Month: November 2022

Cao, Jing published the artcileOrganocatalytic Oxidative Amidation of Aldehydes with Tetrazoles to Construct 2,5-Diaryl 1,3,4-Oxadiazoles, Recommanded Product: 5-(4-(Trifluoromethyl)phenyl)-1H-tetrazole, the publication is Chinese Journal of Chemistry (2015), 33(11), 1239-1243, database is CAplus.

A practical and metal-free oxidative amidation of aldehydes with tetrazoles into 1,3,4-oxadiazoles was developed by employing tetrabutylammonium iodide (TBAI) as catalyst and tert-Bu hydroperoxide (TBHP) as oxidant. A wide range of 2,5-disubstituted 1,3,4-oxadiazoles was conveniently generated in moderate to good yields. Gram-scale reaction was also realized in this catalytic system.

Chinese Journal of 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, Recommanded Product: 5-(4-(Trifluoromethyl)phenyl)-1H-tetrazole.

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

Feng, Dapeng published the artcileEffects of parecoxib sodium on prevention of emergence agitation during the recovery period of general anesthesia for the patients undergoing epigastric surgeries, Formula: C19H17N2NaO4S, the publication is Guoji Mazuixue Yu Fusu Zazhi (2014), 35(7), 613-616, database is CAplus.

The objective of this paper was to observe the preventive effects of parecoxib sodium on occurrence of emergence agitation during the recovery period of general anesthesia for the patients who underwent epigastric surgeries. One hundred and twenty patients, ASA I∼II, undergoing elective epigastric surgeries were divided randomly into four groups, with 30 cases in each group. Anesthesia of all patients was maintained with sevoflurane and remifentanil, keeping the bispectral index (BIS) around 40-50. Parecoxib sodium 0.8 mg/kg was i.v. infused into the patients just before anesthesia induction in group A and just before the closure of peritoneum in group B, sufentanil 0.08μg/kg was injected just before the closure of peritoneum in group C, and 2 mL saline as placebo was administrated in group D. The level of agitation(RS), visual analog scales(VAS) and ramsay sedation score(RSS) were evaluated during the recovery period of general anesthesia. Mean arterial pressure(MAP) and heart rate(HR) were monitored at preinduction (T1), 10 min before tracheal extubation (T2), immediately after tracheal extubation (T3) and 10 min after tracheal extubation (T4). The recovery times of group A, B, D(7±3), (8±4), (7±3) min were significantly shorter than those of group C. Requirement of remifentanil in group A (0.8±0.3) mg was significantly lower than that of group D (1.3±0.5) mg (P<0.05). At T3, the MAP and HR in group D(126±25) mmHg(1 mmHg=0.133 kPa) (106±28) beats/min were significantly higher than those in group A[(106±25) mmHg, (96±25) beats/min], group B [(113±27) mmHg, (99±27) beats/min], group C [(111±27) mmHg, (86±19) beats/min](P<0.05), which happened similarly at T4. Compared with group D, the incidence of agitation (33.3%) was significantly higher than that of group A (6.7%), group B (13.2%) and group C (10.0%) (P<0.05), and the incidence of agitation group A was significantly lower than group B (P<0.05). Compared with group D, the median of score of VAS was 5, which was significantly higher than that of group A (2), group B (3), and group C (2) (P<0.05). Compared with group D, the median of score of RSS was 4, which was significantly higher than that of group A (3), group B (3) and group C (3) resp. (P<0.05). The incidence of nausea and vomiting of group C was much higher than other groups significantly (P<0.05). Parecoxib sodium had analgesic effect for the patients of epigastric surgeries, preventing the incidence of postoperative agitation and adverse reactions during the recovery period of general anesthesia.

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, Formula: C19H17N2NaO4S.

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

Chacon Simon, Selena published the artcileDiscovery of WD Repeat-Containing Protein 5 (WDR5)-MYC Inhibitors Using Fragment-Based Methods and Structure-Based Design, COA of Formula: C8H5F3N4, the publication is Journal of Medicinal Chemistry (2020), 63(8), 4315-4333, database is CAplus and MEDLINE.

The frequent deregulation of MYC and its elevated expression via multiple mechanisms drives cells to a tumorigenic state. Indeed, MYC is overexpressed in up to ~50% of human cancers and is considered a highly validated anticancer target. Recently, we discovered that WD repeat-containing protein 5 (WDR5) binds to MYC and is a critical cofactor required for the recruitment of MYC to its target genes and reported the first small mol. inhibitors of the WDR5-MYC interaction using structure-based design. These compounds display high binding affinity, but have poor physicochem. properties and are hence not suitable for in vivo studies. Herein, we conducted an NMR-based fragment screening to identify addnl. chem. matter and, using a structure-based approach, we merged a fragment hit with the previously reported sulfonamide series. Compounds in this series can disrupt the WDR5-MYC interaction in cells, and as a consequence, we observed a reduction of MYC localization to chromatin.

Journal of Medicinal 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, COA of Formula: C8H5F3N4.

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

Toran, Ricardo published the artcileOrganocatalytic Enantioselective 1,6-aza-Michael Addition of Isoxazolin-5-ones to p-Quinone Methides, Quality Control of 1076-59-1, the publication is European Journal of Organic Chemistry (2020), 2020(5), 627-630, database is CAplus.

A thiourea-Bronsted base bifunctional catalyst allowed the enantioselective 1,6-aza-Michael addition of isoxazolin-5-ones to p-quinone methides to give isoxazolin-5-ones having a chiral diarylmethyl moiety attached to the N atom with fair to good yields and enantiomeric excesses. To the best of our knowledge this reaction represents the first example of enantioselective N-alkylation of isoxazolin-5-ones as well as the first example of enantioselective 1,6-aza-Michael reaction involving p-quinone methides.

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 C20H40O2, Quality Control of 1076-59-1.

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

Terent’ev, Alexander O. published the artcileSelective Oxidative Coupling of 3H-Pyrazol-3-ones, Isoxazol-5(2H)-ones, Pyrazolidine-3,5-diones, and Barbituric Acids with Malonyl Peroxides: An Effective C-O Functionalization, Application of 3-Phenylisoxazol-5(2H)-one, the publication is ChemistrySelect (2017), 2(11), 3334-3341, database is CAplus.

Oxidative functionalization of 3H-pyrazol-3-ones, isoxazol-5(2H)-ones, pyrazolidine-3,5-diones, and barbituric acids by malonyl peroxides results exclusively in C-O coupling products. Traditional hydroxylation, formation of carbonyl groups, or oxidative destruction of the heterocyclic ring are not observed Under optimized reactions conditions – fluorinated alcs. as activating medium and at room temperature (20 – 25°) – the selective C-O coupling proceeds in high yields (up to 94 %). The oxidative insertion into the enolizable C-H bond of the substrate is mechanistically viewed as a nucleophilic attack by the heterocycle onto the electrophilically activated malonyl peroxides. For heterocyclic substrates with an active methylene group – 3H-pyrazol-3-ones, isoxazol-5(2H)-ones, and barbituric acids – both C-H bonds are oxidized to afford double oxidative C-O coupling products in good yields (up to 72 %).

ChemistrySelect 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 C9H9NO6S, Application of 3-Phenylisoxazol-5(2H)-one.

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

Arora, Komal published the artcileSynthesis, configurational analysis and antimicrobial activity of imidazolidinone, thiazolidinone and isoxazolone derivatives of 9,10-phenanthrenequinone, Category: isoxazole, the publication is Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry (2011), 50B(1), 83-88, database is CAplus.

Knoevenagel-type condensations of phenanthrenequinone with imidazolidinones, thiazolidinones, and isoxazolone were described. The newly synthesized products were characterized by spectral data. The exclusive formation of anti-configuration of the mono-condensation product was explained on the basis of AM1 calculations Some of the products were screened for antimicrobial activity.

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal 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, Category: isoxazole.

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

Zhou, Yibo published the artcileHighly Efficient Ligands for the Palladium-Assisted Double N-Arylation of Primary Amines for One-Sep Construction of Carbazoles, Name: 9-(4-Fluorophenyl)-9H-carbazole, the publication is Advanced Synthesis & Catalysis (2010), 352(4), 616-620, database is CAplus.

A highly efficient one-pot synthesis of carbazoles via palladium-catalyzed double N-arylation of primary amines with 2,2′-dihalobiphenyls is described using (Pd₂dba₃) as catalyst and I or II as the ligand. The process is effective for double N-arylation of 2,2′-biphenyl dibromide, diiodide, and even dichloride with a variety of primary amines including neutral, electron-rich, electron-deficient, and sterically hindered anilines as well as aliphatic amines.

Advanced Synthesis & Catalysis 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 C3H5F3O, Name: 9-(4-Fluorophenyl)-9H-carbazole.

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

Sukanya, S. H. published the artcileFacile TiO₂ NPs catalysed synthesis of substituted-4-Hydroxy/methoxy benzylidene derivatives as potent antioxidant and anti-tubercular agents, Name: 3-Phenylisoxazol-5(2H)-one, the publication is Chemical Data Collections (2021), 100713, database is CAplus.

In this work, a facile synthesis of a series of substituted-4-hydroxy/methoxy benzylidene derivatives e.g., I via Knoevenagel condensation reaction of different active methylene compounds e.g., II with 4-hydroxy/methoxy benzaldehyde under reflux condition in aqueous EtOH using catalytic amount of TiO₂ NPs was reported. The structures of all the obtained compounds were confirmed by anal. and spectroscopic methods and screened for their antioxidant and anti-tubercular activities. Antioxidant activity results revealed that, the compound I with IC₅₀ value 105.48μg/mL showed very effective DPPH scavenging activity and compound III with IC₅₀ value 129.72μg/mL exhibited most effective nitric oxide radical scavenging activity compared to the reference standard BHT and ascorbic acid resp. From the results of anti-TB activity, compound IV displayed a more sensitivity at 25μg/mL. Furthermore, synthesized compounds were assessed for mol. docking studies on the target enzymes Human peroxiredoxin 5 and enoyl-ACP reductase and they were emerged has an active antioxidant and anti-TB agents with least binding energy -5.8 and -8.0 kJ mol^-1 resp.

Chemical Data Collections 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 C44H28ClFeN4, Name: 3-Phenylisoxazol-5(2H)-one.

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

Sukanya, S. H. published the artcileAn efficient p-TSA catalyzed synthesis of some new substituted-(5-hydroxy-3-phenylisoxazol-4-yl)-1,3-dimethyl-1H-chromeno[2,3-d]pyrimidine-2,4(3H,5H)-dione/3,3-dimethyl-2H-xanthen-1(9H)-one scaffolds and evaluation of their pharmacological and computational investigations, Related Products of isoxazole, the publication is Journal of Molecular Structure (2022), 133587, database is CAplus.

An easy and efficient protocol for the synthesis of a series of some novel substituted-(5-hydroxy-3-phenylisoxazol-4-yl)-1,3-dimethyl-1H-chromeno[2,3-d]pyrimidine-2,4(3H,5H)-diones, I [R = H, 5-methoxy, 7-nitro, etc.] /3,3-dimethyl-2H-xanthen-1(9H)-one derivatives II [R¹ = H, 5-methoxy, 7-nitro, etc.] via p-TSA catalyzed reaction of 1,3-dimethylbarbituric acid/dimedone, substituted salicylaldehyde/2-hydroxy-naphthaldehyde and 3-phenyl-5-isoxazolone was administered in refluxed temperature in the presence of aqueous ethanol was reported. All the obtained compounds I and II were evaluated for their therapeutic effect using pharmacol. and computational investigations, and structures were confirmed using anal. and spectroscopic techniques. Absorption spectra were recorded in six different solvents such as polar protic, polar aprotic, and nonpolar solvents, λ_max of all the compounds I and II appeared at bathochromic shift towards the longer wavelength due to the π-π* & n-π* transitions. The results of pharmacol. investigations revealed that the compounds I [R = C₄H₄, 7-bromo] and II [R¹ = C₄H₄] possessed excellent cytotoxicity efficacy, and compounds I [R = C₄H₄, 7-nitro] andII [R¹ = C₄H₄, 7-nitro] showed better anti-TB efficiency. The SAR study shows the importance of the electron-withdrawing group and addnl. Ph nucleus enhancing the biol. potency of the compounds The results of the in silico mol. docking studies revealed that the compounds I [R = C₄H₄] and II [R¹ = C₄H₄] effectively interacted with P38 MAP kinase (-10.9 kcal/mol) and InhA-Enoyl-Acyl Carrier Protein Reductase (-11.0 kcal/mol), resp. Further, the mol. dynamics (MD) simulation studies revealed that the compounds I [R = C₄H₄] and II [R¹ = C₄H₄] stabilized the macromol. structures in terms of RMSD, RMSF, the Radius of gyration, and SASA compared to their unbound and standard compound bound structures. DFT study suggested that the compounds are chem. and biol. more reactive due to less energy gap.

Journal of Molecular Structure 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 C11H8O3, Related Products of isoxazole.

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

Roh, Jaroslav published the artcileOne-pot regioselective vinylation of tetrazoles: preparation of 5-substituted 2-vinyl-2H-tetrazoles, SDS of cas: 2251-79-8, the publication is Tetrahedron Letters (2010), 51(10), 1411-1414, database is CAplus.

The one-pot regioselective preparation of 5-aryl/alkyl-2-vinyl-2H-tetrazoles from 5-substituted tetrazoles via a very simple procedure using 1,2-dibromoethane and triethylamine without the need of any catalyst is described. The mechanism of this reaction is also discussed.

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, SDS of cas: 2251-79-8.

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