Month: November 2022

Aridoss, Gopalakrishnan published the artcileHighly Efficient Synthesis of 5-Substituted 1H-Tetrazoles Catalyzed by Cu-Zn Alloy Nanopowder, Conversion into 1,5- and 2,5-Disubstituted Tetrazoles, and Synthesis and NMR Studies of New Tetrazolium Ionic Liquids, SDS of cas: 2251-79-8, the publication is European Journal of Organic Chemistry (2011), 2011(31), 6343-6355, S6343/1-S6343/57, database is CAplus.

A series of 5-substituted 1H-tetrazoles were synthesized through [3+2] cycloaddition reactions between nitriles RCN and NaN₃ in the presence of Cu-Zn alloy nanopowder as catalyst. The 1,5-di-Bu, 1-butyl-5-hexyl, 2,5-di-Bu, and 2-butyl-5-hexyl derivatives were then used as building blocks to synthesize several novel tetrazolium ionic liquids (ILs) with EtSO₄^–, OTf^–, and NTf₂^– counterions. Whereas alkylation of the 2,5-dialkyltetrazoles selectively gave the N-4 alkylated onium salts, with the 1,5-dialkyl derivatives approx. 1:1 mixtures of two tetrazolium salts were formed by alkylation at N-3 and N-4. The triflate and Et sulfate salts are room-temperature ILs that are hydrophilic, whereas the NTf₂ salts are low-melting ILs and are hydrophobic. The resulting tetrazolium-based ionic liquids were studied by various multinuclear and 2D NMR techniques including natural abundance ¹⁵N and ¹H/¹⁵N correlations.

European Journal of Organic Chemistry 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, SDS of cas: 2251-79-8.

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

Nair, Satheesh published the artcileOptimization of Nicotinamides as Potent and Selective IRAK4 Inhibitors with Efficacy in a Murine Model of Psoriasis, Category: isoxazole, the publication is ACS Medicinal Chemistry Letters (2020), 11(7), 1402-1409, database is CAplus and MEDLINE.

IRAK4 is an attractive therapeutic target for the treatment of inflammatory conditions. Structure guided optimization of a nicotinamide series of inhibitors has been expanded to explore the IRAK4 front pocket. This has resulted in the identification of compounds such as 12 with improved potency and selectivity. Addnl. 12 demonstrated activity in a pharmacokinetics/pharmacodynamics (PK/PD) model. Further optimization efforts led to the identification of the highly kinome selective 21, which demonstrated a robust PD effect and efficacy in a TLR7 driven model of murine psoriasis.

ACS Medicinal Chemistry Letters published new progress about 874-36-2. 874-36-2 belongs to isoxazole, auxiliary class Other Aromatic Heterocyclic,Amine, name is Benzo[c][1,2,5]oxadiazol-5-amine, and the molecular formula is C6H5N3O, Category: isoxazole.

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

Sreedhar, B. published the artcileCuFe₂O₄ nanoparticles: a magnetically recoverable and reusable catalyst for the synthesis of 5-substituted 1H-tetrazoles, Recommanded Product: 5-(4-(Trifluoromethyl)phenyl)-1H-tetrazole, the publication is Tetrahedron Letters (2011), 52(28), 3565-3569, database is CAplus.

An efficient and economical protocol for the synthesis of 5-substituted 1H-tetrazoles from various nitriles and sodium azide is described using magnetically recoverable and reusable CuFe₂O₄ nanoparticles. A wide variety of aryl nitriles underwent [2+3] cycloaddition under mild reaction conditions to afford tetrazoles in good to excellent yields. The catalyst was magnetically separated and reused five times without significant loss of catalytic activity.

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 C12H9N3O4, Recommanded Product: 5-(4-(Trifluoromethyl)phenyl)-1H-tetrazole.

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

Wang, Bo published the artcileMechanisms and progress of parecoxib sodium, Product Details of C19H17N2NaO4S, the publication is Hainan Yixue (2014), 25(23), 3496-3499, database is CAplus.

A review. Parecoxib sodium, a novel COX-2 specific inhibitor, is now widely used in clin. prevention and treatment of moderate to severe pain. Recent studies have suggested that parecoxib sodium exerts not only an analgesic effect but also some non-analgesic effects. Parecoxib sodium reduces cerebral ischemic neuronal damage, protects or deteriorates ischemic organs, produces anti-tumor effects, as well as against angiogenesis effect. The study on the non-analgesic effects of parecoxib sodium provides theor. basis for expanding its clin. applications. In this paper, we reviewed the progress in the functional roles of parecoxib sodium and its underlying mechanisms.

Hainan Yixue 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 C24H29N5O3, Product Details of C19H17N2NaO4S.

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

Sharma, Swagat published the artcileDiscovery, synthesis and characterization of a series of (1-alkyl-3-methyl-1H-pyrazol-5-yl)-2-(5-aryl-2H-tetrazol-2-yl)acetamides as novel GIRK1/2 potassium channel activators, SDS of cas: 2251-79-8, the publication is Bioorganic & Medicinal Chemistry Letters (2019), 29(6), 791-796, database is CAplus and MEDLINE.

The study described the discovery and characterization of a series of 5-aryl-2H-tetrazol-3-yl acetamides as G protein-gated inwardly-rectifying potassium (GIRK) channels activators. Working from an initial hit discovered during a high-throughput screening campaign, a tetrazole scaffold was identified that shifts away from the previously reported urea-based scaffolds while remaining effective GIRK1/2 channel activators. In addition, the compounds were evaluated in Tier 1 DMPK assays and identified a (3-methyl-1H-pyrazol-1-yl)tetrahydrothiophene-1,1-dioxide head group that imparts interesting and unexpected microsomal stability compared to previously-reported pyrazole head groups.

Bioorganic & Medicinal Chemistry 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 C13H10O3, SDS of cas: 2251-79-8.

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

Jung, Dai-Li published the artcileSynthesis of 9-arylcarbazoles from 1-arylpyrroles, Computed Properties of 57103-14-7, the publication is Journal of the Korean Chemical Society (1996), 40(11), 702-705, database is CAplus.

Cyclization of 2,5-dimethoxytetrahydrofuran with anilines gave 22-25% carbazoles I (R = 4-MeO, 4-Me, 4-NO₂, 4-F, 4-Cl, 4-Br, 3,5-Cl₂, 2,6-Cl₂, H, 3-NO₂, 3-Br).

Journal of the Korean Chemical Society 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, Computed Properties of 57103-14-7.

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

Kim, So Han published the artcileA tuned bicyclic proazaphosphatrane for catalytically enhanced N-arylation reactions with aryl chlorides, HPLC of Formula: 57103-14-7, the publication is European Journal of Organic Chemistry (2015), 2015(9), 1954-1960, database is CAplus.

The N-arylation of various amines with aryl chlorides proceeded in good to excellent yields in the presence of proazaphosphatrane ligand P[N{(p-NMe₂)C₆H₄CH₂}CH₂CH₂]₃N and small amounts of Pd₂(dba)₃. This catalytic system was also very effective for the synthesis of carbazoles.

European Journal of Organic Chemistry 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, HPLC of Formula: 57103-14-7.

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