule dynamic simulation studies using the crystal structure of the A1 AR and a homology model of the A3 AR were performed to rationalize the observed structure-activity relationships.

Quinazolinone-based rhodanine-3-acetic acids as potent aldose reductase inhibitors: Synthesis, functional evaluation and molecular modeling study

A series of quinazolinone-based rhodanine-3-acetic acids was synthesized and tested for in vitro aldose reductase inhibitory activity. All the target compounds displayed nanomolar activity against the target enzyme. Compounds 3a, 3b, and 3e exhibited almo

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 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.

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

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'-