Category: oxazolidine

Dihydroergotamine and triptan use to treat migraine during pregnancy and the risk of adverse pregnancy outcomes was written by Berard, Anick;Strom, Shannon;Zhao, Jin-Ping;Kori, Shashi;Albrecht, Detlef. And the article was included in Scientific Reports in 2021.Synthetic Route of C16H21N3O2 This article mentions the following:

Migraine is prevalent during pregnancy. Antimigraine medications such as dihydroergotamine (DHE) and triptans have been associated with adverse pregnancy outcomes in individual studies but lack of consensus remains. We compared the risk of prematurity, low birth weight (LBW), major congenital malformations (MCM), and spontaneous abortions (SA) associated with gestational use of DHE or triptans. Three cohort and one nested-case-control analyses were conducted within the Quebec Pregnancy Cohort to assess the risk of prematurity, LBW, MCM, and SA. Exposure was defined dichotomously as use of DHE or triptan during pregnancy. Generalized estimation equations were built to quantify the associations, adjusting for potential confounders. 233,900 eligible pregnancies were included in the analyses on prematurity, LBW, and MCM; 29,104 cases of SA were identified. Seventy-eight subjects (0.03%) were exposed to DHE and 526 (0.22%) to triptans. Adjusting for potential confounders, DHE and triptans were associated with increased risks of prematurity, LBW, MCM, and SA but not all estimates were statistically significant. The DHE was associated with the risk of prematurity (aRR: 4.12, 95% CI 1.21-13.99); triptans were associated with the risk of SA (aOR: 1.63, 95% CI 1.34-1.98). After considering maternal migraine, all antimigraine specific medications increased the risk of some adverse pregnancy outcomes, but estimates were unstable. 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. Oxazolidine-based compounds have started to attract attention also in the medicinal and materials chemistry fields. 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

Large-scale synthesis and structural analysis of a synthetic glycopeptide dendrimer as an anti-cancer vaccine candidate was written by Ganneau, Christelle;Simenel, Catherine;Emptas, Emeline;Courtiol, Tiphanie;Coic, Yves-Marie;Artaud, Cecile;Deriaud, Edith;Bonhomme, Frederic;Delepierre, Muriel;Leclerc, Claude;Lo-Man, Richard;Bay, Sylvie. And the article was included in Organic & Biomolecular Chemistry in 2017.Electric Literature of C44H41N3O7 This article mentions the following:

Herein, we report a new process that enables the gram-scale production of a fully synthetic anti-cancer vaccine for human use. This therapeutic vaccine candidate, named MAG-Tn3, is a high-mol.-weight tetrameric glycopeptide encompassing carbohydrate tumor-associated Tn antigen clusters and peptidic CD4⁺ T-cell epitopes. The synthetic process involves (i) the stepwise solid-phase assembly of protected amino acids, including the high value-added Tn building blocks with only 1.5 equiv, (ii) a single isolated intermediate, and (iii) the simultaneous deprotection of 36 hindered protective groups. The resulting MAG-Tn3 was unambiguously characterized using a combination of techniques, including a structural anal. by NMR spectroscopy. The four peptidic chains are flexible in solution, with a more constrained but extended conformation at the Tn3 antigen motif. Finally, we demonstrate that, when injected into HLA-DR1-expressing transgenic mice, this vaccine induces Tn-specific antibodies that mediate the killing of human Tn-pos. tumor cells. These studies led to a clin. batch of the MAG-Tn3, currently investigated in breast cancer patients (phase I clin. trial). The current study demonstrates the feasibility of the multigram-scale synthesis of a highly pure complex glycopeptide, and it opens new avenues for the use of synthetic glycopeptides as drugs in humans. In the experiment, the researchers used many compounds, for example, Fmoc-asn(trt)-ser(psime,mepro)-oh (cas: 920519-33-1Electric Literature of C44H41N3O7).

Fmoc-asn(trt)-ser(psime,mepro)-oh (cas: 920519-33-1) belongs to oxazolidine derivatives.Oxazolidines are readily available also from propargyl amines. 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.Electric Literature of C44H41N3O7

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

An air stable moisture resistant titanium triflate complex as a lewis acid catalyst for C-C bond forming reactions was written by Bull, Steven D.;Davidson, Matthew G.;Johnson, Andrew L.;Mahon, Mary F.;Robinson, Diane E. J. E.. And the article was included in Chemistry – An Asian Journal in 2010.Safety of 3-Acryloyloxazolidin-2-one This article mentions the following:

An air and moisture stable C₃-sym. titanium(IV) triflate, supported by a tripodal amine-(tris-phenolate) ligand, has been synthesized and characterized by x-ray crystallog. and shown to be a good Lewis acid catalyst for a range of aza-Diels-Alder, Diels-Alder, syn aldol, allylation, and alkylation reactions. 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. Oxazolidines are commonly obtained by reaction of strained heterocycles, mainly aziridines. 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. Oxazolidines are weaker bases (pKa 6–7) than parent β-amino alcohols and found to be more lipophilic than the parent compound at physiological pH.Safety of 3-Acryloyloxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Hybrid block copolymers of polyesters/polycarbonates and polypeptides synthesized via one-pot sequential ring-opening polymerization was written by Gradisar, Spela;Zagar, Ema;Pahovnik, David. And the article was included in Polymer Chemistry in 2018.Formula: C12H11NO5 This article mentions the following:

An efficient approach toward one-pot sequential ring-opening polymerization (ROP) of cyclic esters/carbonates and N-carboxyanhydride (NCA) monomers, differing in reactivity and type of propagating group, is presented. In the first step, a polyester/polycarbonate is synthesized using methanesulfonic acid as a catalyst. After the completion of polymerization NCA is added to the reaction mixture Methanesulfonic acid successfully catalyzes the initiation step of ROP of NCA and simultaneously prevents the chain propagation by protonation of the formed amine groups. After the completion of NCA initiation, the propagation is started by addition of N-ethyldiisopropylamine as a base to prepare the hybrid block copolymers of polyester/polycarbonate and polypeptide in a one-pot manner. In the experiment, the researchers used many compounds, for example, (S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate (cas: 13590-42-6Formula: C12H11NO5).

(S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate (cas: 13590-42-6) 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.Formula: C12H11NO5

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

A New Method for Recycling Asymmetric Catalysts via Formation of Charge Transfer Complexes was written by Chollet, Guillaume;Rodriguez, Fernand;Schulz, Emmanuelle. And the article was included in Organic Letters in 2006.Recommanded Product: 2043-21-2 This article mentions the following:

A new concept for recycling asym. bis(oxazoline)-type catalysts is reported. The formation of charge-transfer complexes between the chiral ligand and trinitrofluorenone and their subsequent precipitation and reuse by addition of new substrate solutions is described. The efficiency of this procedure is demonstrated in a Diels-Alder reaction of cyclopentadiene with N-acryloyl or N-crotonoyl oxazolidin-2-one to afford the expected endo products as major isomers (up to 97% de and 94% ee): the catalyst was used up to 12 times without loss of either activity or selectivity. In the experiment, the researchers used many compounds, for example, 3-Acryloyloxazolidin-2-one (cas: 2043-21-2Recommanded Product: 2043-21-2).

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. 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: 2043-21-2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

The Potential Synergistic Activity of Zolmitriptan Combined in New Self-Nanoemulsifying Drug Delivery Systems: ATR-FTIR Real-Time Fast Dissolution Monitoring and Pharmacodynamic Assessment. was written by Abd El-Halim, Shady M;Mamdouh, Mohamed A;Eid, Sherif M;Ibrahim, Bassant M M;Aly Labib, Dina A;Soliman, Sara M. And the article was included in International journal of nanomedicine in 2021.Computed Properties of C16H21N3O2 This article mentions the following:

PURPOSE: The current work aimed to overcome the poor permeability and undesirable adverse effects of Zolmitriptan (ZMT) and to increase its efficacy in the treatment of acute migraine by exploiting the synergistic effect of the essential oil, lavender, to fabricate ZMT self-nanoemulsifying drug delivery systems (ZMT-SNEDDS). METHODS: ZMT-SNEDDS were fabricated based on full factorial design (3²) to statistically assess the impact of oil and surfactant concentrations on the nanoemulsion globule size, zeta potential and percentage drug dissolution efficiency. An ATR-FTIR method was developed and validated for continuous real-time monitoring of ZMT dissolution and permeation. The dose of the optimized ZMT-SNEDDS used in the efficacy study was selected according to the acute toxicity study. The efficacy study was performed on migraineous rats induced by nitroglycerin and was evaluated by the activity cage and thermal tests, electroencephalogram, electroconvulsive stimulation, and biochemical analysis of brain tissue. Finally, histopathological and immunohistochemical examinations of the cerebra were carried out. RESULTS: Upon dilution, the optimized ZMT-SNEDDS (F5) exhibited nanosized spherical droplets of 19.59±0.17 nm with narrow size distribution, zeta potential (-23.5±1.17mV) and rapid emulsification characteristics. ATR-FTIR spectra elucidated the complete time course of dissolution and permeation, confirming F5 superior performance. Moreover, ZMT-SNEDDS (F5) showed safety in an acute toxicity study. ZMT concentration in rat brain tissues derived from F5 was lower compared to that of ZMT solution, yet its effect was better on the psychological state, algesia, as well as maintaining normal brain electrical activity and delayed convulsions. It counteracted the cerebral biochemical alternations induced by nitroglycerin, which was confirmed by histopathological examination. CONCLUSION: In a nutshell, these findings corroborated the remarkable synergistic efficacy and the high potency of lavender oil-based ZMT-SNEDDS in migraine management compared to the traditional zolmitriptan solution. 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: 139264-17-8Computed Properties of C16H21N3O2).

(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. Some reports highlighted again the effectiveness of oxazolidine-based compounds in driving the stereo- or diastereotopic outcome of chemical reactions.Computed Properties of C16H21N3O2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Bioanalytical and analytical method development, validation approaches for Metaxalone: a brief review was written by Yamgar, Dilip B.;Desale, Mayur N.;Prajapati, Malesh S.;Fegade, Bharti;Vaidhun, Bhaskar. And the article was included in World Journal of Pharmacy and Pharmaceutical Sciences in 2021.Category: oxazolidine This article mentions the following:

Metaxalone (MTX), a non-benzodiazepine antispasmodics, resembling in structure to mephenaxalone is a BCS Class II drug that acts centrally to skeletal muscle relaxant drug with antispasmodic effect. Although the exact mode of action of MTX is not fully understood, it has been stated that it acts via the general CNS depression method resulting in relaxation of skeletal muscles and also sedation. It has been formulated under the brand name of SKELAXIN and distributed by King Pharmaceuticals. The dosage form available in the market for the drug contains 400 and 800 mg of drug with excipients. The bioavailability of Metaxalone has been found to increase when taken on a full stomach. After intake of MTX in any form strictly avoid excessive or chronic consumption of alc. This often leads to an increase in CNS depressant effects. Literature survey has demonstrated that fewer methods are available to perform the characterization of Metaxalone in bulk solution as well as biol. fluids. Some of the methods are electrospray ionization (ESI), LC-MS/MS, UV spectroscopy combined with LC chromatog., HPLC-UV, GC with flame ionization detector, GC with MS. The present review comprehensively overlooks the all of above methods for estimation of Metaxalone in its bulk solution as well formulation and in biol. fluids. In the experiment, the researchers used many compounds, for example, 5-((3,5-Dimethylphenoxy)methyl)oxazolidin-2-one (cas: 1665-48-1Category: oxazolidine).

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. 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.Category: oxazolidine

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Unusual mechanisms in Claisen rearrangements: an ionic fragmentation leading to a meta-selective rearrangement was written by Maryasin, Boris;Kaldre, Dainis;Galaverna, Renan;Klose, Immo;Ruider, Stefan;Drescher, Martina;Kaehlig, Hanspeter;Gonzalez, Leticia;Eberlin, Marcos N.;Jurberg, Igor D.;Maulide, Nuno. And the article was included in Chemical Science in 2018.Reference of 888329-88-2 This article mentions the following:

A mechanistic investigation of the acid-catalyzed redox-neutral oxoarylation reaction of ynamides using electrospray ionization mass-spectrometry (ESI-MS) and quantum chem. calculations (DFT and MP2) is presented. This study reveals the diversity of pathways and products available from an otherwise deceptively simple-looking, classical transformation: fragmentation, an unusual meta-arylation and competing α-carbonyl cation pathways are some of the alternatives unveiled by ESI-MS and mechanistic experiments Detailed calculations explain the observed trends and rationalize the results. In the experiment, the researchers used many compounds, for example, 3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2Reference of 888329-88-2).

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

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Comparative study of volatile aroma compounds in eight kinds of natto was written by Liu, Ye;Su, Hang;Song, Huan-lu;Su, Ke-ran;Wang, Xin. And the article was included in Shipin Gongye Keji in 2016.Safety of 2,4,5-Trimethyloxazole This article mentions the following:

In order to compare the difference of volatile compound in different kinds of natto, self-make natto, 5 kinds of natto from Japan, and 2 kinds of natto from China were analyzed by SPME-GC-O-MS, sensory evaluation, and electronic nose. Results showed that there was no difference between self-make and the other kinds of natto on compound type, but the whole compound content of self-make natto were less than that of natto from Japan, especially ketone and pyrazine, which were more than that of natto from China. By PCA, there was large intersection among self-make, Hokkaido, and Yanjing natto, suggesting that the three kinds of natto had similar middle note. 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. 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. 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 2,4,5-Trimethyloxazole

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Metal-Free Synthesis of Highly Substituted Pyridines by Formal [2+2+2] Cycloaddition under Mild Conditions was written by Xie, Lan-Gui;Shaaban, Saad;Chen, Xiangyu;Maulide, Nuno. And the article was included in Angewandte Chemie, International Edition in 2016.Recommanded Product: 3-(Phenylethynyl)oxazolidin-2-one This article mentions the following:

The synthesis of pyridines through direct intermol. cycloaddition of alkynes and nitriles is a contemporary challenge in organic synthesis. A Bronsted acid mediated formal [2+2+2] cycloaddition of heteroalkynes and nitriles was developed that proceeds under mild conditions. This constitutes a modular approach to highly substituted pyridine cores. In the experiment, the researchers used many compounds, for example, 3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2Recommanded Product: 3-(Phenylethynyl)oxazolidin-2-one).

3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2) 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. 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. Oxazolidines are weaker bases (pKa 6–7) than parent β-amino alcohols and found to be more lipophilic than the parent compound at physiological pH.Recommanded Product: 3-(Phenylethynyl)oxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem