Category: oxazolidine

Stereoselective Synthesis of Pyrido- and Pyrrolo[1,2-c][1,3]oxazin-1-ones via a Nucleophilic Addition-Cyclization Process of N,O-Acetal with Ynamides was written by Han, Pan;Mao, Zhuo-Ya;Si, Chang-Mei;Zhou, Zhu;Wei, Bang-Guo;Lin, Guo-Qiang. And the article was included in Journal of Organic Chemistry in 2019.SDS of cas: 888329-88-2 This article mentions the following:

In the presence of BF₃·Et₂O, nonracemic aminals such as I (TBDMS = t-BuMe₂Si) underwent diastereoselective addition and cyclization reactions with ynamides such as PhCCNTsBn (Ts = 4-MeC₆H₄SO₂; Bn = PhCH₂) to yield pyrrolooxazinones and pyridooxazinones such as II in >99:1 dr (for arylalkynylamines) and in 75:25 dr (for an ethynylamine). Nonracemic alkynyloxazolidinones underwent addition and cyclization reactions with racemic pyrrolidine and piperidine aminals to yield nonracemic pyrrolooxazinones and pyridooxazinones in 71:29-75:25 dr. In the experiment, the researchers used many compounds, for example, 3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2SDS of cas: 888329-88-2).

3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2) belongs to oxazolidine derivatives. A common way to produce multisubstituted oxazolidines is by means of cycloaddition reactions. In another report, the incorporation of an additional substituted oxazolidine ring over a range of new biphenylazepinium salt organocatalysts for the asymmetric epoxidation of alkenes improved enantiocontrol over the parent structures.SDS of cas: 888329-88-2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Quantitative determination of drugs in bulk and pharmaceutical dosage forms by using 2,3-dichloro-5,6-dicyanobenzoquinone was written by Srinivas, Bathini;Yadagiriswamy, P.;Venkateshwarlu, G.. And the article was included in World Journal of Pharmacy and Pharmaceutical Sciences in 2015.Application of 1665-48-1 This article mentions the following:

The present work narrates determination of drugs viz,. Metaxalone (MTX), Rasagiline (RSG), Aprepitant (APR) and Linezolid (LZD) based on formation of Charge Transfer Complex of drugs as n-electron donor with 2,3-dichloro-5,6-dicyanobenzoquinone(DDQ) as π-acceptor in bulk and pharmaceutical dosage forms. The selected drugs turned the yellow color solution of DDQ in Acetonitrile to thick brown color and exhibited a band at 585nm due to the formation of Complex of drugs with DDQ. Under the optimized exptl. conditions, Beer, s law is obeyed over the concentration ranges of 15-75 μg/mL, 10-50 μg/mL, 5-25 μg/mL and 10-50 μg/mL for, MTX, RSG, APR and LZD resp. The sensitivity, accuracy of methods, effect of reagent concentrations, polarity of solvents and effect of reaction time have been studied and optimized. The stoichiometric relationship was determined by Job’s continuous method and is found to be 1:1 in each case. These methods have been validated in terms of ICH guidelines and applied to the quantification of selected drugs in bulk and dosage forms. In the experiment, the researchers used many compounds, for example, 5-((3,5-Dimethylphenoxy)methyl)oxazolidin-2-one (cas: 1665-48-1Application of 1665-48-1).

5-((3,5-Dimethylphenoxy)methyl)oxazolidin-2-one (cas: 1665-48-1) belongs to oxazolidine derivatives. Oxazolidine-based compounds have started to attract attention also in the medicinal and materials chemistry fields. In another report, the incorporation of an additional substituted oxazolidine ring over a range of new biphenylazepinium salt organocatalysts for the asymmetric epoxidation of alkenes improved enantiocontrol over the parent structures.Application of 1665-48-1

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Quality by design approach for preparation of zolmitriptan/chitosan nanostructured lipid carrier particles – formulation and pharmacodynamic assessment was written by Awadeen, Randa Hanie;Boughdady, Mariza Fouad;Meshali, Mahasen Mohamed. And the article was included in International Journal of Nanomedicine in 2020.Quality Control of (S)-4-((3-(2-(Dimethylamino)ethyl)-1H-indol-5-yl)methyl)oxazolidin-2-one This article mentions the following:

Zolmitriptan (ZT) is a selective serotonin agonist that is used for the treatment of migraine. It belongs to BCS class III with high solubility and low permeability. Besides, the drug is subjected to pre-systemic metabolism Accordingly, new Zolmitriptan/chitosan nanostructured lipid carriers (ZT/CT NLCs) coated with Tween 80 (stealthy layer) have been developed to overcome such demerits. The NLCs were developed by combining ultrasonication and double emulsion (w/o/w) techniques. The lipids were Gelucire and Labrasol. Herein, the quality by design (23 full factorial design) was scrupulously followed, where critical process parameters and critical quality attributes were predefined. The optimized formulation (F8) was fully characterized with respect to entrapment efficiency (%EE), percentage yield (% yield), particle size, size distribution (PDI), zeta potential (ZP), morphol. appearance (TEM). In vitro release, stability study and pharmacodynamic evaluations were also assessed. The optimized freeze dried formula was dispensed in in situ gelling hard gelatin capsule encompassing pectin and guar gum for further in vitro and pharmacodynamic evaluations. The optimized spherical nanoparticles experienced high percentage EE and yield (78.14% and 60.19%, resp.), low particle size and PDI (343.87 nm and 0.209, resp.), as well as high neg. ZP (-25.5 mV). It showed good phys. stability at refrigerated conditions. The NLCs dispensed in in situ gelling hard gelatin capsule comprising pectin and guar gum experienced sustained release for 30 h and significantly maintained the pharmacol. effect in mice up to 8 h (p < 0.001). ZT, a BCS class III drug that suffers from poor permeability and pre-systemic metabolism, was successfully maneuvered as nanostructured lipid carrier particles (NLCs). The incorporation of the NLCs in in situ gelling hard gelatin capsules fulfilled a dual function in increasing permeability, as well as sustaining the pharmacodynamic effect. This result would open new vistas in improving the efficacy of other class III drugs. 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: 139264-17-8Quality Control of (S)-4-((3-(2-(Dimethylamino)ethyl)-1H-indol-5-yl)methyl)oxazolidin-2-one).

(S)-4-((3-(2-(Dimethylamino)ethyl)-1H-indol-5-yl)methyl)oxazolidin-2-one (cas: 139264-17-8) belongs to oxazolidine derivatives. Oxazolidines that are the precursor to bisoxazolidines are in effect mono-oxazolidines. They are also used as moisture scavengers in polyurethane and other systems. In another report, the incorporation of an additional substituted oxazolidine ring over a range of new biphenylazepinium salt organocatalysts for the asymmetric epoxidation of alkenes improved enantiocontrol over the parent structures.Quality Control of (S)-4-((3-(2-(Dimethylamino)ethyl)-1H-indol-5-yl)methyl)oxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Asymmetric cycloaddition reactions between 2-benzopyrylium-4-olates and 3-(2-alkenoyl)-2-oxazolidinones in the presence of 2,6-bis(oxazolinyl)pyridine-lanthanoid complexes was written by Suga, Hiroyuki;Suzuki, Tomohiro;Inoue, Kei;Kakehi, Akikazu. And the article was included in Tetrahedron in 2006.Safety of 3-Acryloyloxazolidin-2-one This article mentions the following:

Highly enantioselective and endo-selective cycloaddition reactions were observed between carbonyl ylides, generated from o-(p-bromobenzyloxy)carbonyl-α-diazoacetophenone, and 3-crotonoyl-2-oxazolidinone using (4S,5S)-Pybox-4,5-Ph₂-Yb(OTf)₃ as the chiral Lewis acid catalyst. In contrast, high exo-selectivity was observed for the reaction of o-methoxycarbonyl-α-diazoacetophenone with 3-acryloyl-2-oxazolidinone under similar conditions as reported previously. In the case of cycloaddition reactions between 2-benzopyrylium-4-olate, generated from o-methoxycarbonyl-α-diazoacetophenone, and 3-cinnamoyl- or 3-[(E)-3-(ethoxycarbonyl)propenoyl]-2-oxazolidinones, using the same chiral Lewis acid, the reaction favored the endo-adduct with relatively good enantioselectivity. In the experiment, the researchers used many compounds, for example, 3-Acryloyloxazolidin-2-one (cas: 2043-21-2Safety of 3-Acryloyloxazolidin-2-one).

3-Acryloyloxazolidin-2-one (cas: 2043-21-2) belongs to oxazolidine derivatives. A common way to produce multisubstituted oxazolidines is by means of cycloaddition reactions. 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.Safety of 3-Acryloyloxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Metal-free intermolecular formal cycloadditions enable an orthogonal access to nitrogen heterocycles was written by Xie, Lan-Gui;Niyomchon, Supaporn;Mota, Antonio J.;Gonzalez, Leticia;Maulide, Nuno. And the article was included in Nature Communications in 2016.COA of Formula: C11H9NO2 This article mentions the following:

A family of metal-free intermol. formal cycloaddition reactions that enable highly selective and orthogonal access to isoquinolines, e.g., I and pyrimidines II (R = CH₃, 4-FC₆H₄, H₂CC₆H₅, etc.; R¹ = CH₃, 4-FC₆H₄, cyclohexyl, etc.; R² = heptyl, cyclopropyl, 4-chlorophenyl, etc.; R³ = SMe, 2-oxo-1,3-oxazolidin-3-yl) has been described. Applications of the products are complemented by a d. functional theory mechanistic anal. that pinpoints the crucial factors responsible for the selectivity observed, including stoichiometry and the nature of the heteroalkyne. In the experiment, the researchers used many compounds, for example, 3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2COA of Formula: C11H9NO2).

3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2) 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.COA of Formula: C11H9NO2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

A new method development and validation of dual wavelength UV spectro- photometric method for simultaneous estimation of Metaxolone and Diclofenac potassium in combined dosage form was written by Mallela, Vijaya Jyothi;Kovvuru, Praneeth Kumar Reddy;Amulya, B.;Latha, Sree P.. And the article was included in Indo American Journal of Pharmaceutical Research in 2016.Safety of 5-((3,5-Dimethylphenoxy)methyl)oxazolidin-2-one This article mentions the following:

A simple, accurate, and precise dual wavelength UV spectrophotometric method was developed for simultaneous determination of Metaxolone and Diclofenac potassium in combined pharmaceutical dosage forms. The literature review reveals that there is no dual wavelength method development for this combination of drugs, hence this method was developed. The wavelengths selected for determination of Metaxolone were 270 nm and 280 nm, whereas, the wavelengths selected for determination of Diclofenac potassium were 265 nm and 278 nm. Methanol and distilled water were used as solvents. Regression anal. of Beer’s plots showed good correlation in concentration range of 15-90 μg/mL for Metaxolone and 2-12 μg/mL for Diclofenac potassium. Accuracy of method was found between 98.0-102.0%. The intra-day and inter-day precision studies of the method were found to be within limits. Limit of Detection was found to be 0.780μg and 0.0456 μg for Metaxolone and Diclofenac potassium resp. and Limit of Quantitation was found to be 2.36μg and 0.1382 μg for Metaxolone and Diclofenac potassium resp. The developed method is validated as per ICH guidelines and the results were found to be within the results. Hence, the proposed method can be successfully applied for determination of these drugs in com. tablets. In the experiment, the researchers used many compounds, for example, 5-((3,5-Dimethylphenoxy)methyl)oxazolidin-2-one (cas: 1665-48-1Safety of 5-((3,5-Dimethylphenoxy)methyl)oxazolidin-2-one).

5-((3,5-Dimethylphenoxy)methyl)oxazolidin-2-one (cas: 1665-48-1) belongs to oxazolidine derivatives. Oxazolidine-based compounds have started to attract attention also in the medicinal and materials chemistry fields. 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 5-((3,5-Dimethylphenoxy)methyl)oxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Synthesis of oxazolidin-2-ones and imidazolidin-2-ones directly from 1,3-diols or 3-amino alcohols using iodobenzene dichloride and sodium azide was written by He, Tian;Gao, Wen-Chao;Wang, Wei-Kun;Zhang, Chi. And the article was included in Advanced Synthesis & Catalysis in 2014.Recommanded Product: 1121-83-1 This article mentions the following:

A general and efficient method for the synthesis of oxazolidin-2-ones and imidazolidin-2-ones directly from 1,3-diols and 3-amino alcs. was developed using the same reagent combination of PhICl₂ and NaN₃. In the experiment, the researchers used many compounds, for example, 5,5-Dimethyloxazolidin-2-one (cas: 1121-83-1Recommanded Product: 1121-83-1).

5,5-Dimethyloxazolidin-2-one (cas: 1121-83-1) belongs to oxazolidine derivatives. Oxazolidine-based compounds have started to attract attention also in the medicinal and materials chemistry fields. 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.Recommanded Product: 1121-83-1

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

PTR-QiToF-MS and HSI for the characterization of fermented cocoa beans from different origins was written by Acierno, Valentina;Fasciani, Giorgia;Kiani, Sajad;Caligiani, Augusta;van Ruth, Saskia. And the article was included in Food Chemistry in 2019.Safety of 2,4,5-Trimethyloxazole This article mentions the following:

The wide range of geog. cocoa production areas and the increasing consumption trend towards single origin products induced the necessity to verify and certify cocoa beans origin for quality assurance purposes. In this study cocoa beans of various origins were examined by machine olfaction and machine vision techniques. Fifty-nine fermented and dried Forastero cocoa beans from 23 different geog. origins (Africa, Americas, Southeast Asia) were investigated using Proton Transfer Reaction-Quadrupole interface-Time of Flight-Mass Spectrometry and Hyperspectral Imaging to elucidate the geog. information in the beans. The volatile and spectral fingerprints showed the same tendency in clustering samples from Africa sep. from those from the Americas. High variability was observed for the Southeast Asian samples, which is most likely related to differences in fermentation Machine olfaction and machine vision characterization provided a similar degree of separation but are complementary rapid techniques, which may be further developed for use in practical settings. In the experiment, the researchers used many compounds, for example, 2,4,5-Trimethyloxazole (cas: 20662-84-4Safety of 2,4,5-Trimethyloxazole).

2,4,5-Trimethyloxazole (cas: 20662-84-4) belongs to oxazolidine derivatives. Oxazolidines are commonly obtained by reaction of strained heterocycles, mainly aziridines. Oxazolidines are well known as key portions of bioactive molecules or precursors of chiral molecules, as well as established chiral auxiliaries.Safety of 2,4,5-Trimethyloxazole

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Traceless β-mercaptan-assisted activation of valinyl benzimidazolinones in peptide ligations was written by Wang, Yinglu;Han, Lin;Yuan, Ning;Wang, Hanxuan;Li, Hongxing;Liu, Jinrong;Chen, Huan;Zhang, Qiang;Dong, Suwei. And the article was included in Chemical Science in 2018.Recommanded Product: Fmoc-asn(trt)-ser(psime,mepro)-oh This article mentions the following:

Peptidyl thioesters or their surrogates with C-terminal β-branched hydrophobic amino acid residues usually exhibit poor reactivities in ligation reactions. Thus, activation using exogenous additives is required to ensure an acceptable reaction efficiency. Herein, we report a traceless ligation at Val-Xaa sites under mild thiol additive-free reaction conditions, whereby the introduction of β-mercaptan on the C-terminal valine residue effectively activates the otherwise unreactive N-acyl-benzimidazolinone (Nbz), and enables the use of a one-pot ligation-desulfurization strategy to generate the desired peptide products. The orthogonality between β-thiovaline-Nbz and a conventional alkyl thioester, as well as the convenient access to the former from readily available penicillamine, also allowed expedited assembly of the peptidic hormone β-LPH and hPTH analogs, based on a kinetically controlled one-pot three-segment ligation and desulfurization strategy. In the experiment, the researchers used many compounds, for example, Fmoc-asn(trt)-ser(psime,mepro)-oh (cas: 920519-33-1Recommanded Product: Fmoc-asn(trt)-ser(psime,mepro)-oh).

Fmoc-asn(trt)-ser(psime,mepro)-oh (cas: 920519-33-1) 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 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.Recommanded Product: Fmoc-asn(trt)-ser(psime,mepro)-oh

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Iron Chloride-Catalyzed Three-Component Domino Sequences: Syntheses of Functionalized α-Oxy-N-acylhemiaminals and α-Oxyimides was written by Drouet, Fleur;Zhu, Jieping;Masson, Geraldine. And the article was included in Advanced Synthesis & Catalysis in 2013.COA of Formula: C6H7NO3 This article mentions the following:

The iron(III) chloride-multicatalyzed dioxygenation of enamides with TEMPO in the presence of alcs. was developed. This multicomponent domino process affords efficient new strategies for the synthesis of α-oxy-N-acylhemiaminals or α-oxyimides in good to excellent yields under mild conditions. In the experiment, the researchers used many compounds, for example, 3-Acryloyloxazolidin-2-one (cas: 2043-21-2COA of Formula: C6H7NO3).

3-Acryloyloxazolidin-2-one (cas: 2043-21-2) belongs to oxazolidine derivatives. A common way to produce multisubstituted oxazolidines is by means of cycloaddition reactions. 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.COA of Formula: C6H7NO3

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem