Category: 54903-09-2

SDS of cas: 54903-09-2. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 6-Acetylbenzo[d]oxazol-2(3H)-one, is researched, Molecular C9H7NO3, CAS is 54903-09-2, about Synthesis of some novel benzoxazolinonylcarboxamides as potential anti-inflammatory agents. Author is Messaoud, Liacha; Wassila, Yahia; Khemissi, Seddiki; Yasmina, Adjeroud; Hanane, Chabane.

The synthesis of 2(3H)-benzoxazolinonylcarboxamide derivatives I (R = H, CH3) starting from 2-amino-4,6-dimethylpyridine and substituted (benzoxazolinon-6-yl)carboxylic acids II, which were designed as anti-inflammatory agents is described. The II were obtained by Friedel-Crafts acylation of 2(3H)-benzoxazolone derivatives with oxalyl chloride and acetylchloride in the presence of the AlCl3-DMF complex.

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Bilginer, Sinan; Bardaweel, Sanaa K.; Sabbah, Dima A.; Gul, Halise Inci published the article 《Docking Studies and Antiproliferative Activities of 6-(3-aryl-2-propenoyl)-2(3H)- benzoxazolone Derivatives as Novel Inhibitors of Phosphatidylinositol 3-Kinase (PI3Kα)》. Keywords: aryl propenoyl benzoxazolone preparation antiproliferative antitumor agent apoptosis; LDH; Molecular docking; PI3Kα; apoptosis; chalcone; colon cancer.They researched the compound: 6-Acetylbenzo[d]oxazol-2(3H)-one( cas:54903-09-2 ).Name: 6-Acetylbenzo[d]oxazol-2(3H)-one. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:54903-09-2) here.

Cancer is a life-threatening group of diseases and universally, the second main cause of death. The design and development of new scaffolds targeting selective cancer cells are considered a promising goal for cancer treatment. Aims and Objective: Chalcone derivatives; 6-(3-aryl-2-propenoyl)-2(3H)-benzoxazolone, were previously prepared and evaluated against the oral cavity squamous cell carcinoma cell line, HSC-2, and were reported to have remarkably high tumor selectivity. The aim of this study was to further investigate the anticancer activities of the chalcone derivatives against human colon cancer cells with a possible elucidation of their mechanism of action. Computational studies were conducted to explore the potential interaction of the synthesized mols. with the phosphatidylinositol-4,5-bisphosphate 3-kinaseα (PI3Kα). Biol. evaluation of the antiproliferative activities associated with compounds was carried out against the colon cancer cell line, HCT116. Lactate Dehydrogenase (LDH) activity was measured to study necrosis, while the caspase-3 activation and DNA measurements were used to evaluate apoptosis in the treated cells. Glide studies against PI3Kα kinase domain demonstrated that the 6-(3-aryl-2-propenoyl)-2(3H)- benzoxazolone scaffold forms H-bond with K802, Y836, E849, V851, N853, Q859, and D933, and it fits the fingerprint of PI3Kα active inhibitors. Biol. evaluation of the reported compounds in HCT116 cell line confirmed that the series inhibited PI3Kα activity and induced apoptosis via activation of caspase-3 and reduction of DNA content. The recently developed compounds might be employed as lead structures for the design of new antitumor drugs targeting PI3Kα.

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COA of Formula: C9H7NO3. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 6-Acetylbenzo[d]oxazol-2(3H)-one, is researched, Molecular C9H7NO3, CAS is 54903-09-2, about Synthesis and Structure-activity Relationship of Aminoarylthiazole Derivatives as Potential Potentiators of the Chloride Transport Defect in Cystic Fibrosis. Author is Liessi, Nara; Pesce, Emanuela; Salis, Annalisa; Damonte, Gianluca; Tasso, Bruno; Cichero, Elena; Pedemonte, Nicoletta; Millo, Enrico.

Cystic fibrosis (CF) is the autosomal recessive disorder most common in Caucasian populations. It is caused by mutations in the cystic fibrosis transmembrane regulator protein (CFTR). CFTR is predominantly expressed at the apical plasma membranes of the epithelial cells lining several organs, and functions as a cAMP-regulated chloride/bicarbonate channel. To address the underlying causes of cystic fibrosis, two biomol. activities are required, namely correctors to increase CFTR levels at the cell surface, and potentiators to allow the effective opening of the CFTR channel. In our previous data, we demonstrated that some aminoarylthiazoles (AATs) have peculiar activity acting as correctors and as potentiator-like mols. Curiously, a compound called 1 has been shown to be markedly active as a potentiator. Now, we have further modified its scaffold at different portions, for the identification of mols. with improved potency and effectiveness on mutant CFTR. Starting from this active compound, we synthesized a small library trying to improve the activity as potentiators. To extrapolate the contribution of a particular structural portion to bioactivity, we selectively modified one portion at a time. Our study has provided a structure-activity relationship (SAR) on AATs and led to the identification of some compounds, with a particular ability to act as CFTR potentiators. Two compounds 2 and 13 appear to be promising mols. and could be used for the future development of potentiators of the chloride transport defect in cystic fibrosis.

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Electric Literature of C9H7NO3. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 6-Acetylbenzo[d]oxazol-2(3H)-one, is researched, Molecular C9H7NO3, CAS is 54903-09-2, about Carboline and phenothiazine derivatives as potent SIGMA-1 protein ligands. Author is Donnier-Marechal, Marion; Larchanche, Paul-Emmanuel; Le Broc, Delphine; Furman, Christophe; Carato, Pascal; Melnyk, Patricia.

Sigma 1 receptors are associated with neurodegenerative and psychiatric disorders. These receptors, via their chaperoning functions that counteract endoplasmic reticulum stress and block neurodegeneration, may serve as a target for a new generation of antidepressants or neuroprotective agents. The involvement of these receptors has also been observed in neuropathic pain and cancer. Only a few ligands, such as Igmesine and Anavex 2-73, have been involved in clin. trials. Thus the development of sigma 1 ligands is of interest to a new generation of drugs. Previous work in the laboratory underlined the potency of benzannulated bicyclic compounds as interesting ligands. Herein the work was extended to a series of novel tricyclic compounds Carboline and phenothiazine derivatives were designed and synthesized. In vitro competition binding assays for sigma 1 and 2 receptors showed that most of them have high affinity for sigma 1 receptor (Ki = 2.5-18 nM), and selectivity toward sigma 2 receptor, without cytotoxic effects on SY5Y cells.

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Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 6-Acetylbenzo[d]oxazol-2(3H)-one, is researched, Molecular C9H7NO3, CAS is 54903-09-2, about Alkoxyphenyl methanesulfonamides: synthesis, anti-inflammatory effect, and docking studies.Application of 54903-09-2.

A series of 2-alkoxyphenyl methanesulfonamide-based compounds were synthesized and evaluated for their anti-inflammatory activity in carrageenan-induced rat paw edema model. The compounds 4-7 showed comparable anti-inflammatory activity to rofecoxib and indomethacin, the standard drugs taken in both the studies. The synthesized compounds were also investigated for their gastric ulcerogenic potential and found to be non-ulcerogenic at the test doses. In silico (docking studies) were done to investigate the hypothetical binding mode of the target compounds to the cyclooxygenase isoenzyme (COX-2). A binding model has been proposed based on the docking studies to explain the observed pharmacol. activity of the test compounds Selected physicochem. parameters for the target compounds suggest good drug transport properties and potential bioavailability.

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Aichaoui, Hocine; Poupaert, Jacques H.; Lesieur, Daniel; Henichart, Jean Pierre published the article 《Regioselectivity in the C-acylation of 2(3H)-benzoxazolones》. Keywords: benzoxazolone acylation regioselectivity; acylbenzoxazolone preparation NMR; acylaminophenol cyclocondensation urea.They researched the compound: 6-Acetylbenzo[d]oxazol-2(3H)-one( cas:54903-09-2 ).HPLC of Formula: 54903-09-2. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:54903-09-2) here.

C-acylation of benzoxazolone I (R = R1 = H) using either carboxylic acids R2CO2H and polyphosphoric acid as solvent and catalyst or under Friedel-Crafts conditions using acid halides or anhydrides in presence of AlCl3 in DMF gave only 6-acylbenzoxazolones I (R = H, R1 = COR2, R2 = Me, Et, CHBrMe, Ph, 2-thienyl). This observation contradicts previously published results. 5-Acylbenzoxazolones I (R = COR2, R2 as above, R1 = H) were prepared by the cyclocondensation of 4-acyl-2-aminophenols II (R2 as above) with urea. Proton NMR of 5- and 6-acylbenzoxazolones are reported.

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Computed Properties of C9H7NO3. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 6-Acetylbenzo[d]oxazol-2(3H)-one, is researched, Molecular C9H7NO3, CAS is 54903-09-2, about “”Fries Like”” Rearrangement: a novel and efficient method for the synthesis of 6-acyl-2(3H)-benzoxazolones and 6-acyl-2(3H)-benzothiazolones. Author is Ucar, Huseyin; Van derpoorten, Kim; Depovere, Paul; Lesieur, Daniel; Isa, Majed; Masereel, Bernard; Delarge, Jacques; Poupaert, Jacques H..

6-Acyl-2(3H)-benzoxazolone and 6-acyl-2(3H)-benzothiazolone derivatives have particularly interesting antiinflammatory, antiepileptic, analgesic and antiviral properties. A method of acylation on the 6-position of 2(3H)-benzoxazolone and 2(3H)-benzothiazolone which consists in a two-step procedure involving migration of the acyl group from the N-position to the 6-position of the heterocycle, at 165° and catalyzed by AlCl3 is reported. This new procedure is more efficient with regard to the consumption of AlCl3 and the yield (76-90%) than other acylation methods previously described.

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Application of 54903-09-2. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 6-Acetylbenzo[d]oxazol-2(3H)-one, is researched, Molecular C9H7NO3, CAS is 54903-09-2, about 6-Acyl benzoxazolinones. I. Author is Bonte, Jean P.; Lesieur, Daniel; Lespagnol, Charles; Plat, M.; Cazin, Jean C.; Cazin, Micheline.

6-Acylbenzoxazolinones I (R = H, Me, R1 = Me, CH2Cl, Et, Ph, CH2Ph, 2-thienyl) were prepared in 25-75% yield by treating 2-benzoxazolinone or 1-methyl-2-benzoxazolinone with R1CO2H and polyphosphoric acid. I (R = H, Me, R1 = CHO) was similarly prepared with hexamethylenetetramine and polyphosphoric acid. I had analgesic activity comparable to that of benzoxazolinone and aspirin, but lower antiinflammatory activity.

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Recommanded Product: 54903-09-2. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 6-Acetylbenzo[d]oxazol-2(3H)-one, is researched, Molecular C9H7NO3, CAS is 54903-09-2, about New halogenated chalcones with cytotoxic and carbonic anhydrase inhibitory properties: 6-(3-Halogenated phenyl-2-propen-1-oyl)-2(3H)-benzoxazolones. Author is Bilginer, Sinan; Gul, Halise I.; Erdal, Feyza S.; Sakagami, Hiroshi; Gulcin, Ilhami.

In this study, novel halogenated chalcones, 6-(3-halogenated phenyl-2-propen-1-one)-2(3H)-benzoxazolones (2a-n), were synthesized for the first time (except 2a), and their chem. structures were characterized by 1H NMR (NMR), 13C NMR, and high-resolution mass spectrometry spectra. Cytotoxic activities and carbonic anhydrase (CA) inhibitory effects of the compounds were studied to identify new possible drug candidate mols. Cytotoxicity results pointed out that compound 2m, 6-[3-(3-bromophenyl)-2-propenoyl]-2(3H)-benzoxazolone, had the highest cytotoxicity (CC50) and potency selectivity expression (PSE) values. Thus, compound 2m can be considered as a lead compound of the series in terms of cytotoxicity. When the CA inhibition results of the compounds were evaluated, it was found that the Ki values of the compounds ranged from 30.5 ± 11.3 to 65.5 ± 25.6 μM toward hCA I, and they ranged from 7.3 ± 1.8 to 58.8 ± 12.3 μM toward hCA II. However, the Ki values of the reference drug, acetazolamide (AZA), were 30.2 ± 7.8 and 4.4 ± 0.6 μM toward hCA I and hCA II, resp. According to the results obtained, compounds 2a-n had lower Ki values than AZA, whereas compounds 2a, 2b, 2e-g, 2l, and 2n had similar Ki values, compared with AZA. So, the compounds 2a, 2b, 2e-g, 2l, and 2n can be considered as lead mols. of this series for further considerations.

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Celik, Hayati; Buyukaga, Mahmure; Celebier, Mustafa; Turkoz Acar, Ebru; Baymak, Melek Sirin; Gokhan-Kelekci, Nesrin; Palaska, Erhan; Erdogan, Hakki published the article 《Determination of pKa Values of Some Benzoxazoline Derivatives and the Structure-Activity Relationship》. Keywords: ionization constant deprotonation benzoxazolinone derivative analgetic antiinflammatory drug SAR.They researched the compound: 6-Acetylbenzo[d]oxazol-2(3H)-one( cas:54903-09-2 ).Recommanded Product: 54903-09-2. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:54903-09-2) here.

The acid ionization constant (pKa) values of 2-(3H)-benzoxazolinone and its 17 derivatives were determined in buffered solutions by UV-vis spectrophotometry, potentiometry, and capillary zone electrophoresis techniques. The pKa values of the studied compounds were found to be in the range of 9.01 to 7.15. The advantages and limitations of each technique are discussed. The results suggest that the removal of a proton from the mol. occurred on the nitrogen atom of the 2-(3H)-benzoxazolinone ring and the analgesic/anti-inflammatory activities of the benzoxazolinone derivatives decrease when the pKa values of the compounds increase.

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Piperazine – Wikipedia,
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