Month: February 2023

Syntheses of cystothiazole A and its stereoisomers: importance of stereochemistry for antifungal activity was written by Ojika, Makoto;Watanabe, Tatsuya;Qi, Jianhua;Tanino, Tomoharu;Sakagami, Youji. And the article was included in Tetrahedron in 2004.Safety of (R)-4-Isopropyl-3-propionyloxazolidin-2-one This article mentions the following:

The enantiocontrolled total syntheses of all the stereoisomers of a myxobacterial antibiotic, cystothiazole A (I), are described. The natural syn stereochem. at the C4-C5 position was controlled by the asym. Evans aldol process, whereas the anti relationship was introduced by a modified Evans aldol methodol. Starting with a known aldehyde, the common substrate of the aldol reactions, cystothiazole A and its three stereoisomers were synthesized in 9 steps. All three stereoisomers did not show antifungal activity even at a dosage 2500-fold that of cystothiazole A. In the experiment, the researchers used many compounds, for example, (R)-4-Isopropyl-3-propionyloxazolidin-2-one (cas: 89028-40-0Safety of (R)-4-Isopropyl-3-propionyloxazolidin-2-one).

(R)-4-Isopropyl-3-propionyloxazolidin-2-one (cas: 89028-40-0) belongs to oxazolidine derivatives. A common way to produce multisubstituted oxazolidines is by means of cycloaddition reactions. Oxazolidines are cyclic condensation products of β-amino alcohols and aldehydes or ketone, and they undergo a facile and complete hydrolysis in aqueous solution. Alterations in carbonyl moiety control the rate of formation of a given β-amino alcohol.Safety of (R)-4-Isopropyl-3-propionyloxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Simultaneous quantitative analysis of 39 common toxicological drugs for increased efficiency in an ante- and postmortem laboratory was written by Mata, Dani C.;Davis, John F.. And the article was included in Forensic Science International in 2022.Related Products of 1665-48-1 This article mentions the following:

A novel forensic method was developed to quantitate 39 drugs of toxicol. interest for ante-mortem and postmortem anal. This method was created to combine and replace four existing quantitation methods as well as add three addnl. compounds of interest and serves to drastically increase the efficiency of the criminalists and reduce the case backlog. The method is currently applied to ante-mortem blood, postmortem blood, urine, liver, brain, and gastric contents. The extraction was performed by using a protein precipitation and DPX WAX-S tips with anal. on a Waters i-class Acquity ultra-performance liquid chromatog. with a Phenomenex Kinetex Column (1.7μm Biphenyl Å, 2.1 x100 mm) followed by a Waters XeVo-TQS tandem mass spectrometer using pos. electrospray ionization in multiple reaction monitor mode. The sample volume required for anal. was 0.5 mL, or 0.5 g, an improvement from 4 mL when performing previous methods utilized in the laboratory The improved method incorporated the 2017 recommended cut-offs for toxicol. investigation of driving under the influence of drugs and was validated following the SWGTOX and ANSI/ASB guidelines of method validation. The advantages of analyzing low volume cases and/or detecting drugs previously outside the laboratorys scope of anal., (such as gabapentin, pregabalin and baclofen) will be presented in two case studies. The multi-drug quantitation method allowed for the anal. of 39 drugs including a hydrolysis step, if needed, with only 0.5 mL or 0.5 g of sample. The method condensed two previously un-validated quant. methods and two addnl. qual. methods, which detected many commonly seen drugs, all into a single method. Three addnl. analytes of interest, gabapentin, pregabalin and baclofen, which it had previously been unable to detect, were added to the new method. The added benefit of these new drugs added both the coroners investigators in cause of death determination and driving under the influence of drugs investigation especially with the high prevalence of gabapentin. In the experiment, the researchers used many compounds, for example, 5-((3,5-Dimethylphenoxy)methyl)oxazolidin-2-one (cas: 1665-48-1Related Products of 1665-48-1).

5-((3,5-Dimethylphenoxy)methyl)oxazolidin-2-one (cas: 1665-48-1) belongs to oxazolidine derivatives.Oxazolidines are readily available also from propargyl amines. As well as other multifunctional heterocyclic compounds, oxazolidine rings play an essential role in organic and medicinal chemistry, behaving, in some cases as powerful antitumor agents.Related Products of 1665-48-1

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Obesity and Pediatric Drug Development was written by Vaughns, Janelle D.;Conklin, Laurie S.;Long, Ying;Zheng, Panli;Faruque, Fahim;Green, Dionna J.;van den Anker, John N.;Burckart, Gilbert J.. And the article was included in Journal of Clinical Pharmacology in 2018.Synthetic Route of C16H21N3O2 This article mentions the following:

There is a lack of dosing guidelines for use in obese children. Moreover, the impact of obesity on drug safety and clin. outcomes is poorly defined. The paucity of information needed for the safe and effective use of drugs in obese patients remains a problem, even after drug approval. To assess the current incorporation of obesity as a covariate in pediatric drug development, the pediatric medical and clin. pharmacol. reviews under the Food and Drug Administration (FDA) Amendments Act of 2007 and the FDA Safety and Innovation Act (FDASIA) of 2012 were reviewed for obesity studies. FDA labels were also reviewed for statements addressing obesity in pediatric patients. Forty-five drugs studied in pediatric patients under the FDA Amendments Act were found to have statements and key words in the medical and clin. pharmacol. reviews and labels related to obesity. Forty-four products were identified similarly with pediatric studies under FDASIA. Of the 89 product labels identified, none provided dosing information related to obesity. The effect of body mass index on drug pharmacokinetics was mentioned in only 4 labels. We conclude that there is little information presently available to provide guidance related to dosing in obese pediatric patients. Moving forward, regulators, clinicians, and the pharmaceutical industry should consider situations in drug development in which the inclusion of obese patients in pediatric trials is necessary to facilitate the safe and effective use of new drug products in the obese pediatric population. In the experiment, the researchers used many compounds, for example, (S)-4-((3-(2-(Dimethylamino)ethyl)-1H-indol-5-yl)methyl)oxazolidin-2-one (cas: 139264-17-8Synthetic Route of C16H21N3O2).

(S)-4-((3-(2-(Dimethylamino)ethyl)-1H-indol-5-yl)methyl)oxazolidin-2-one (cas: 139264-17-8) belongs to oxazolidine derivatives. Oxazolidines are commonly obtained by reaction of strained heterocycles, mainly aziridines. As well as other multifunctional heterocyclic compounds, oxazolidine rings play an essential role in organic and medicinal chemistry, behaving, in some cases as powerful antitumor agents.Synthetic Route of C16H21N3O2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Synthesis and characterization of novel chiral imidazolium and pyridinium ionic liquids derived from tartaric acid and 2-oxazolidinone was written by Nehate, Sagar P.;Godbole, Himanshu M.;Singh, Girij P.;Mathew, Jessy E.;Shenoy, Gautham G.. And the article was included in Synthetic Communications in 2019.Electric Literature of C9H9NO2 This article mentions the following:

Novel chiral imidazolium and pyridinium ionic liquids based on tartaric acid and 2-oxazolidinone were designed. Sym. dicationic ionic liquids based on tartaric acid have been synthesized and characterized. These chiral ionic liquids were designed by employing very short and simple methods. Incorporation of alkyl halide over tartaric acid and 2-oxazolidinone is an important step. N-Me imidazole and pyridine were used for preparation of quaternary salts. These ionic liquids have been evaluated for the asym. sulfide oxidation Chiral ionic liquids based on tartaric acid showed superior chiral inducing property as compare to 2-oxazolidinone based chiral ionic liquids In the experiment, the researchers used many compounds, for example, (S)-4-Phenyloxazolidin-2-one (cas: 99395-88-7Electric Literature of C9H9NO2).

(S)-4-Phenyloxazolidin-2-one (cas: 99395-88-7) belongs to oxazolidine derivatives. Oxazolidine-based compounds have started to attract attention also in the medicinal and materials chemistry fields. Chiral oxazolidines are widely used as chiral auxiliaries, chiral ligands, protecting and/or directing groups in a variety of asymmetric transformations, thanks also to their easy cleavage or their further elaboration possibilities.Electric Literature of C9H9NO2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Long-wave IR absorption spectra of copper(II), palladium(II), and platinum(II) β-diketonates was written by Oglezneva, I. M.;Igumenov, I. K.. And the article was included in Koordinatsionnaya Khimiya in 1984.Category: oxazolidine This article mentions the following:

Far-IR (30-700 cm^-1) Fourier-transform spectra of ML₂ (M = Cu(II), Pd(II), Pt(II); HL = acetylacetone (AA), pivaloylacetone, dipivaloylmethane, trifluoroacetylacetone, hexafluoroacetylacetone, benzoylacetone, dibenzoylmethane, pivaloyltrifluoroacetone, benzoyltrifluoroacetone) complexes were obtained and the ν(M-O) valence vibrations were studied. For PtL₂ complexes, good correlation of ν(M-O) was found with the ¹⁹⁵Pt NMR chem. shifts (relative to Pt(AA)₂). A correlation of ν(M-O) of Cu(II) β-diketonates with the change of the Cu 3p electron binding energy (relative to Cu(AA)₂) was also obtained. The assignment of other planar and out-of-plane ring deformation, ligand radical deformation, and torsion and lattice vibrations is given. In the experiment, the researchers used many compounds, for example, Bis(2,2′,6,6′-tetramethylheptanedionato) palladium(II) (cas: 15214-66-1Category: oxazolidine).

Bis(2,2′,6,6′-tetramethylheptanedionato) palladium(II) (cas: 15214-66-1) belongs to oxazolidine derivatives. Oxazolidines are well known as key portions of bioactive molecules or precursors of chiral molecules, as well as established chiral auxiliaries. Oxazolidines are commonly used as metal ligands in asymmetric catalysis, synthetic intermediates in organic synthesis, and also used as the protecting groups.Category: oxazolidine

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Synthesis of Chiral 5-Aryl-2-oxazolidinones via Halohydrin Dehalogenase-Catalyzed Enantio- and Regioselective Ring-Opening of Styrene Oxides was written by Wan, Nanwei;Zhou, Xiaoying;Ma, Ran;Tian, Jiawei;Wang, Huihui;Cui, Baodong;Han, Wenyong;Chen, Yongzheng. And the article was included in Advanced Synthesis & Catalysis in 2020.Recommanded Product: (S)-4-Phenyloxazolidin-2-one This article mentions the following:

An efficient biocatalytic approach for enantio- and regioselective ring-opening of styrene oxides I (R = H, 3-Cl, 4-Me, 4-Br, etc.) with sodium cyanate was developed by using the halohydrin dehalogenase HheC from Agrobacterium radiobacter AD1, generating the corresponding chiral 5-aryl-2-oxazolidinones II in up to 47% yield and 90% ee. Addnl., the origin of enantioselectivity and regioselectivity of the HheC-catalyzed cyanate-mediated ring-opening process was uncovered by single enantiomer bioconversions and mol. docking study. In the experiment, the researchers used many compounds, for example, (S)-4-Phenyloxazolidin-2-one (cas: 99395-88-7Recommanded Product: (S)-4-Phenyloxazolidin-2-one).

(S)-4-Phenyloxazolidin-2-one (cas: 99395-88-7) belongs to oxazolidine derivatives.Oxazolidines are readily available also from propargyl amines. As well as other multifunctional heterocyclic compounds, oxazolidine rings play an essential role in organic and medicinal chemistry, behaving, in some cases as powerful antitumor agents.Recommanded Product: (S)-4-Phenyloxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Identification of Novel High-Affinity Substrates of OCT1 Using Machine Learning-Guided Virtual Screening and Experimental Validation was written by Jensen, Ole;Brockmoeller, Juergen;Duecker, Christof. And the article was included in Journal of Medicinal Chemistry in 2021.Product Details of 139264-17-8 This article mentions the following:

OCT1 is the most highly expressed cation transporter in the liver and affects pharmacokinetics and pharmacodynamics. Newly marketed drugs have previously been screened as potential OCT1 substrates and verified by virtual docking. Here, we used machine learning with transport experiment data to predict OCT1 substrates based on classic mol. descriptors, pharmacophore features, and extended-connectivity fingerprints and confirmed them by in vitro uptake experiments We virtually screened a database of more than 1000 substances. Nineteen predicted substances were chosen for in vitro testing. Sixteen of the 19 newly tested substances (85%) were confirmed as, mostly strong, substrates, including edrophonium, fenpiverinium, ritodrine, and ractopamine. Even without a crystal structure of OCT1, machine learning algorithms predict substrates accurately and may contribute not only to a more focused screening in drug development but also to a better mol. understanding of OCT1 in general. In the experiment, the researchers used many compounds, for example, (S)-4-((3-(2-(Dimethylamino)ethyl)-1H-indol-5-yl)methyl)oxazolidin-2-one (cas: 139264-17-8Product Details of 139264-17-8).

(S)-4-((3-(2-(Dimethylamino)ethyl)-1H-indol-5-yl)methyl)oxazolidin-2-one (cas: 139264-17-8) belongs to oxazolidine derivatives. Oxazolidine-based compounds have started to attract attention also in the medicinal and materials chemistry fields. Oxazolidines are well known as key portions of bioactive molecules or precursors of chiral molecules, as well as established chiral auxiliaries.Product Details of 139264-17-8

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Flavoromics approach in monitoring changes in volatile compounds of virgin rapeseed oil caused by seed roasting was written by Gracka, Anna;Jelen, Henryk H.;Majcher, Malgorzata;Siger, Aleksander;Kaczmarek, Anna. And the article was included in Journal of Chromatography A in 2016.Name: 2,4,5-Trimethyloxazole This article mentions the following:

Two varieties of rapeseed (one high oleic – containing 76% of oleic acid, and the other – containing 62% of oleic acid) were used to produce virgin (pressed) oil. The rapeseeds were roasted at different temperature/time combinations (at 140-180 °C, and for 5-15 min); subsequently, oil was pressed from the roasted seeds. The roasting improved the flavor and contributed to a substantial increase in the amount of a potent antioxidant-canolol. The changes in volatile compounds related to roasting conditions were monitored using comprehensive gas chromatog.-mass spectrometry (GC × GC-ToFMS), and the key odorants for the non-roasted and roasted seeds oils were determined by gas chromatog.-olfactometry (GC-O). The most important compounds determining the flavor of oils obtained from the roasted seeds were di-Me sulfide, dimethyltrisulfide, 2,3-diethyl-5-methylpyrazine, 2,3-butenedione, octanal, 3-isopropyl-2-methoxypyrazine and phenylacetaldehyde. For the oils obtained from the non-roasted seeds, the dominant compounds were dimethylsulfide, hexanal and octanal. Based on GC × GC-ToFMS and principal component anal. (PCA) of the data, several compounds were identified that were associated with roasting at the highest temperatures regardless of the rapeseed variety: these were, among others, Me ketones (2-hexanone, 2-heptanone and 2-octanone). In the experiment, the researchers used many compounds, for example, 2,4,5-Trimethyloxazole (cas: 20662-84-4Name: 2,4,5-Trimethyloxazole).

2,4,5-Trimethyloxazole (cas: 20662-84-4) belongs to oxazolidine derivatives. A common way to produce multisubstituted oxazolidines is by means of cycloaddition reactions. Some reports highlighted again the effectiveness of oxazolidine-based compounds in driving the stereo- or diastereotopic outcome of chemical reactions.Name: 2,4,5-Trimethyloxazole

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Hypoxia-responsive nanocarriers for chemotherapy sensitization via dual-mode inhibition of hypoxia-inducible factor-1 alpha was written by Wang, Zheng;Mu, Xuewen;Yang, Qian;Luo, Jiajia;Zhao, Yanjun. And the article was included in Journal of Colloid and Interface Science in 2022.Name: (S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate This article mentions the following:

The overexpression of hypoxia-inducible factor-1 alpha (HIF-1α) in solid tumor compromises the potency of chemotherapy under hypoxia. The high level of HIF-1α arises from the stabilization effect of reduced NAD (phosphate) NAD(P)H: quinone oxidoreductase 1 (NQO1). It was postulated that the inhibition of NQO1 could degrade HIF-1α and sensitize hypoxic cancer cells to antineoplastic agents. In the current work, we report hypoxia-responsive polymer micelles, i.e. methoxyl poly(ethylene glycol)-co-poly(aspartate-nitroimidazole) orchestrate with a NQO1 inhibitor (dicoumarol) to sensitize the ovarian cancer cell line (SKOV3) to a model anticancer agent (sorafenib) at low oxygen conditions. Both cargos were phys. encapsulated in the nanoscale micelles. The placebo micelles transiently induced the depletion of reduced NADP (NADPH) as well as glutathione and thioredoxin under hypoxia, which further inactivated NQO1 because NADPH was the cofactor of NQO1. As a consequence, the expression of HIF-1α was repressed due to the dual action of dicoumarol and polymer. The degradation of HIF-1α significantly increased the vulnerability of SKOV3 cells to sorafenib-induced apoptosis, as indicated by the enhancement of cytotoxicity, and increase of caspase 3 and cytochrome C. The current work opens new avenues of addressing hypoxia-induced drug resistance in chemotherapy. In the experiment, the researchers used many compounds, for example, (S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate (cas: 13590-42-6Name: (S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate).

(S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate (cas: 13590-42-6) belongs to oxazolidine derivatives. Oxazolidines are well known as key portions of bioactive molecules or precursors of chiral molecules, as well as established chiral auxiliaries. Some reports highlighted again the effectiveness of oxazolidine-based compounds in driving the stereo- or diastereotopic outcome of chemical reactions.Name: (S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Comparson of fermented soybean paste (Doenjang) prepared by different methods based on profiling of volatile compounds was written by Jo, Ye-Jin;Cho, In Hee;Song, Chi Kwang;Shin, Hye Won;Kim, Young-Suk. And the article was included in Journal of Food Science in 2011.Recommanded Product: 2,4,5-Trimethyloxazole This article mentions the following:

In this study, 2 different extraction methods, namely solvent-assisted flavor evaporation (SAFE) and solid-phase microextraction (SPME), were employed to investigate the comprehensive volatile profile of Doenjang (one of Korean fermented soybean pastes) efficiently. Quant., major volatiles of Doenjang isolated by SAFE were 3-methylbutanoic acid, butanoic acid, 3-hydroxy-2-methyl-4H-pyran-4-one (maltol), Et 2-methylbutanoate, 2-methylpropanoic acid, tetramethylpyrazine, and 4-ethyl-2-methoxyphenol, while ethanol, ethenylbenzene, Et benzoate, Et linoleate, Et acetate, Et butanoate, tetramethylpyrazine, and Et 2-methylpropanoate extracted by SPME. In addition, volatile profiling that applied principal component anal. to gas chromatog.-mass spectrometry datasets allowed Doenjang samples that had been prepared using different traditional and com. methods to be discriminated, and the volatile compounds that contributed to their discrimination were assigned. The major volatiles that were related to differentiation of traditional and com. Doenjang samples were 2-pentylfuran, 4-ethylphenol, dihydro-5-methyl-2(3H)-furanone, butanoic acid, pyrazines (for example, 2-ethyl-5-methylpyrazine and 2,3-dimethylpyrazine), esters (for example, Et 4-methylpentanoate and di-Et succinate), maltol, di-Me disulfide, 2- and 3-methylbutanal, hexanal, 4-vinylphenol, and ethanol. In the experiment, the researchers used many compounds, for example, 2,4,5-Trimethyloxazole (cas: 20662-84-4Recommanded Product: 2,4,5-Trimethyloxazole).

2,4,5-Trimethyloxazole (cas: 20662-84-4) belongs to oxazolidine derivatives. A common way to produce multisubstituted oxazolidines is by means of cycloaddition reactions. Oxazolidines are commonly used as metal ligands in asymmetric catalysis, synthetic intermediates in organic synthesis, and also used as the protecting groups.Recommanded Product: 2,4,5-Trimethyloxazole

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem