Category: oxazolidine

Fishing with copper acetylides: Selective alkynylation of heteronucleophiles was written by Guissart, Celine;Luhmer, Michel;Evano, Gwilherm. And the article was included in Tetrahedron in 2018.Name: 3-(Phenylethynyl)oxazolidin-2-one This article mentions the following:

Copper acetylides are readily available and especially convenient reagents for the alkynylation of a broad range of heteronucleophiles. Upon simple activation with mol. oxygen in the presence of suitable ligands and solvents, they readily transfer their alkyne moiety at room temperature, notably yielding a variety of nitrogen- and phosphorus-substituted alkynes. We report in this manuscript an extensive study of the chemoselectivity of this alkynylation based on quant. ¹³C NMR analyses. With suitable ligand/solvent combinations, various phosphorus-based nucleophiles can be alkynylated with excellent levels of selectivity, even in the presence of a large excess of a nitrogen-nucleophile. This chemoselective alkynylation could be further extended to an even more challenging selective alkynylation of a nitrogen-nucleophile over another one, further highlighting the synthetic potential of copper acetylides as alkynylating agents that can selectively “fish” a nucleophile without affecting others. In the experiment, the researchers used many compounds, for example, 3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2Name: 3-(Phenylethynyl)oxazolidin-2-one).

3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2) 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.Name: 3-(Phenylethynyl)oxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Drug screening method development for paper spray coupled to a triple quadrupole mass spectrometer was written by Jett, Rachel;Skaggs, Christine;Manicke, Nicholas E.. And the article was included in Analytical Methods in 2017.Safety of 5-((3,5-Dimethylphenoxy)methyl)oxazolidin-2-one This article mentions the following:

Paper spray mass spectrometry is a direct anal. method in which compounds are extracted and ionized from biofluids dried on paper. It is an attractive option for performing rapid drug screening because it is fast (the entire sample anal. takes <2 min), simple (there is no sample preparation or chromatog.), and sensitive (low ng mL-1 levels of many drugs can be detected from dried blood spots). Here, we discuss method development for paper spray mass spectrometry on a triple quadrupole mass spectrometer. Specifically, detection criteria, selected reaction monitoring (SRM) ratio tolerance, fragment ion selection, selectivity, and signal to blank considerations are all addressed. 134 drugs and drug metabolites commonly encountered in forensic toxicol. analyses were spiked into blood at concentrations reasonable for post-mortem drug screening applications. Detection of some 130 drug and drug metabolites using a single paper spray MS/MS is shown for these spike and recover experiments 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. Oxazolidines are well known as key portions of bioactive molecules or precursors of chiral molecules, as well as established chiral auxiliaries. Oxazolidines are well known as key portions of bioactive molecules or precursors of chiral molecules, as well as established chiral auxiliaries.Safety of 5-((3,5-Dimethylphenoxy)methyl)oxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Messenger RNA loading into ATP-responsive polyplex micelles with optimal density of phenylboronate ester crosslinking to balance robustness in the biological milieu and intracellular translational efficiency was written by Yoshinaga, Naoto;Uchida, Satoshi;Dirisala, Anjaneyulu;Naito, Mitsuru;Osada, Kensuke;Cabral, Horacio;Kataoka, Kazunori. And the article was included in Journal of Controlled Release in 2021.Safety of (S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate This article mentions the following:

Carriers for mRNA (mRNA) delivery require propensities to protect the mRNA from enzymic degradation and to selectively release mRNA in the cytosol for smooth mRNA translation. To meet these requirements, we designed mRNA-loaded polyplex micelles (PMs) with ATP-responsive crosslinking in the inner core by complexing mRNA with poly(ethylene glycol)-polycation block copolymers derivatized with phenylboronic acid and polyol groups, which form crosslinking structures via spontaneous phenylboronate ester formation. PMs thus prepared are tolerable against enzymic attack and, in turn, disintegrate in the cytosol to release mRNA when triggered by the cleavage of phenylboronate ester linkages in response to elevated ATP concentration Two structural factors of the PM, including (i) the introduction ratios of phenylboronate ester crosslinkers and (ii) the structure and protonation degree of amino groups in the polycation segment, are critical for maximizing protein expression in cultured cells due to the optimized balance between the robustness in the biol. milieu and the ATP-responsive mRNA release in the cytosol. The optimal PM formulation was further stabilized by installing cholesterol moieties into both the mRNA and ω-end of the block copolymer to elicit longevity in blood circulation after i.v. injection. In the experiment, the researchers used many compounds, for example, (S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate (cas: 13590-42-6Safety of (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. Oxazolidine-based compounds are well-known chiral auxiliaries and strategic molecular moieties in chemistry since they can effectively mask or mimic amino acid units or amino alcohols. Some reports highlighted again the effectiveness of oxazolidine-based compounds in driving the stereo- or diastereotopic outcome of chemical reactions.Safety of (S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Serotonin syndrome following metaxalone overdose and therapeutic use of a selective serotonin reuptake inhibitor was written by Martini, Dyllon Ivy;Nacca, Nicholas;Haswell, David;Cobb, Timothy;Hodgman, Michael. And the article was included in Clinical Toxicology in 2015.Reference of 1665-48-1 This article mentions the following:

Metaxalone has only recently been associated with serotonin syndrome. The mechanism of action of this centrally acting muscle relaxant is unknown; however, the observation of serotonin syndrome in patients with metaxalone overdose suggests a role in the serotonergic pathway. Case report. (Case 1) A 29-yr-old woman with overdose of metaxalone presented to the emergency department with altered mental status, seizure-like activity, hyperthermia, rigidity in the lower extremities, myoclonus, and hyperreflexia. Vital signs on arrival include blood pressure of 168/80 mmHg, heart rate of 208 beats per min (bpm), respirations of 20/min, a temperature of 41.6° C rectally, and room air oxygen saturation of 97%. She was intubated and sedated with benzodiazepines, and actively cooled. Serum paroxetine concentration was 23 (therapeutic range: 20-200) ng/mL, and serum metaxalone concentration was 31 mcg/mL (peak plasma concentrations average 0.9 mcg/mL at 3.3 h following a single oral dose of 400 mg). (Case 2) A 27-yr-old man presented to the emergency department with altered mental status, rigidity in his lower extremities, myoclonus, and hyperreflexia. Vital signs on arrival include blood pressure of 158/131 mmHg, heart rate of 126 bpm, respiratory rate of 20 breaths per min, and temperature of 37.2°C, with oxygen saturation of 98% on room air. His medication list included metaxalone and escitalopram. He was managed aggressively with IV boluses of diazepam, in total 80 mg, in the emergency department. Serum escitalopram concentration was 24 ng/mL with a therapeutic range of 21-64 ng/mL, and serum metaxalone concentration was 58 mcg/mL. Conclusion. These two cases suggest that at supratherapeutic concentrations metaxalone has serotonergic effects. Severe serotonin toxicity may result from metaxalone abuse in individuals using a selective serotonin reuptake inhibitor therapeutically. In the experiment, the researchers used many compounds, for example, 5-((3,5-Dimethylphenoxy)methyl)oxazolidin-2-one (cas: 1665-48-1Reference of 1665-48-1).

5-((3,5-Dimethylphenoxy)methyl)oxazolidin-2-one (cas: 1665-48-1) 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. 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.Reference of 1665-48-1

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Alkene Trifluoromethylation-Initiated Remote α-Azidation of Carbonyl Compounds toward Trifluoromethyl γ-Lactam and Spirobenzofuranone-Lactam was written by Huang, Lin;Lin, Jin-Shun;Tan, Bin;Liu, Xin-Yuan. And the article was included in ACS Catalysis in 2015.Reference of 2043-21-2 This article mentions the following:

The first unprecedented one-pot domino strategy toward diverse CF₃-containing γ-lactam, e.g., I, and spirobenzofuranone-lactam scaffolds, e.g.,II, of antibacterial armeniaspirole from readily available acyclic precursors was developed. The key point of this transformation was the concurrent incorporation of CF₃ and azide into the alkene and remote carbonyl α-C-H position via carbonyl-stabilized radical intermediate triggered by alkene trifluoromethylation via a 1,5-H shift in a highly controlled site-selective manner. Furthermore, gram-scale synthesis and synthetic applicability of these compounds proved suitable. In the experiment, the researchers used many compounds, for example, 3-Acryloyloxazolidin-2-one (cas: 2043-21-2Reference of 2043-21-2).

3-Acryloyloxazolidin-2-one (cas: 2043-21-2) belongs to oxazolidine derivatives. Oxazolidine-based compounds are well-known chiral auxiliaries and strategic molecular moieties in chemistry since they can effectively mask or mimic amino acid units or amino alcohols. 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.Reference of 2043-21-2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Ynamide Preactivation Allows a Regio- and Stereoselective Synthesis of α,β-Disubstituted Enamides was written by Baldassari, Lucas L.;de la Torre, Aurelien;Li, Jing;Luedtke, Diogo S.;Maulide, Nuno. And the article was included in Angewandte Chemie, International Edition in 2017.Recommanded Product: 888329-88-2 This article mentions the following:

A novel ynamide preactivation strategy enables the use of otherwise incompatible reagents and allows preparation of α,β-disubstituted enamides with high regio- and stereoselectivity. Mechanistic anal. reveals the intermediacy of a triflate-bound intermediate as a solution-stable, effective keteniminium reservoir, while still allowing subsequent addition of organometallic reagents. In the experiment, the researchers used many compounds, for example, 3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2Recommanded Product: 888329-88-2).

3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2) belongs to oxazolidine derivatives. Oxazolidines are commonly obtained by reaction of strained heterocycles, mainly aziridines. 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.Recommanded Product: 888329-88-2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Comparison of aromatic substances in buckwheat vinegar that adding the moldy bran, drug koji and A.schutzenbachii during fermentation was written by Zhang, Xinmin;Ma, Tingjun;Yang, Xiushi;Qin, Peiyou;Liu, Sancai;Ren, Guixing. And the article was included in Advanced Materials Research (Durnten-Zurich, Switzerland) in 2014.Computed Properties of C6H9NO This article mentions the following:

In order to study the impact of moldy bran, drug koji and A.schutzenbachii fermentation vinegar on the aromatic substances in buckwheat vinegar, vinegars that adding moldy bran, drug koji and A.schutzenbachii were used to analyze the content of aromatic ingredients with GC-MS method. The results indicated that buckwheat vinegar by drug koji fermentation includes 29 kinds of aromatic substances, moldy bran fermentation buckwheat vinegar has 23 kinds of aromatic substances, A.schutzenbachii fermentation vinegar contains 20 kinds of aromatic substances. In the experiment, the researchers used many compounds, for example, 2,4,5-Trimethyloxazole (cas: 20662-84-4Computed Properties of C6H9NO).

2,4,5-Trimethyloxazole (cas: 20662-84-4) belongs to oxazolidine derivatives. Oxazolidine-based compounds are well-known chiral auxiliaries and strategic molecular moieties in chemistry since they can effectively mask or mimic amino acid units or amino alcohols. 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.Computed Properties of C6H9NO

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Glycaemic control boosts glucosylated nanocarrier crossing the BBB into the brain was written by Anraku, Y.;Kuwahara, H.;Fukusato, Y.;Mizoguchi, A.;Ishii, T.;Nitta, K.;Matsumoto, Y.;Toh, K.;Miyata, K.;Uchida, S.;Nishina, K.;Osada, K.;Itaka, K.;Nishiyama, N.;Mizusawa, H.;Yamasoba, T.;Yokota, T.;Kataoka, K.. And the article was included in Nature Communications in 2017.Name: (S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate This article mentions the following:

Recently, nanocarriers that transport bioactive substances to a target site in the body have attracted considerable attention and undergone rapid progression in terms of the state of the art. However, few nanocarriers can enter the brain via a systemic route through the blood-brain barrier (BBB) to efficiently reach neurons. Here we prepare a self-assembled supramol. nanocarrier with a surface featuring properly configured glucose. The BBB crossing and brain accumulation of this nanocarrier are boosted by the rapid glycemic increase after fasting and by the putative phenomenon of the highly expressed glucose transporter-1 (GLUT1) in brain capillary endothelial cells migrating from the luminal to the abluminal plasma membrane. The precisely controlled glucose d. on the surface of the nanocarrier enables the regulation of its distribution within the brain, and thus is successfully optimized to increase the number of nanocarriers accumulating in neurons. 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 that are the precursor to bisoxazolidines are in effect mono-oxazolidines. They are also used as moisture scavengers in polyurethane and other systems. Oxazolidines are well known as key portions of bioactive molecules or precursors of chiral molecules, as well as established chiral auxiliaries.Name: (S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Enhancement of serum immunoglobulins G and A production by non-degassed roasted coffee bean extract was written by Washiya, Yuki;Nishikawa, Tomoaki;Fujino, Tsuchiyoshi. And the article was included in Nippon Shokuhin Kagaku Kogaku Kaishi in 2014.HPLC of Formula: 20662-84-4 This article mentions the following:

We found that many volatile compounds were decreased from coffee extracts through a degassing process performed in com. roasted coffee beans. Extracts of non-degassed roasted coffee beans enhanced serum IgG and IgA production in mice. Moreover, we found that 2,5-dimethylpyrazine and 2,6-dimethylpyrazine, which were decreased by degassing, were mainly involved in the effect. In addition, 2-methylpyrazine enhanced serum IgG production These results indicate that non-degassed roasted coffee bean extract include sufficient volatile compounds to enhance serum IgG and IgA production in mice. In the experiment, the researchers used many compounds, for example, 2,4,5-Trimethyloxazole (cas: 20662-84-4HPLC of Formula: 20662-84-4).

2,4,5-Trimethyloxazole (cas: 20662-84-4) 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. 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.HPLC of Formula: 20662-84-4

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Development of a novel zolmitriptan intracutaneous microneedle system (Qtrypta™) for the acute treatment of migraine. was written by Rapoport, Alan M;Ameri, Mahmoud;Lewis, Hayley;Kellerman, Donald J. And the article was included in Pain management in 2020.Synthetic Route of C16H21N3O2 This article mentions the following:

M207 is an investigational intracutaneous microneedle therapeutic system for nonoral zolmitriptan delivery. In a Phase I trial, M207 provided faster absorption with a higher 2 h exposure than oral zolmitriptan. In the pivotal trial evaluating efficacy, tolerability and safety in moderate-to-severe migraine attacks, M207 3.8 mg was superior to placebo in providing freedom from headache pain (42 vs 14%) and freedom from most bothersome symptom (68 vs 43%) 2 h post-dose. Treatment-emergent adverse events were mild and transient and most commonly concerned the application site. In post hoc analyses: pain freedom was sustained in approximately 1/3 of patients; efficacy was observed in migraine headaches that are typically more difficult to treat. 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 readily available also from propargyl amines. Oxazolidines are well known as key portions of bioactive molecules or precursors of chiral molecules, as well as established chiral auxiliaries.Synthetic Route of C16H21N3O2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem