Month: November 2022

Chalyk, Bohdan A. published the artcileRegioselective Synthesis of Functionalized 3- or 5-Fluoroalkyl Isoxazoles and Pyrazoles from Fluoroalkyl Ynones and Binucleophiles, Formula: C5H3F2NO3, the publication is Journal of Organic Chemistry (2019), 84(23), 15212-15225, database is CAplus and MEDLINE.

A facile synthetic route towards either 3- or 5-fluoroalkyl-substituted isoxazoles or pyrazoles containing an addnl. functionalization site was developed and applied on a multigram scale. The elaborated approach extends the scope of fluoroalkyl substituents for introduction into the heterocyclic moiety, and uses convenient transformations of the side chain for incorporation of fluoroalkyl substituted azoles into the structures of biol. active mols. The utility of the obtained building blocks for isosteric replacement of alkyl-substituted isoxazole and pyrazole was shown by the synthesis of fluorinated Isocarboxazid and Mepiprazole analogs.

Journal of Organic Chemistry published new progress about 1935503-24-4. 1935503-24-4 belongs to isoxazole, auxiliary class Difluoromethylated Building Blocks, name is 3-(Difluoromethyl)isoxazole-5-carboxylic acid, and the molecular formula is C5H3F2NO3, Formula: C5H3F2NO3.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Wannenmacher, Nick published the artcileCatalytic Asymmetric Chlorination of Isoxazolinones, HPLC of Formula: 1076-59-1, the publication is European Journal of Organic Chemistry (2022), 2022(9), e202200030, database is CAplus.

The first catalytic asym. chlorination of isoxazolinones I (R¹ = Me, Ph, 4-chlorophenyl, 4-methoxyphenyl; R ² = Me, Bn, naphthalen-2-yl, etc.), a synthetically and biol. interesting class of heterocycles II, which can be considered as precursors for β-aminoacids was reported. The title reaction was catalyzed with high enantioselectivity by a planar chiral ferrocene based palladacycle III in high to excellent yields. It is showcased that the products are valuable for post-synthetic transformations. An S_N2 reaction proceeded with smooth inversion of the absolute configuration. The substitution product II (R¹ = Ph, R² = Bn) could then be transformed into an α-azido β-aminoacid derivative IV via a reductive, diastereoselective ring opening.

European Journal of Organic Chemistry published new progress about 1076-59-1. 1076-59-1 belongs to isoxazole, auxiliary class Oxazoline,Benzene,Ester, name is 3-Phenylisoxazol-5(2H)-one, and the molecular formula is C13H16BNO5, HPLC of Formula: 1076-59-1.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Tasaganva, R. G. published the artcileDevelopment of novel crosslinkable polymers for second-order nonlinear optical devices, Recommanded Product: 3-Phenylisoxazol-5(2H)-one, the publication is Synthetic Metals (2011), 161(17-18), 1787-1799, database is CAplus.

We have synthesized different nonlinear optical responsive chromophores with imidazolidine-2,4-dione, pyrimidine-2,4,6(1H,3H,5H)-trione and 3-phenyl-2-isoxazolin-5-one as acceptors. With these, a series of crosslinkable polymers were synthesized using phenylenediacryloyl chloride, tolylene-2,4-diisocyanate and 4,4′-methylenedi(Ph isocyanate). The mol. structural characterization of these polymers was achieved by FTIR, UV-vis, ¹H NMR and elemental anal. The inherent viscosities of these polymers (η inh) determined by Ubbelohde viscometer, were in the range of 0.26-0.29 dL/g. Thermal behavior of these polymers was studied using differential scanning calorimetry and thermogravimetric anal. The glass transition temperatures (T _g‘s) of the resulting polymers were in the range of 97-175 °C. The change in the mol. alignment in the polymer films after elec. poling was ascertained by at. force microscopy. The resulting polymers exhibited an excellent solubility in many of the common organic solvents, suggesting that these polymers offer good processability. The second harmonic generations (SHG) coefficients (d₃₃) of poled polymers determined by Maker fringe technique were in the range of 44-109.07 pm/V at 532 nm, signifying the acceptability for nonlinear optical devices.

Synthetic Metals published new progress about 1076-59-1. 1076-59-1 belongs to isoxazole, auxiliary class Oxazoline,Benzene,Ester, name is 3-Phenylisoxazol-5(2H)-one, and the molecular formula is C19H14Cl2, Recommanded Product: 3-Phenylisoxazol-5(2H)-one.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Philimonov, V. D. published the artcileInvestigation of the relation between electrochemical parameters and quantum chemical features of a number of carbazole and antipyrine derivatives, Safety of 9-(4-Fluorophenyl)-9H-carbazole, the publication is Izvestiya Vysshikh Uchebnykh Zavedenii, Khimiya i Khimicheskaya Tekhnologiya (2002), 45(3), 75-79, database is CAplus.

Quant. relationship between half-wave oxidation potentials E_1/2 and quantum-chem. parameters of 73 carbazole derivatives has been described. The correlation between E_1/2 and difference of formation heats of carbazole and the appropriate cation radicals ΔΔH has been obtained. Values of maximum current potentials of anodic oxidation of antipyrine and its halogen-derivatives have been found on the glassy carbon electrode by stripping voltammetry. Quantum-chem. calculations have been carried out for antipyrine and its halogen-derivatives by semiempirical method AM1. Anomalous electrochem. behavior of iodine-derivatives of carbazole and antipyrine has been determined

Izvestiya Vysshikh Uchebnykh Zavedenii, Khimiya i Khimicheskaya Tekhnologiya published new progress about 57103-14-7. 57103-14-7 belongs to isoxazole, auxiliary class Fused Tricycles,Carbazoles, name is 9-(4-Fluorophenyl)-9H-carbazole, and the molecular formula is C18H12FN, Safety of 9-(4-Fluorophenyl)-9H-carbazole.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Reichart, Benedikt published the artcileHigh-temperature continuous flow synthesis of 1,3,4-oxadiazoles via N-acylation of 5-substituted tetrazoles, Category: isoxazole, the publication is Tetrahedron Letters (2012), 53(8), 952-955, database is CAplus.

Applying continuous flow processing in a high-temperature/high-pressure regime (200-220°, 11-14 bar) 2,5-disubstituted-1,3,4-oxadiazoles are prepared in high yields within 5-10 min residence time by treatment of 5-substituted-1H-tetrazoles with anhydrides or acid chlorides as electrophiles (Huisgen reaction).

Tetrahedron Letters published new progress about 2251-79-8. 2251-79-8 belongs to isoxazole, auxiliary class Trifluoromethyl,Fluoride,Benzene, name is 5-(4-(Trifluoromethyl)phenyl)-1H-tetrazole, and the molecular formula is C8H5F3N4, Category: isoxazole.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Li, Dan published the artcileComparison of parecoxib sodium and flurbiprofen axetil in children undergoing endoscopic adenoidectomy and tonsillectomy, Computed Properties of 198470-85-8, the publication is Guoji Mazuixue Yu Fusu Zazhi (2014), 35(12), 1098-1100, 1108, database is CAplus.

The postoperative analgesia effect of parecoxib Na and flurbiprofen axetil in children undergoing endoscopic adenoidectomy and tonsillectomy was comparatively studied. Sixty children, aged 5-8 yr, scheduled for endoscopic adenoidectomy and tonsillectomy under general anesthesia were randomly divided into group A (parecoxib Na), group B(flurbiprofen axetil), group C (normal saline) (n=20). Parecoxib Na 1 mg/kg and flurbiprofen axetil 1 mg/kg were administered i.v. 15 min before the start of operation, meanwhile children in group C received normal saline. The extubation time, agitation occurrences, recovery period pain scores, remifentanil dose, and side effects were observed and compared. There was no difference between the three groups in operation time, extubation time, and remifentanil dose (P>0.05). The emergence of postoperative agitation was 5% in group A and group B, 55% in group C, which was significantly lower in group A and group B than in group C (P<0.01). The pain scores of group C were significantly higher than those in group A and group B (P<0.01). The emergence of nausea and vomiting was 5% in group C. Applying parecoxib Na and flurbiprofen axetil in children undergoing endoscopic adenoidectomy and tonsillectomy can provide a good analgesia effect, reduce postoperative agitation, and do not postpone the extubation time.

Guoji Mazuixue Yu Fusu Zazhi published new progress about 198470-85-8. 198470-85-8 belongs to isoxazole, auxiliary class Immunology/Inflammation,COX, name is Sodium ((4-(5-methyl-3-phenylisoxazol-4-yl)phenyl)sulfonyl)(propionyl)amide, and the molecular formula is C19H17N2NaO4S, Computed Properties of 198470-85-8.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Ryzhkova, Yuliya E. published the artcile1,3-Dimethyl-3′,5-diphenyl-1,5-dihydro-2H,5’H-spiro[furo[2,3-d]pyrimidine-6,4′-isoxazole]-2,4,5′(3H)-trione, Category: isoxazole, the publication is Molbank (2022), 2002(1), M1317, database is CAplus.

Michael addition-halogenation-intramol. ring-closing (MHIRC) reactions were processes in which a halogen atom as a leaving group could attach to substrates or reactants during the reaction, which then undergoes intramol. ring closure. In this communication the MHIRC transformation of 4-benzylidene-3-phenylisoxazol-5(4H)-one and 1,3-dimethylbarbituric acid in the presence of N-bromosuccinimide and sodium acetate in EtOH at room temperature was carefully investigated to give novel 1,3-dimethyl-3′,5-diphenyl-1,5-dihydro-2H,5’H-spiro[furo[2,3-d]pyrimi- dine-6,4′-isoxazole]-2,4,5′(3H)-trione I in a good yield. The structure of the new compound was confirmed by the results of elemental anal. as well as mass, NMR and IR spectroscopy.

Molbank published new progress about 1076-59-1. 1076-59-1 belongs to isoxazole, auxiliary class Oxazoline,Benzene,Ester, name is 3-Phenylisoxazol-5(2H)-one, and the molecular formula is C9H7NO2, Category: isoxazole.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Krasnaya, Zhanna A. published the artcileSynthesis and conformations of cross-conjugated polyenes containing heterocyclic moieties with diverse structures, Synthetic Route of 1076-59-1, the publication is Mendeleev Communications (2014), 24(6), 377-379, database is CAplus.

New non-linear cross-conjugated polyenes containing a central 4-ylidene-substituted pyran or N-methyldihydropyridine ring were synthesized. Interaction of chromophores in these compounds occurs through the ylidene group linked to the heterocycles.

Mendeleev Communications published new progress about 1076-59-1. 1076-59-1 belongs to isoxazole, auxiliary class Oxazoline,Benzene,Ester, name is 3-Phenylisoxazol-5(2H)-one, and the molecular formula is C9H7NO2, Synthetic Route of 1076-59-1.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Capreti, Naylil M. R. published the artcileMichael Addition of Soft Carbon Nucleophiles to Alkylidene Isoxazol-5-ones: A Divergent Entry to β-Branched Carbonyl Compounds, Application of 3-Phenylisoxazol-5(2H)-one, the publication is Organic Letters (2015), 17(10), 2490-2493, database is CAplus and MEDLINE.

A novel, divergent strategy toward the synthesis of β-branched (and linear) carbonyl compounds is developed by taking advantage of alkylidene isoxazol-5-ones as key building blocks. The yields obtained range from good to excellent, therefore making the described methods attractive options for building such mols. E.g., reaction of alkylidene isoxazol-5-one (I) with TMSOCPh:CH₂, catalyzed by Sc(OTf)₃, gave 90% II. Treatment of II with Fe(SO₄) and NaNO₂ gave 83% PhCCCHPhCH₂COPh.

Organic Letters published new progress about 1076-59-1. 1076-59-1 belongs to isoxazole, auxiliary class Oxazoline,Benzene,Ester, name is 3-Phenylisoxazol-5(2H)-one, and the molecular formula is C9H7NO2, Application of 3-Phenylisoxazol-5(2H)-one.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Salma, Sabrina Aufar published the artcileSynthesis and characterization of new dyes based on chromone malononitrile as the electron withdrawing group and their photovoltaic effect, Computed Properties of 1076-59-1, the publication is Molecular Crystals and Liquid Crystals (2020), 705(1), 28-34, database is CAplus.

Two new small mol. dyes for the donor material, named IDTT-OX and IDTT-EPMP-IDC have been successfully synthesized and characterized for solution-processed bulk heterojunction organic solar cells (OSCs). These dyes are containing indacenodithieno[3,2-b]thiophene (IDTT) as the donor moiety, phenylisoxazolone (OX) and malononitrile derivatives (EPMP-IDC) as the acceptor. IDTT-OX exhibits a strong self-aggregation behavior and broad absorption with an optical band gap of 1.88 eV. While IDTT-EPMP-IDC shows different behavior, the self-aggregation of IDTT-EPMP was efficiently restricted by the presence of the alkyl group at EPMP-IDC functional group in the mol. and it has 1.60 eV optical bandgap. The inverted-type OSCs based on the blend of IDTT-OX (or IDTT-EPMP-IDC) as a donor, PC₇₁BM as an acceptor are fabricated. The power conversion efficiencies (PCEs) of the optimized OSCs are reached up to 0.29% for IDTT-OX and 2.07% for IDTT-EPMP-IDC.

Molecular Crystals and Liquid Crystals published new progress about 1076-59-1. 1076-59-1 belongs to isoxazole, auxiliary class Oxazoline,Benzene,Ester, name is 3-Phenylisoxazol-5(2H)-one, and the molecular formula is C9H7NO2, Computed Properties of 1076-59-1.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem