Brief introduction of (R)-4-Benzyl-2-oxazolidinone

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Synthetic studies of carolacton: Enantioselective total synthesis of C1-C8 and C9-C19 fragments of the molecule

This paper describes synthetic studies towards carolacton, a highly potent antibiotic against dental caries and endocarditis related bacterium Streptococcus mutans. The synthesis of the 12-membered lactone with a diversely functionalized keto acid side chain was accomplished by utilizing a blend of chiral pool and aldol strategies. Carbon chain C1-C8 was derived by utilizing Paterson aldol methodology and a Corey-Fuchs reaction. The C9-C19 chain was prepared by means of iterative Evans asymmetric alkylations and an E-selective cross-metathesis reaction. Georg Thieme Verlag Stuttgart New York.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H1990NO – PubChem

 

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From amino acids to fused chiral pyrrolidines and piperidines via the INOC route

Intramolecular nitrile oxide olefin cycloaddition (INOC) reactions of oximes 1-3 and of 24-27 derived from 1-amino acids have been found to proceed stereoselectively, yielding tricyclic fused pyrrolidines and piperidines. Further manipulation led to chiral hydroxymethyl-substituted fused piperidines 33-35 and to 3-amino-4-(1-hydroxypropyl)-2-mercaptomethyl-N- methylpiperidine (36). The structures and stereochemistries of the fused systems, as well as those of the piperidines, have been established by NMR.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H1468NO – PubChem

 

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Method for treating glaucoma IIB

Provided is a method of decreasing intraocular pressure or improving ocular accommodation in an animal, including a human, comprising administering an intraocular pressure decreasing amount or ocular accommodation improving amount of a compound of the formula I or IA, 1wherein J is oxygen, sulfur, or N?Rd.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H75NO – PubChem

 

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Related Products of 497-25-6, Catalysts function by providing an alternate reaction mechanism that has a lower activation energy than would be found in the absence of the catalyst. In some cases, the catalyzed mechanism may include additional steps.In a article, 497-25-6, molcular formula is C3H5NO2, introducing its new discovery.

Cysteine-Aminoethylation-Assisted Chemical Ubiquitination of Recombinant Histones

Histone ubiquitination affects the structure and function of nucleosomes through tightly regulated dynamic reversible processes. The efficient preparation of ubiquitinated histones and their analogs is important for biochemical and biophysical studies on histone ubiquitination. Here, we report the CAACU (cysteine-aminoethylation assisted chemical ubiquitination) strategy for the efficient synthesis of ubiquitinated histone analogs. The key step in the CAACU strategy is the installation of an N-alkylated 2-bromoethylamine derivative into a recombinant histone through cysteine aminoethylation, followed by native chemical ligation assisted by Seitz’s auxiliary to produce mono- and diubiquitin (Ub) and small ubiquitin-like modifier (SUMO) modified histone analogs. This approach enables the rapid production of modified histones from recombinant proteins at about 1.5-6 mg/L expression. The thioether-containing isopeptide bonds in the products are chemically stable and bear only one atomic substitution in the structure, compared to their native counterparts. The ubiquitinated histone analogs prepared by CAACU can be readily reconstituted into nucleosomes and selectively recognized by relevant interacting proteins. The thioether-containing isopeptide bonds can also be recognized and hydrolyzed by deubiquitinases (DUBs). Cryo-electron microscopy (cryo-EM) of the nucleosome containing H2BKC34Ub indicated that the obtained CAACU histones were of good quality for structural studies. Collectively, this work exemplifies the utility of the CAACU strategy for the simple and efficient production of homogeneous ubiquitinated and SUMOylated histones for biochemical and biophysical studies.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H441NO – PubChem

 

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A novel and efficient (NHC)CuI (NHC = N-heterocyclic carbene) catalyst for the oxidative carbonylation of amino compounds

Oxidative carbonylation of amino compounds to prepare corresponding 2-oxazolidinones, ureas, and carbamates selectively in the presence of (NHC)CuI without any additives was firstly achieved in good yields and selectivities.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H1214NO – PubChem

 

Awesome Chemistry Experiments For 5-(Chloromethyl)oxazolidin-2-one

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3,5,7-Substituted Pyrazolo[4,3- d]pyrimidine Inhibitors of Cyclin-Dependent Kinases and Their Evaluation in Lymphoma Models

Cyclin-dependent kinases are therapeutic targets frequently deregulated in various cancers. By convenient alkylation of the 5-sulfanyl group, we synthesized 3-isopropyl-7-[4-(2-pyridyl)benzyl]amino-1(2)H-pyrazolo[4,3-d]pyrimidines with various substitutions at position 5 with potent antiproliferative activity in non-Hodgkin lymphoma cell lines. The most potent derivative 4.35 also displayed activities across more than 60 cancer cell lines. The kinase profiling confirmed high selectivity of 4.35 toward cyclin-dependent kinases (CDKs) 2, 5, and 9, and the cocrystal with CDK2/cyclin A2 revealed its binding in the active site. Cultured lymphoma cell lines treated with 4.35 showed dephosphorylation of CDK substrates, cleavage of PARP-1, downregulation of XIAP and MCL-1, and activation of caspases, which collectively confirmed ongoing apoptosis. Moreover, 4.35 demonstrated significant activity in various cell line xenograft and patient-derived xenograft mouse models in vivo both as a monotherapy and as a combination therapy with the BCL2-targeting venetoclax. These findings support further studies of combinatorial treatment based on CDK inhibitors.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H1442NO – PubChem

 

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Diaminotetrafluoroethoxybenzenes

Tetrafluoroethoxybenzenes, and their acid addition salts, of the general formula: STR1 in which R1 may represent hydrogen or an alkyl having from 1 to 4 carbon atoms and R2, R3 and R4 represent one or more of the same or different substituents selected from hydrogen, an alkyl having 1 to 4 carbon atoms or mono- or dihydroxylalkyls having 1 to 4 carbon atoms, provided that the amino groups are situated relative to one another in an ortho- or meta- position and R1, R2, R3 and R4 do not simultaneously represent hydrogen when the amino groups are arranged in a 2,4- position. The compounds of the invention, along with 2,4-diaminotetrafluoroethoxybenzene, are useful as coupler components in oxidative hair coloring agents. A process for making the compounds, as well as a separate process for making the mono-N-beta-hydroxylethyl compounds, is provided.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H149NO – PubChem

 

Discovery of Oxazolidin-2-one

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Analogs of 3,4,5 trimethoxybenzamide: synthesis and effects on CNS

A series of new heterocyclic derivatives of 3,4,5 trimethoxybenzamide was synthesized and tested for C.N.S. depressant activity. The oxazolidino and imidazolino derivatives (VI c) and (VI g) were subjected to more detailed pharmacological evaluation in comparison with trimetozine, and proved to be particularly active on conditioned and aggressive behavior of rodents.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H899NO – PubChem

 

The important role of (R)-4-Benzyl-3-(3-methylbutanoyl)oxazolidin-2-one

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Lead optimization of 5-amino-6-(2,2-dimethyl-5-oxo-4-phenylpiperazin-1-yl)- 4-hydroxyhexanamides to reduce a cardiac safety issue: Discovery of DS-8108b, an orally active renin inhibitor

With the aim to address an undesired cardiac issue observed with our related compound in the recently disclosed novel series of renin inhibitors, further chemical modifications of this series were performed. Extensive structure-activity relationships studies as well as in vivo cardiac studies using the electrophysiology rat model led to the discovery of clinical candidate trans-adamantan-1-ol analogue 56 (DS-8108b) as a potent renin inhibitor with reduced potential cardiac risk. Oral administration of single doses of 3 and 10 mg/kg of 56 in cynomolgus monkeys pre-treated with furosemide led to significant reduction of mean arterial blood pressure for more than 12 h.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H2606NO – PubChem

 

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New progress in azole compounds as antimicrobial agents

The increasing incidence of microbial resistance and newly emerging pathogens have become a serious challenge for public health. More and more efforts have been directed to the development of new antimicrobial agents with distinct mechanisms from the well-known classes of clinical drugs. The extensive clinical utilization of azole-based medicinal drugs has evoked numerous attentions, and their researches and developments have been a quite rapid developing and active highlight topic with an infinite space. Consideration of our researches on azole compounds and other literature in recent three years, this review scientifically reviewed the new progress of azole derivatives as antibacterial, antifungal, antitubercular and antiviral agents, including mono-nitrogen azoles (oxazoles, thiazoles and carbazoles), bis-nitrogen azoles (imidazoles, pyrazoles and benzimidazoles) and tri-nitrogen azoles (triazoles and benzotriazoles) as well as tetrazole derivatives. It was hoped that this review would be helpful for the design and development of highly efficient azole derivatives with high bioactivity and low toxicity.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H1196NO – PubChem