Tag: M.W=150-200

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

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

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

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

Sylvianti, Nadhila published the artcileNew A-D-A type small molecules based on benzodithiophene derivative for organic solar cells, Application In Synthesis of 1076-59-1, the publication is Molecular Crystals and Liquid Crystals (2018), 660(1), 66-71, database is CAplus.

A synthesized of acceptor-donor-acceptor (A-D-A) type oligomer based on benzodithiophene (BDT) as a donor (D) unit and phenylisoxazol (OX) as an acceptor (A) is to investigate the effect of combination between the strong electron donor and a strong electron acceptor. In addition, we introduce hexylthiophene (HT) ring as a π-bridge to extend the effective conjugation length and increase the solubility Here we report the performance of 2,6-(4-(thiophen-2-yl)methylene)-3-phenylisoxazol-5(4H)-one-4,8-bis((2-ethylhexyl)oxy)benzo[1,2-b:4,5-b’]dithiophene employing as the electron donor in the inverted organic solar cells and PC₇₁BM as the electron acceptor unit. UV-Vis absorption and electrochem. measurements investigated the optoelectronic properties that revealing the HUMO/LUMO level at -3.72 eV/-5.44 eV with an optical band gap of 1.72 eV for BDT-HTOX. Maximum power conversion efficiency based on is showed up to 0.80% with a short-circuit c.d. (J_sc) of -3.26 mA/cm², V_oc of 0.88 V, and fill factor (FF) of 27.9% using chlorobenzene as a solvent for solution processed organic solar cells.

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 0, Application In Synthesis of 1076-59-1.

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

Sakharov, Pavel A. published the artcileNon-natural 2H-azirine-2-carboxylic acids: an expedient synthesis and antimicrobial activity, Synthetic Route of 1076-59-1, the publication is RSC Advances (2019), 9(65), 37901-37905, database is CAplus and MEDLINE.

Non-natural 2H-azirine-2-carboxylic acids I (R¹ = CH₃, C₆H₅, 2-furyl, etc.; R² = H, CH₃, C₆H₅, 4-BrC₆H₄, CH₂CCH) were obtained in high yields by FeCl₂-catalyzed isomerization of 5-chloroisoxazoles II to azirine-2-carbonyl chlorides followed by their hydrolysis. The 3-aryl- and 3-heteroaryl-substituted acids I are stable during prolonged storage, exhibit antibacterial activity against ESKAPE pathogens and show a low level of cytotoxicity.

RSC Advances 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

Lee, Seungbeom published the artcileDiscovery of novel potent migrastatic Thiazolo[5,4-b]pyridines targeting Lysyl-tRNA synthetase (KRS) for treatment of Cancer metastasis, Application of 2-Chloro-5-nitrobenzoxazole, the publication is European Journal of Medicinal Chemistry (2021), 113405, database is CAplus and MEDLINE.

Recently, non-canonical roles of lysyl-tRNA synthetase (KRS), which is associated with cell migration and cancer metastasis, have been reported. Therefore, KRS has emerged as a promising target for the treatment of cell migration-related diseases, especially cancer metastasis, although the satisfying chem. inhibitors targeting KRS have not yet been identified. Here, we report the discovery of novel, mechanistically unique, and potent cell migration inhibitors targeting KRS, including the chem. and biol. studies on the most effective N,N-dialkylthiazolo[5,4-b]pyridin-2-amine (SL-1910, I). SL-1910 exhibited highly potent migration inhibition (EC₅₀ = 81 nM against the mutant KRS-overexpressed MDA-MB-231 cells) and was superior to the previously reported KRS inhibitor (migration inhibitory EC₅₀ = 8.5μM against H226 cells). The KRS protein binding study via fluorescence-based binding titration and KRS protein 2D-NMR mapping study, in vitro concentration-dependent cell migration inhibition, and in vivo anti-metastatic activity of SL-1910, which consists of a new scaffold, have been reported in this study. In addition, in vitro absorption, distribution, metabolism, and excretion studies and mouse pharmacokinetics experiments for SL-1910 were conducted.

European Journal of Medicinal Chemistry published new progress about 54120-91-1. 54120-91-1 belongs to isoxazole, auxiliary class Chloride,Nitro Compound,Benzooxazole, name is 2-Chloro-5-nitrobenzoxazole, and the molecular formula is C7H3ClN2O3, Application of 2-Chloro-5-nitrobenzoxazole.

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

Tang, Dong published the artcileIodine-catalyzed synthesis of sulfonyl isoxazoles from sodium sulfinates and isoxazol-5(4H)-ones, Product Details of C9H7NO2, the publication is Tetrahedron Letters (2021), 152685, database is CAplus.

An efficient I₂-mediated sulfonylation at 4-position of isoxazoles has been developed by employing sodium sulfinate and 3-substituted isoxazol-5(4H)-ones. This metal-free, one-pot strategy provides various sulfonyl isoxazoles under mild reaction conditions. The final product exists in the form of stable organic sodium salt, which can be purified by column chromatog. under air.

Tetrahedron 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 C18H15N3O3, Product Details of C9H7NO2.

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

Galenko, Ekaterina E. published the artcileSynthesis of N-aminopyrazoles by Fe(II)-catalyzed rearrangement of 4-hydrazonomethyl-substituted isoxazoles, Category: isoxazole, the publication is Tetrahedron (2018), 74(43), 6288-6298, database is CAplus.

A novel effective method is reported for the preparation of 1-amino-1H-pyrazole-4-carboxylic acid derivatives by Fe(II)-catalyzed rearrangement of isoxazoles having (2,4-dinitrophenylhydrazono)methyl substituent at C4. The reaction proceeds smoothly for both E and Z isomers of 4-(hydrazonomethyl)isoxazoles, and this means it is not necessary to sep. mixtures of E/Z-isomers of the hydrazones prepared by reaction of 5-methoxy/pirrolidino-4-carbonylisoxazoles and 2,4-dinitrophenylhydrazine. The rearrangement proceeds via the formation of an aziridine intermediate which can be isolated in certain cases. The 2-nitro group in the synthesized 1-[(2,4-dinitrophenyl)amino]-1H-pyrazole-4-carboxylic esters can be selectively reduced in two steps via acylation of the amino group followed by hydrogenation-deacylation using H₂-Pd/C.

Tetrahedron 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

Lavanya, M. published the artcileSynthesis, crystal structure, DNA binding and antitumor studies of β-diketonate complexes of divalent copper, zinc and palladium, Related Products of isoxazole, the publication is Inorganica Chimica Acta (2018), 76-86, database is CAplus.

This paper reports a simple approach for the synthesis of three pairs of novel mononuclear β-diketonate complexes of copper(II), zinc(II) and palladium(II) from monobasic O-O donor ligands 3-phenyl-4-fluorobenzolyl-5-isoxazolone (HL¹) and 3-phenyl-4-toluyl-5-isxoazolone (HL²). The synthesized compounds were characterized by FTIR, ESI/FAB mass, ¹H NMR, UV-visible and thermogravimetric analyses. The free ligand HL¹ and the copper(II) complex, [Cu(L²)₂(CH₃OH)₂] are unambiguously characterized by single crystal x-ray diffraction studies. The free ligand HL¹ has adopted orthorhombic crystal system with P2(1) space group and a 8.1552(3), b 10.1169(4), c 17.0819(6) Å, and α = β = γ 90.°. The crystal structure of the complex, [Cu(L²)₂(CH₃OH)₂] is monoclinic with P2(1)/c space group and a 10.2571(2), b 16.2640(3), c 20.1717(3) Å, and α 90.β 99.56 and γ 90.°. The copper(II) complex has adopted distorted octahedral geometry where the z-axis is occupied by two solvent methanol mols. according to the crystal data. While the EPR spectra of both the Cu(II) complexes display a strong axial signal with g_vbr â‰?2.2 and gbottom â‰?2.0, which obviously suggests the square planar geometry around the copper(II) ion. The interaction of the complexes with calf thymus DNA (CT-DNA) was studied using UV-visible and fluorescence spectroscopic techniques. Anticancer activity of the complexes revealed their potential towards inhibiting the growth of human breast cancer cell lines, MDA-MB-231. The palladium complexes of both the ligands are good in exhibiting apoptosis. Also, the complexes of fluoro-substituted ligand are better antimicrobial agents when compared with those of Me substituted ligand.

Inorganica Chimica Acta 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, Related Products of isoxazole.

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