Day: November 28, 2022

Masoudi-Sobhanzadeh, Yosef published the artcileTrader as a new optimization algorithm predicts drug-target interactions efficiently, Application of Sodium ((4-(5-methyl-3-phenylisoxazol-4-yl)phenyl)sulfonyl)(propionyl)amide, the publication is Scientific Reports (2019), 9(1), 1-14, database is CAplus and MEDLINE.

Several machine learning approaches have been proposed for predicting new benefits of the existing drugs. Although these methods have introduced new usage(s) of some medications, efficient methods can lead to more accurate predictions. To this end, we proposed a novel machine learning method which is based on a new optimization algorithm, named Trader. To show the capabilities of the proposed algorithm which can be applied to the different scope of science, it was compared with ten other state-of-the-art optimization algorithms based on the standard and advanced benchmark functions. Next, a multi-layer artificial neural network was designed and trained by Trader to predict drug-target interactions (DTIs). Finally, the functionality of the proposed method was investigated on some DTIs datasets and compared with other methods. The data obtained by Trader showed that it eliminates the disadvantages of different optimization algorithms, resulting in a better outcome. Further, the proposed machine learning method was found to achieve a significant level of performance compared to the other popular and efficient approaches in predicting unknown DTIs. All the implemented source codes are freely available at https://github.com/LBBSoft/Trader.

Scientific Reports 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, Application of Sodium ((4-(5-methyl-3-phenylisoxazol-4-yl)phenyl)sulfonyl)(propionyl)amide.

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

Gutmann, Bernhard published the artcileSafe generation and synthetic utilization of hydrazoic acid in a continuous flow reactor, Safety of 5-(4-(Trifluoromethyl)phenyl)-1H-tetrazole, the publication is Journal of Flow Chemistry (2012), 8-19, database is CAplus.

Hydrazoic acid (HN₃) was used in a safe and reliable way for the synthesis of 5-substituted-1H-tetrazoles and for the preparation of N-(2-azidoethyl)acylamides in a continuous flow format. Hydrazoic acid was generated in situ either from an aqueous feed of sodium azide upon mixing with acetic acid, or from neat trimethylsilyl azide upon mixing with methanol. For both processes, subsequent reaction of the in situ generated hydrazoic acid with either organic nitriles (tetrazole formation) or 2-oxazolines (ring opening to β-azido-carboxamides) was performed in a coil reactor in an elevated temperature/pressure regime. Despite the explosive properties of HN₃, the reactions could be performed safely at very high temperatures to yield the desired products in short reaction times and in excellent product yields. The scalability of both protocols was demonstrated for selected examples. Employing a com. available bench top flow reactor, productivities of 18.9 g/h of 5-phenyltetrazole and 23.0 g/h of N-(1-azido-2-methylpropan-2-yl)acetamide were achieved.

Journal of Flow 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, Safety of 5-(4-(Trifluoromethyl)phenyl)-1H-tetrazole.

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

Smetanin, Ilia A. published the artcileA novel strategy for the synthesis of thermally stable and apoptosis-inducing 2,3-dihydroazetes, COA of Formula: C9H7NO2, the publication is Organic & Biomolecular Chemistry (2016), 14(19), 4479-4487, database is CAplus and MEDLINE.

A general and concise approach to thermally and hydrolytically stable alkyl 2,3-dihydroazete-2,3-di-/2,2,3-tricarboxylates from alkyl 2-bromoazirine-2-carboxylates or 4-bromo-5-alkoxyisoxazoles is reported. The synthesis involves the formation of 2-azabuta-1,3-diene by the reaction of rhodium carbenoid with isoxazole or azirine followed by cyclization/hydrodebromination cascade. The latter reaction is the first example of the selective hydrodehalogenation of a valence isomer under equilibrium conditions. In vitro cytotoxicity tests on THP-1 cell line revealed that the 2,3-dihydroazetes greatly differ in their ability to induce apoptosis and/or necrosis. To adequately describe and quant. assess these properties, the difference between the two areas under the curves of concentration dependency of apoptosis/necrosis induction within the concentration range was used. Tri-Me 4-phenyl-2,3-dihydroazete-2,2,3-tricarboxylate was found to display the maximal apoptotic potential coupled with high cytotoxic and minimal necrotic potential.

Organic & Biomolecular 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 C8H7N3, COA of Formula: C9H7NO2.

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

Filippov, Ilya P. published the artcileA One-pot Synthesis of Multifunctionalized 1-Pyrrolines from 2-Alkyl-2H-azirines and Diazocarbonyl Compounds, Product Details of C9H7NO2, the publication is Journal of Organic Chemistry (2022), 87(13), 8835-8840, database is CAplus and MEDLINE.

A novel strategy for the synthesis of 1-pyrrolines I [R = Me, Et; R¹ = CO₂Me, CO₂Et, Ph, 6-chloro-2-pyridyl; R² = H, Me, Ph, CO₂Me, pyrrolidine-1-carbonyl; R³ = H, Me, OH, Ph, CO₂Me; Ar = Ph, 4-MeC₆H₄, 4-MeOC₆H₄, 4-BrC₆H₄] based on formal [4+1] annulation of 2-alkyl-2H-azirines with diazocarbonyl compounds had been developed. This one-pot approach included the Rh(II)-catalyzed formation of 4-alkyl-2-azabuta-1,3-dienes, followed by the DBU-promoted cyclization, and featured a good substrate tolerance. The 1-pyrrolines II [R⁴ = Ph, 2-naphthyl; R⁵ = Me, t-Bu, i-Bu; R⁶ = H, Me, Et, etc.; R⁷ = H, Me] containing an ester group at the C3 were prepared in a three-step one-pot procedure starting from 5-alkoxyisoxazoles. The cyclization of 2-azabutadienes to 1-pyrrolines most likely proceeded via the 6π electrocyclization of a conjugated NH-azomethine ylide.

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 C9H7NO2, Product Details of C9H7NO2.

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

Hoang, Le Tuan Anh published the artcilePromising Anticancer Drug Candidates Based on the 7-methoxychromone Scaffold: Synthesis and Evaluation of Antiproliferative Activity, Recommanded Product: 3-Phenylisoxazol-5(2H)-one, the publication is Letters in Drug Design & Discovery (2015), 12(5), 385-392, database is CAplus.

A series of 18 chromone derivatives I [R = HCC(O)OCH₂CH₃, 2,4,6-trioxo-1,3-diazinan-5-yl, 5-oxo-3-phenyl-4,5-dihydro-1,2-oxazol-4-yl, 1,3-dioxo-2,3-dihydro-1H-inden-2-yl, piperidin-1-amine, etc.] were designed and synthesized from paeonol. All synthetic compounds I were evaluated for their anti-proliferative activity towards eight human cancer cell lines including HepG2, HL-60, KB, LLC, LNCaP, LU-1, MCF7, and SW480. The compounds I (R = 2,4,6-trioxo-1,3-diazinan-5-yl, 1,3-dimethyl-2,4,6-trioxo-1,3-diazinan-5-yl) presented the best cytotoxic effects towards tested cancer cell lines except HepG2. Their IC₅₀ values were ranging from 7.9±0.4 to 18.9±1.3 μg/mL. Meanwhile, compound I (R = 2-imino-3-methyl-5-oxoimidazolidin-4-yl) showed selective cytotoxicity against MCF7 and KB with IC₅₀ of 13.7±0.6 and 15.5±0.9 μg/mL, resp.

Letters in Drug Design & Discovery 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, Recommanded Product: 3-Phenylisoxazol-5(2H)-one.

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

Brown, Alex published the artcileSubstituted benzoxadiazoles as fluorogenic probes: A computational study of absorption and fluorescence, Recommanded Product: Benzo[c][1,2,5]oxadiazol-5-amine, the publication is Journal of Physical Chemistry A (2012), 116(1), 46-54, database is CAplus and MEDLINE.

General chem. strategies which provide controlled changes in the emission or absorption properties of biol. compatible fluorophores remain elusive. One strategy employed is the conversion of a fluorophore-attached alkyne (or azide) to a triazole through a copper-catalyzed azide-alkyne coupling (CuAAC) reaction. In this study, we have computationally examined a series of structurally related 2,1,3-benzoxadiazole (benzofurazan) fluorophores and evaluated changes in their photophys. properties upon conversion from alkyne (or azide) to triazole forms. We have also determined the photophys. properties for a known set of benzoxadiazole compounds The absorption and emission energies have been determined computationally using time-dependent d. functional theory (TD-DFT) with the Perdew, Burke, and Ernzerhof exchange-correlation d. functional (PBE0) and the 6-31+G(d) basis set. The TD-DFT results consistently agreed with the exptl. determined absorption and emission wavelengths except for certain compounds where charge-transfer excited states occurred. In addition to determining the absorption and emission wavelengths, simple methods for predicting relative quantum yields previously derived from semiempirical calculations were reevaluated on the basis of the new TD-DFT results and shown to be deficient. These results provide a necessary framework for the design of new substituted benzoxadiazole fluorophores.

Journal of Physical Chemistry A 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, Recommanded Product: Benzo[c][1,2,5]oxadiazol-5-amine.

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

Hosseini-Sarvari, Mona published the artcileNano TiO₂/SO^2-₄ as a heterogeneous solid acid catalyst for the synthesis of 5-substituted-1H-tetrazoles, Synthetic Route of 2251-79-8, the publication is Comptes Rendus Chimie (2014), 17(10), 1007-1012, database is CAplus.

An efficient and economical protocol for the synthesis of 5-substituted-1H-tetrazoles from various nitriles and sodium azide is reported using nano TiO₂/SO^2-₄ as an effective heterogeneous catalyst. A wide variety of aryl nitriles underwent [3 + 2] cycloaddition to afford tetrazoles in good to excellent yields.

Comptes Rendus Chimie 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, Synthetic Route of 2251-79-8.

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

Riedmueller, Stefan published the artcilePalladium-catalyzed synthesis of N-arylated carbazoles using anilines and cyclic diaryliodonium salts, Recommanded Product: 9-(4-Fluorophenyl)-9H-carbazole, the publication is Beilstein Journal of Organic Chemistry (2013), 1202-1209, database is CAplus and MEDLINE.

A direct synthesis of N-(aryl)carbazole derivatives was carried out by a palladium-catalyzed amination of cyclic iodonium salts with aniline derivatives In particular, electron-poor aniline derivatives reacted smoothly with only 5 mol% of palladium acetate [Pd(OAc)₂] as a catalyst to give the desired products in up to 71% yield. Furthermore, the reactivity of cyclic iodonium salts is compared with the reactivity of the corresponding cyclic bromonium analogs. The synthesis of the target compounds was achieved by a reaction of dibenziodolium trifluoromethanesulfonate (I) with amines, such as benzenamine derivatives, tert-butylamine, etc. The reactivity of dibenzobromolium trifluoromethanesulfonate was also investigated. The title compounds thus formed included (3,5-difluorophenyl)-9H-carbazole (II) and related substances.

Beilstein 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, Recommanded Product: 9-(4-Fluorophenyl)-9H-carbazole.

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

Bhanuchandra, M. published the artcileTransition-Metal-Free Synthesis of Carbazoles and Indoles by an S_NAr-Based “Aromatic Metamorphosis” of Thiaarenes, Synthetic Route of 57103-14-7, the publication is Angewandte Chemie, International Edition (2015), 54(35), 10234-10238, database is CAplus and MEDLINE.

Dibenzothiophene dioxides, e.g. I, which are readily prepared through oxidation of the parent dibenzothiophenes, undergo nucleophilic aromatic substitution with anilines RNH₂ (R = Ph, 4-MeC₆H₄, 4-H₂C:CHC₆H₄, 2,4,6-Me₃C₆H₂, 1,3-benzodioxol-5-yl, etc.) intermolecularly and then intramolecularly to yield the corresponding carbazoles, e.g. II, in a single operation. The “aromatic metamorphosis” of dibenzothiophenes into carbazoles does not require any heavy metals. This strategy is also applicable to the synthesis of indoles. Since electron-deficient thiaarene dioxides exhibit interesting reactivity, which is not observed for that the corresponding electron-rich azaarenes, a combination of a thiaarene-dioxide-specific reaction with the S_NAr-based aromatic metamorphosis allows transition-metal-free construction of difficult-to-prepare carbazoles.

Angewandte Chemie, International Edition 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, Synthetic Route of 57103-14-7.

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

Tsuda, Masato published the artcileSuzuki-Miyaura cross-coupling of 3,4-disubstituted 5-bromoisoxazoles: An efficient access to trisubstituted isoxazoles, Product Details of C9H7NO2, the publication is Tetrahedron Letters (2021), 153185, database is CAplus.

The Suzuki-Miyaura cross-coupling of 3,4-disubstituted 5-bromoisoxazoles at the C5 position was successfully proceeded in the presence of Pd₂(dba)₃ and P(t-Bu)₃·HBF₄ catalysts gave the isoxazoles in good to high yields while suppressing the formation of ketone as a byproduct. The use of bulky phosphine ligand P(t-Bu)₃·HBF₄ was essential for the current transformation, and the formation of ketone, which was a major product in the previous report, was able to be suppressed under the current conditions.

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 C13H10F2, Product Details of C9H7NO2.

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