Category: 21725-69-9

Domagalina, E.; Slawik, T. published the artcile< Thermoanalytical studies of organic compounds. Part V. Rearrangement of acylated 3-hydroxy-1,2-benzisoxazoles>, Safety of Benzo[d]isoxazol-3-ol, the main research area is benzisoxazole acyl thermal decomposition; benzoxazolinone acyl.

Thermal anal. of new benzoyl- and methoxy- and ethoxycarbonyl-3-hydroxybenzisoxazole (e.g., I) was carried out derivatog. In the serial stages of tautomeric, isomeric and decarboxylic transformation, new N-acylated benzisoxazolin-3-ones and -2-ones and 3-alkylbenzoxazolin-2-ones were obtained.

Journal of Thermal Analysis published new progress about Thermal decomposition. 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, Safety of Benzo[d]isoxazol-3-ol.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Yoshji, Kiyotaka; Ohba, Yoshihiro; Nishiwaki, Tarozaemon published the artcile< β-Ribo- and α-arabinonucleosides containing the 1,2-benzisoxazole and 1,2-benzisothiazole rings>, HPLC of Formula: 21725-69-9, the main research area is benzisoxazole containing ribonucleoside arabinonucleoside; benzisothiazole containing ribonucleoside; ribofuranose condensation benzisoxazole benzisothiazole; arabinofuranose condensation benzisoxazole.

The reaction of the silylated base of 1,2-benzisoxazol-3(2H)-one (I, R = R1 = H, X = O), its 7-Me derivative I (R = Me, R1 = H, X = O), and the 5-methylbenzisothiazolone I (R = H, R1 = Me, X = S), resp., with 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose followed by basic deprotection gave the corresponding β-D-ribonucleosides II. Similarly, 1-O-acetyl-2,3,5-tri-O-benzoyl-α-D-arabinofuranose reacted with I (R = R1 = H, X = O) in the presence of stannic chloride, to afford the corresponding α-arabinonucleoside III. Structural proofs for these nucleosides are provided from elemental analyses and 1H and 13C NMR spectra.

Journal of Heterocyclic Chemistry published new progress about Glycosylation. 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, HPLC of Formula: 21725-69-9.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Szilagyi, Bence; Kovacs, Peter; Ferenczy, Gyorgy G.; Racz, Anita; Nemeth, Krisztina; Visy, Julia; Szabo, Pal; Ilas, Janez; Balogh, Gyorgy T.; Monostory, Katalin; Vincze, Istvan; Tabi, Tamas; Szoko, Eva; Keseru, Gyorgy M. published the artcile< Discovery of isatin and 1H-indazol-3-ol derivatives as D-amino acid oxidase (DAAO) inhibitors>, COA of Formula: C7H5NO2, the main research area is isatin indazolol derivative preparation amino acid oxidase inhibitor schizophrenia; Binding thermodynamics; Optimization; Protonation state; d-Amino acid oxidase.

D-Amino acid oxidase (DAAO) is a potential target in the treatment of schizophrenia as its inhibition increases brain D-serine level and thus contributes to NMDA receptor activation. Inhibitors of DAAO were sought testing [6+5] type heterocycles and identified isatin derivatives as micromolar DAAO inhibitors. A pharmacophore and structure-activity relationship anal. of isatins and reported DAAO inhibitors led the authors to investigate 1H-indazol-3-ol derivatives and nanomolar inhibitors were identified. The series was further characterized by pKa and isothermal titration calorimetry measurements. Representative compounds exhibited beneficial properties in in vitro metabolic stability and PAMPA assays. 6-Fluoro-1H-indazol-3-ol (37) significantly increased plasma D-serine level in an in vivo study on mice. These results show that the 1H-indazol-3-ol series represents a novel class of DAAO inhibitors with the potential to develop drug candidates.

Bioorganic & Medicinal Chemistry published new progress about Antipsychotics. 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, COA of Formula: C7H5NO2.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Sieser, Janice E.; Singer, Robert A.; McKinley, Jason D.; Bourassa, Dennis E.; Teixeira, John J.; Long, James published the artcile< Synthesis of a bicyclic piperazine from l-aspartic acid and application of a fluoride-promoted SNAr coupling>, Application In Synthesis of 21725-69-9, the main research area is benzoisoxazolyloctahydropyridopyrazinylmethanol preparation chem resolution nucleophilic aromatic substitution.

The process development is reported of a pivotal C-N bond formation involving ((7R,9aS)-octahydro-1H-pyrido[1,2-a]pyrazin-7-yl)methanol I undergoing nucleophilic aromatic substitution with 3-chlorobenzo[d]isoxazole to furnish ((7R,9aS)-2-(benzo[d]isoxazol-3-yl)octahydro-1H-pyrido[1,2-a]pyrazin-7-yl)methanol II(R = H) as a key intermediate for a family of compounds II(R =aryl). Essential to the success of the coupling is the use of fluoride in combination with a phase transfer catalyst. The development of an alternative route to bicyclic piperazine II (R = H) that uses L-aspartic acid as a starting material to avoid the need for a classical salt resolution is described.

Organic Process Research & Development published new progress about Cyclization. 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, Application In Synthesis of 21725-69-9.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Uno, Hitoshi; Kurokawa, Mikio published the artcile< Studies on 3-substituted 1,2-benzisoxazole derivatives. IV. Rearrangement of N-substituted 2H-1,2-benzisoxazolin-3-one to 2-substituted 2H-1,3-benzoxazin-4-one>, Recommanded Product: Benzo[d]isoxazol-3-ol, the main research area is benzoxazinone; benzisoxazolinone ring expansion rearrangement; alkylation hydroxybenzisoxazole.

The base catalyzed ring expansion of 2-substituted 2H-1,2-benzisoxazolin-3-ones I (R = Ph, CO2Me, COPh, COMe, CCH, R1 = H; R = R1 = Ph; R = CO2Et, R1 = Me) to 2-substituted 2H-1,3-benzoxazin-4-ones II occurred during the alkylation of hydroxy-1,2-benzisoxazole.

Chemical & Pharmaceutical Bulletin published new progress about Rearrangement. 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, Recommanded Product: Benzo[d]isoxazol-3-ol.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Anand, M.; Dhanasekaran, V.; Arulprakash, G.; Guhanathan, S. published the artcile< Synthesis of 2-allylbenzo[d]isoxazol-3-(2H)-ones>, Application In Synthesis of 21725-69-9, the main research area is benzoisoxazolone allylation allyl bromide; allyl benzoisoxazolone preparation.

The reaction of Me salicylate with hydroxylamine hydrochloride provided the resp. N,2-dihydroxybenzamide, which was further treated with thionyl chloride in THF and triethylamine in 1,4-dioxan to give benzo[d]isoxazol-3-(2H)-one (I). The compound I was further treated with various allyl bromides to give the title compounds 2-allylbenzo[d]isoxazol-3-(2H)-ones.

Indian Journal of Heterocyclic Chemistry published new progress about Allylation. 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, Application In Synthesis of 21725-69-9.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Shen, Ji; Qiao, Juan; Zhang, Xinya; Qi, Li published the artcile< Dual-stimuli-responsive porous polymer enzyme reactor for tuning enzymolysis efficiency>, COA of Formula: C7H5NO2, the main research area is porous polymer enzyme reactor enzymolysis efficiency; Capillary electrophoresis; D-amino acid oxidase; Dual-stimuli-response; Porous polymer membrane enzyme reactor; Tuning enzymolysis efficiency.

A strategy for preparing a dual-stimuli-responsive porous polymer membrane enzyme reactor (D-PPMER) is described, consisting of poly(styrene-maleic anhydride-N-isopropylacrylamide-acrylate-3′,3′-dimethyl-6-nitro-spiro[2H-1-benzopyran-2,2′-indoline]-1′-esterspiropyran ester) [P(S-M-N-SP)] and D-amino acid oxidase. Tunable control via “”on/off”” 365 nm UV light irradiation and temperature variation was used to change the membrane surface configuration and adjust the enzymolysis efficiency of the D-PPMER. A chiral capillary electrophoresis technique was developed for evaluation of the enzymic efficiency of D-PPMER with a Zn(II)-dipeptide complex as the chiral selector and D,L-serine as the substrate. Interestingly, the enzymic kinetic reaction rate of D-PPMER under UV irradiation at 36°C (9.2 x 10-2 mM·min-1) was 3.2-fold greater than that of the free enzyme (2.9 x 10-2 mM·min-1). This was because upon UV irradiation at high temperature, the P(SP) and P(N) moieties altered from a “”stretched”” to a “”curled”” state to encapsulate the enzyme in smaller cavities. The confinement effect of the cavities further improved the enzymic efficiency of the D-PPMER. This protocol highlights the outstanding potential of smart polymers, enables tunable control over the kinetic rates of stimuli-responsive enzyme reactors, and establishes a platform for adjusting enzymolysis efficiency using two different stimuli.

Microchimica Acta published new progress about Contact angle. 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, COA of Formula: C7H5NO2.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Lalut, Julien; Payan, Hugo; Davis, Audrey; Lecoutey, Cedric; Legay, Remi; Sopkova-de Oliveira Santos, Jana; Claeysen, Sylvie; Dallemagne, Patrick; Rochais, Christophe published the artcile< Rational design of novel benzisoxazole derivatives with acetylcholinesterase inhibitory and serotoninergic 5-HT4 receptors activities for the treatment of Alzheimer's disease>, COA of Formula: C7H5NO2, the main research area is benzisoxazole preparation; acetylcholinesterase inhibitory Alzheimer’s disease.

Abstract: A rigidification strategy was applied to the preclin. candidate donecopride, an acetylcholinesterase inhibitor possessing 5-HT4R agonist activity. Inspired by promising bioactive benzisoxazole compounds, we have conducted a pharmacomodulation study to generate a novel series of multitarget directed ligands. The chem. synthesis of the ligand was optimized and compounds were evaluated in vitro against each target and in cellulo. Structure-activity relationship was supported by docking anal. in human acetylcholinesterase binding site. Among the synthesized compounds, we have identified a novel hybrid 32a (3-[2-[1-(cyclohexylmethyl)-4-piperidyl]ethyl]-4-methoxy-1,2-benzoxazole) able to display nanomolar acetylcholinesterase inhibitory effects and nanomolar Ki for 5-HT4R.

Scientific Reports published new progress about 5-HT4 receptors Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, COA of Formula: C7H5NO2.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Ueda, Mitsuru; Oikawa, Hideaki; Kawaharasaki, Naomi; Imai, Yoshio published the artcile< N,N'-Carbonyldi[1,2-benzisoxazol-3(2H)-one]: new, reactive condensing agent>, COA of Formula: C7H5NO2, the main research area is carbonyldibenzisoxazolone preparation peptide condensing agent; condensing agent carbonyldibenzisoxazolone amide peptide; ester carbonyldibenzisoxazolone condensing agent; benzisoxazolone carbonyldi preparation condensing agent.

The title compound (I) was prepared in 73% yield by treating 1,2-benzisoxazol-3-ol (II) with ClCO2CCl3 in refluxing toluene for 1 day. I was used as a condensing agent for the synthesis of amides, esters, and dipeptides under mild conditions. Thus, BzOH was condensed with H2NPh and HOPh by I in N-methyl-2-pyrrolidone containing pyridine to give 94% BzNHPh and 86% BzOPh, resp., whereas PhCH2O2C-Val-OH was condensed with H-Gly-OEt by I in CH2Cl2 at room temperature to give 87% PhCH2O2C-Val-Gly-OEt. I was also used as a reagent for the one-pot polycondensation of isophthalic acid with diamines to give polyamides.

Bulletin of the Chemical Society of Japan published new progress about Condensation reaction. 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, COA of Formula: C7H5NO2.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Anand, Mohanam; Selvaraj, Vaithialingam; Alagar, Muthukaruppan published the artcile< Synthesis, characterization and evaluation of antioxidant and anticancer activities of novel benzisoxazole-substituted-allyl derivatives>, Recommanded Product: Benzo[d]isoxazol-3-ol, the main research area is allylbenzisoxazolone preparation antioxidant anticancer activity human green chem; benzoisoxazolone allyl bromide chloride cesium carbonate catalyst.

A novel series of various 2-allylbenzo[d]isoxazol-3(2H)-ones I [R = allyl, cinnamyl, benzyl, etc.] were synthesized using benzo[d]isoxazol-3(2H)-one treated with different allyl bromides/chlorides in the presence of water-mediated cesium carbonate as a new catalyst. The structures of the allylated benzisoxazolones I were characterized by spectroscopic methods and mass spectrometry. These synthesized compounds I were evaluated for their in vitro antioxidant and anticancer activity. Compounds I [R = 2-pentynyl, 3-methyl-2-butenyl, benzyl, 4-phenyl-2-butynyl] were identified as the best hit against HT-29 Human colon cancer cells, and showed significant antioxidant activity compared to the standard drug butylated hydroxy toluene (BHT).

Korean Journal of Chemical Engineering published new progress about Allylic halides Role: RCT (Reactant), RACT (Reactant or Reagent) (bromides, chlorides). 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, Recommanded Product: Benzo[d]isoxazol-3-ol.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem