Tag: 84.0767

Iwai, Issei et al. published their research in Chemical & Pharmaceutical Bulletin in 1966 | CAS: 14678-05-8

Isoxazol-5-amine (cas: 14678-05-8) belongs to isoxazole derivatives. Isoxazoles present in various natural products and synthetic compounds of biological importance like antibacterial, antagonists, antiinflammatory, analgesics, and also show the applications in functional materials. Some alternative routes for the synthesis of isoxazoles have also been developed and reported. The 2-benzoyl-2-halo-2H-azirines provide 4-haloisoxazoles in good yields after heating in toluene at reflux temperature.Recommanded Product: 14678-05-8

Acetylenic compounds, XLIV. Synthesis of 3-aminoisoxazoles and 3-hydroxyisoxazoles (3-isoxazolones) was written by Iwai, Issei;Nakamura, Norio. And the article was included in Chemical & Pharmaceutical Bulletin in 1966.Recommanded Product: 14678-05-8 This article mentions the following:

A solution of β,4-dibromocinnamonitrile (0.0028 mole) in 10 ml. EtOH was mixed with NH2OH.HCl (0.016 mole) in 10 ml. 10% NaOH. After standing overnight, the mixture was extracted with ether. The ethereal layer was extracted with 10% HCl solution After neutralization with aqueous NaOH, yellow precipitate was taken up in ether. After evaporation of the solvent, the residue was crystallized from aqueous MeOH to yield 57% yellow 3-amino-5-(p-bromophenyl)isoxazole (I), m. 147-9°. To a solution of 12.2 g. ClCN in 150 ml. absolute ether was added a solution of Grignard reagent prepared from p-methoxyphenylpropiolonitrile (II), m. 78.5-80°. To a mixture of 0.018 mole NH2OH.HCl and 0.062 mole 10% NaOH was added a solution of 0.006 mole (II) in 25 ml. EtOH. After standing overnight the mixture was extracted with ether to give 41% 3-amino-5-(p-methoxyphenyl)isoxazole (III), m. 171-2°. Similarly prepared was 3-methyl-5-aminoisoxazole (IV) m. 84-5°, 3:1 mixture of 3-amino-5-phenylisoxazole and IV, 3-sulfanilamido-5-methylisoxazole, m. 166-7°, 5-aminoisoxazole, m. 75-7°, 5-benzamidoisoxazole, m. 134-5° (62% yield), 3 aminoisoxazole, b. 75-6°, 3-benzamidoisoxazole, m. 148-9°, 3-acetylsulfanilamidoisoxazole, m. 245-7° (decomposition), 3-sulfanilamidoisoxazole, m. 124-6°, 3-hydroxy-5-phenylisoxazole, m. 163-5°, 3-hydroxy-5-(p-nitrophenyl)isoxazole, m. 232-4° (decomposition), 3-hydroxy-5-(p-chlorophenyl)isoxazole, m. 220-1° (decomposition), 3-hydroxy-5-(p-methoxyphenyl)isoxazole, m. 212-14° (decomposition), 3-hydroxy-5-methylisoxazole, m. 84-5°, 3-hydroxyisoxazole, m. 98-9°, 3-phenyl-5-isoxazolone, m. 151-2°. In the experiment, the researchers used many compounds, for example, Isoxazol-5-amine (cas: 14678-05-8Recommanded Product: 14678-05-8).

Isoxazol-5-amine (cas: 14678-05-8) belongs to isoxazole derivatives. Isoxazoles present in various natural products and synthetic compounds of biological importance like antibacterial, antagonists, antiinflammatory, analgesics, and also show the applications in functional materials. Some alternative routes for the synthesis of isoxazoles have also been developed and reported. The 2-benzoyl-2-halo-2H-azirines provide 4-haloisoxazoles in good yields after heating in toluene at reflux temperature.Recommanded Product: 14678-05-8

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Brown, Dearg S. et al. published their research in Bioorganic & Medicinal Chemistry Letters in 2012 | CAS: 14678-05-8

Isoxazol-5-amine (cas: 14678-05-8) belongs to isoxazole derivatives. Isoxazoles are aromatic heterocycles containing an N–O bond. The weakness of this bond allows the ring opening of these heterocycles under reductive conditions. The most common methods for N–O bond cleavage in isoxazoles are hydrogenation with palladium or platinum catalysts or with Raney Ni. Recent developments have shown that Mo(CO)6 efficiently cleaves the N–O bond in isoxazoles.Related Products of 14678-05-8

The discovery of N-cyclopropyl-4-methyl-3-[6-(4-methylpiperazin-1-yl)-4-oxoquinazolin-3(4H)-yl]benzamide (AZD6703), a clinical p38α MAP kinase inhibitor for the treatment of inflammatory diseases was written by Brown, Dearg S.;Cumming, John G.;Bethel, Paul;Finlayson, Jonathan;Gerhardt, Stefan;Nash, Ian;Pauptit, Richard A.;Pike, Kurt G.;Reid, Alan;Snelson, Wendy;Swallow, Steve;Thompson, Caroline. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2012.Related Products of 14678-05-8 This article mentions the following:

A novel, potent and selective quinazolinone series of inhibitors of p38α MAP kinase has been identified. Modifications designed to address the issues of poor aqueous solubility and high plasma protein binding as well as embedded aniline functionalities resulted in the identification of a clin. candidate N-cyclopropyl-4-methyl-3-[6-(4-methylpiperazin-1-yl)-4-oxoquinazolin-3(4H)-yl]benzamide (AZD6703). Optimization was guided by understanding of the binding modes from X-ray crystallog. studies which showed a switch from DFG out’ to DFG in’ as the inhibitor size was reduced to improve overall properties. In the experiment, the researchers used many compounds, for example, Isoxazol-5-amine (cas: 14678-05-8Related Products of 14678-05-8).

Isoxazol-5-amine (cas: 14678-05-8) belongs to isoxazole derivatives. Isoxazoles are aromatic heterocycles containing an N–O bond. The weakness of this bond allows the ring opening of these heterocycles under reductive conditions. The most common methods for N–O bond cleavage in isoxazoles are hydrogenation with palladium or platinum catalysts or with Raney Ni. Recent developments have shown that Mo(CO)6 efficiently cleaves the N–O bond in isoxazoles.Related Products of 14678-05-8

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Rouchaud, Jean et al. published their research in Journal of Agricultural and Food Chemistry in 1993 | CAS: 14678-05-8

Isoxazol-5-amine (cas: 14678-05-8) belongs to isoxazole derivatives.Synthetically, isoxazoles serve as valuable precursors for the construction of diverse molecules, including many natural products. The electrophilic cyclization of various 2-alkynone O-methyl oximes with a wide range of substrates such as ICl, I2, Br2, PhSeBr, etc. provides a variety of 3,4,5-trisubstituted isoxazoles in good to excellent yields.HPLC of Formula: 14678-05-8

Soil metabolism of the herbicide isoxaben in winter wheat crops was written by Rouchaud, Jean;Gustin, Fabrice;Callens, Dany;Van Himme, Michel;Bulcke, Robert. And the article was included in Journal of Agricultural and Food Chemistry in 1993.HPLC of Formula: 14678-05-8 This article mentions the following:

Winter wheat fields were treated with the herbicide isoxaben after sowing. Trials were made in 1990-1991 and 1991-1992. The main isoxaben soil metabolite was demethoxyisoxaben (N-[3-(1-ethyl-1-methylpropyl)isoxazol-5-yl]-2-hydroxy-6-methoxybenzamide), i.e., the monodemethoxylation product of isoxaben. 5-Isoxazolone (3-(1-ethyl-1-methylpropyl)isoxazolin-5-one) was the second main isoxaben metabolite. When 5-aminoisoxazole (5-amino-3-(1-ethyl-1-methylpropyl)isoxazole) was detected in soil, it always was at very low concentrations It never accumulated in soil; 4 mo before winter wheat harvest, it could not be detected in soil. Benzamides 2,6-dimethoxybenzamide and 2-hydroxy-6-methoxybenzamide and 2,6-dimethoxybenzoic acid also were detected in soil. Organic fertilizer treatments increased isoxaben soil persistence. At the crop’s end, their effects, however, progressively disappeared, the soil residues of isoxaben and of its metabolites becoming very low and similar in the organic fertilizer treated and untreated plots. 5-Aminoisoxazole was not detected. Thus, isoxaben was soil-metabolized into nontoxic products, unable to generate toxic ones, during the wheat crops whose soil had been treated or not treated with organic fertilizers. In the experiment, the researchers used many compounds, for example, Isoxazol-5-amine (cas: 14678-05-8HPLC of Formula: 14678-05-8).

Isoxazol-5-amine (cas: 14678-05-8) belongs to isoxazole derivatives.Synthetically, isoxazoles serve as valuable precursors for the construction of diverse molecules, including many natural products. The electrophilic cyclization of various 2-alkynone O-methyl oximes with a wide range of substrates such as ICl, I2, Br2, PhSeBr, etc. provides a variety of 3,4,5-trisubstituted isoxazoles in good to excellent yields.HPLC of Formula: 14678-05-8

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Chen, Cunkun et al. published their research in Shipin Gongye Keji in 2008 | CAS: 14678-05-8

Isoxazol-5-amine (cas: 14678-05-8) belongs to isoxazole derivatives. Isoxazoles present in various natural products and synthetic compounds of biological importance like antibacterial, antagonists, antiinflammatory, analgesics, and also show the applications in functional materials. The electrophilic cyclization of various 2-alkynone O-methyl oximes with a wide range of substrates such as ICl, I2, Br2, PhSeBr, etc. provides a variety of 3,4,5-trisubstituted isoxazoles in good to excellent yields.Recommanded Product: 14678-05-8

Aromatic compounds of Sinkiang thick-skinned melons storaged in different conditions by method of solid phase micro-extraction was written by Chen, Cunkun;Wang, Wensheng;Feng, Jiongqi;Dong, Chenghu;Gao, Yuanhui. And the article was included in Shipin Gongye Keji in 2008.Recommanded Product: 14678-05-8 This article mentions the following:

The aromatic compounds of the thick-skinned melon “Golden Phoenix” were detected by combining solid phase micro-extraction with GC-MS method. The “Golden Phoenix” melons were stored in two different conditions (CA conditions: temperature 6±0.5°C, O2 4%-6%, CO2 0.2%-0.5%, and ozone storage conditions: 0.45 μL/L ozone for 3 min every 48 h). More 30 volatile compounds of thick-skinned melons were detected after they were stored for 52 d. Of them 20 esters were identified tentatively and their peak areas reached 85.49% with CA storage, and 17 esters were identified tentatively and their peak areas reached 67.15% with ozone storage. The esters were the main aromatic compounds of the thick-skinned melons. The results showed that the compounds and concentrations of the melons stored with the different conditions had significant difference, and the aromatic compounds of the melons could be better maintained in the CA condition than those in the ozone condition. In the experiment, the researchers used many compounds, for example, Isoxazol-5-amine (cas: 14678-05-8Recommanded Product: 14678-05-8).

Isoxazol-5-amine (cas: 14678-05-8) belongs to isoxazole derivatives. Isoxazoles present in various natural products and synthetic compounds of biological importance like antibacterial, antagonists, antiinflammatory, analgesics, and also show the applications in functional materials. The electrophilic cyclization of various 2-alkynone O-methyl oximes with a wide range of substrates such as ICl, I2, Br2, PhSeBr, etc. provides a variety of 3,4,5-trisubstituted isoxazoles in good to excellent yields.Recommanded Product: 14678-05-8

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Kano, Hideo et al. published their research in Chemical & Pharmaceutical Bulletin in 1964 | CAS: 14678-05-8

Isoxazol-5-amine (cas: 14678-05-8) belongs to isoxazole derivatives. Isoxazoles are aromatic heterocycles containing an N–O bond. The weakness of this bond allows the ring opening of these heterocycles under reductive conditions. Isoxazole can be synthesised via a variety of methods. Examples include via a 1,3-dipolar cycloaddition of nitrile oxides with alkynes.Reference of 14678-05-8

Isoxazoles. XVI. Reaction of nitrous acid and 5-amino-3,4-dialkylisoxazoles was written by Kano, Hideo;Adachi, Ikuo;Yamazaki, Eiko. And the article was included in Chemical & Pharmaceutical Bulletin in 1964.Reference of 14678-05-8 This article mentions the following:

5-Amino-3,4-dialkylisoxazoles (I) treated with HNO2 gave 4-[(3,4-dialkylisoxazol-5-yl)azo]-2-isoxazolin-5-ones (II). Thus, an aqueous solution of 7 g. NaNO2 added to 20 g. I [R = R1 = Me, R2 = H (III)] in 70 ml. 20% HCl at <5° and the precipitate washed (H2O) and dried gave 78% II [R = R1 = Me (IV)], m. 85° (dilute EtOH). Similarly, I (R = Me, R1 = Et, R2 = H) and I [R = Et, R1 = Me, R2 = H (V)] with HNO2 gave liquid II [R = Me, R1 = Et (VI)] and II [R = Et, R1 = Me (VII)], m. 63.5°, resp. IV, VI, and VII warmed 5 min. on a water bath with 10% NH4OH were hydrolyzed to 85% I [R = R1 = Me, R2 = MeC(:NOH)C(:N)Me (VIII)], m. 202° (EtOH), 62% I [R = Me, R1 = Et, R2 = MeC(:NOH)C(:N)Et (IX)],m. 203.5°, and 100% I [R = Et, R1 = Me, R2 = EtC(:NOH)C(:N)Me (X)], m. 149°, resp. VIII, IX, and X were further hydrolyzed by dissolving in 30-40% H2SO4 to I [R = R1 = Me, R2 = MeC(:O)(:N)Me, m. 113°, I [R = Me, R1 = Et, R2 = MeC(:O)C(:N)Et, m. 95-7° (ligroine), and I [R = Et, R1 = Me, R2 = EtC(:O)C(:N)Me], m. 102-4°, resp. III in 10% HCl coupled with the appropriate diazonium chloride afforded liquid XI [R = o-NO2 (XII)], XI [R = m-NO2 (XIII)], m. 72°, and XI [R = p-NO2 (XIV)], m. 91°. XII, XIII, and XIV were hydrolyzed in alc. 10% NH4OH to MeC(:NOH)Ac (XV) o-nitrophenylhydrazone, m. 221° (decomposition), XV m-nitrophenylhydrazone, m. 257°, and XV p-nitrophenylhydrazone, m. 251°, resp. These results showed that Hanriot’s structure (Bull. Soc. Chim. France [3],5 776(1891)) for the product obtained from diazotizing V was incorrect. In the experiment, the researchers used many compounds, for example, Isoxazol-5-amine (cas: 14678-05-8Reference of 14678-05-8).

Isoxazol-5-amine (cas: 14678-05-8) belongs to isoxazole derivatives. Isoxazoles are aromatic heterocycles containing an N–O bond. The weakness of this bond allows the ring opening of these heterocycles under reductive conditions. Isoxazole can be synthesised via a variety of methods. Examples include via a 1,3-dipolar cycloaddition of nitrile oxides with alkynes.Reference of 14678-05-8

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Safonova, A. S. et al. published their research in Water Resources in 2016 | CAS: 14678-05-8

Isoxazol-5-amine (cas: 14678-05-8) belongs to isoxazole derivatives. Isoxazole rings are found in some natural products, such as ibotenic acid and muscimol. The electrophilic cyclization of various 2-alkynone O-methyl oximes with a wide range of substrates such as ICl, I2, Br2, PhSeBr, etc. provides a variety of 3,4,5-trisubstituted isoxazoles in good to excellent yields.Application of 14678-05-8

Applying of the information technologies for toxicity analysis of organic xenobiotics from an international list of the Baltic Sea pollutants was written by Safonova, A. S.;Chiganova, M. A.;Barenboim, G. M.. And the article was included in Water Resources in 2016.Application of 14678-05-8 This article mentions the following:

The main focus of this work was to evaluate the capabilities of information technol. to establish the biol. activity of organic xenobiotics on the example of hazardous substances from the list of Helsinki commission (HELCOM) aimed at protecting the marine environment of the Baltic Sea from neg. impact. These methodol. approaches will be used in future for the preliminary assessment of the toxicity of new xenobiotics revealed in Baltic waters. In the experiment, the researchers used many compounds, for example, Isoxazol-5-amine (cas: 14678-05-8Application of 14678-05-8).

Isoxazol-5-amine (cas: 14678-05-8) belongs to isoxazole derivatives. Isoxazole rings are found in some natural products, such as ibotenic acid and muscimol. The electrophilic cyclization of various 2-alkynone O-methyl oximes with a wide range of substrates such as ICl, I2, Br2, PhSeBr, etc. provides a variety of 3,4,5-trisubstituted isoxazoles in good to excellent yields.Application of 14678-05-8

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Kano, Hideo et al. published their research in Yakugaku Zasshi in 1953 | CAS: 14678-05-8

Isoxazol-5-amine (cas: 14678-05-8) belongs to isoxazole derivatives. Isoxazoles also form the basis for a number of drugs, including the COX-2 inhibitor valdecoxib (Bextra) and a neurotransmitter agonist AMPA. Isoxazoles are potent isosteres of pyridine and have been found to inhibit voltage-gated sodium channels for pain control, for the construction of tetracycline antibiotic derivatives, and as a therapeutic agent for depression.Recommanded Product: Isoxazol-5-amine

Isoxazole derivatives. V. Reaction of hydrazine on 5-aminoisoxazoles. 1 was written by Kano, Hideo. And the article was included in Yakugaku Zasshi in 1953.Recommanded Product: Isoxazol-5-amine This article mentions the following:

O.N:CR.CR’:CNH2 (I, R = Me) (IA) (5 g.) and 5 g. 50% N2H4.H2O heated 2.5 hrs. on a water bath, and the product filtered and recrystallized from H2O give 2.5 g. NH.NH.CO.CR’:CR (II, R = Me) (IIA), prisms, m. 271-2°; 1 g. IIA and 2 ml. Ac2O boiled 30 min., cooled, a small amount of water added, and the precipitate recrystallized from MeOH give NAc.NAc.CO.CR’:CR (III, R = Me) (IIIA), needles, m. 54°. Similarly are prepared the following derivatives of I, II, and III, resp. (R, R’, and m.p. given): Me, Et, 89-90°, 229-30°, 57°; Me, Pr, 77-8°, 211-2°, 40-1°; Me, PhCH2, 79°, 230-1°, 69°; (R + R’ =) (CH2)4, 119° 285-6° (decomposition), 79-80°. IA (5 g.) and 5 g. PhNHNH2 heated 8 hrs. at 100° and the product extracted with Et2O give 1.9 g. 4,4′-bis(1-phenyl-3,4-dimethyl-5-pyrazolone), prisms, m. 165°. 3-Methyl-, 3-phenyl-, 3-benzyl-4-phenyl-, 3-ethyl-4-methyl-, and 3-butyl-4-propyl-5-aminoisoxazole with N2H4.H2O or PhNHNH2 do not give pyrazolone derivatives AcCHMeCONH2 (0.5 g.) and 1 g. 50% N2H4.H2O heated 15 min. on a water bath and the product recrystallized from alc. give IIA, m. 270-1°. In the experiment, the researchers used many compounds, for example, Isoxazol-5-amine (cas: 14678-05-8Recommanded Product: Isoxazol-5-amine).

Isoxazol-5-amine (cas: 14678-05-8) belongs to isoxazole derivatives. Isoxazoles also form the basis for a number of drugs, including the COX-2 inhibitor valdecoxib (Bextra) and a neurotransmitter agonist AMPA. Isoxazoles are potent isosteres of pyridine and have been found to inhibit voltage-gated sodium channels for pain control, for the construction of tetracycline antibiotic derivatives, and as a therapeutic agent for depression.Recommanded Product: Isoxazol-5-amine

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Adembri, G. et al. published their research in Bollettino Scientifico della Facolta di Chimica Industriale di Bologna in 1965 | CAS: 14678-05-8

Isoxazol-5-amine (cas: 14678-05-8) belongs to isoxazole derivatives. Isoxazoles are aromatic heterocycles containing an N–O bond. The weakness of this bond allows the ring opening of these heterocycles under reductive conditions. Isoxazole can be synthesised via a variety of methods. Examples include via the reaction of hydroxylamine with 1,3-diketones or derivatives of propiolic acid.Safety of Isoxazol-5-amine

Tautomerism of 5-aminoisoxazoles was written by Adembri, G.;Belgodere, E.;Speroni, G.;Tedeschi, P.. And the article was included in Bollettino Scientifico della Facolta di Chimica Industriale di Bologna in 1965.Safety of Isoxazol-5-amine This article mentions the following:

The uv spectra of 5-aminoisoxazoles were compared with the uv spectra of 2-methyl-5-iminoisoxazolones and of 5-dimethyl-aminoisoxazoles. The comparison shows that only the amino tautomer exists of the 5-aminoisoxazoles, regardless of other substituents and conditions. Some of the investigated compounds were synthesized. A solution of 3 g. acetylphenylacetonitrile in 12 ml. EtOH was combined with a solution of 2.1 g. NH2OH.HCl in 12 ml. H2O and heated 30 min. The mixture was diluted with H2O to 4/3 the initial volume and again heated 20-25 min., allowed to cool, and poured on ice. Aqueous NaOH (2N) liberates 3-methyl-4-phenyl-5-aminoisoxazole, which was recrystallized from CCl4 (m. 69-71°). A mixture of 3 g. formylphenylacetonitrile and 2.6 g. MeNHOH.HCl, dissolved in min. H2O, is dissolved in min. EtOH. The solution is heated 30 min. and the solvent evaporated in vacuo. The residue is dissolved in acetone, precipitated by addition of H2O, and recrystallized twice from aqueous acetone. The product is 2-methyl-4-phenyl-5-isoxazolonimideHCl.2H2O, m. 144° (decomposition). Similarly, were prepared 2,3-dimethyl-4-phenyl-5-isoxazolonimide-HCl.H2O, m. 173-5° (picrate m. 183-4°), 2-methyl-3-phenyl-5-isoxazolonimide-HCl.H2O, m. 165° (decomposition), 2,4-dimethyl-3-phenyl-5-isoxazolonimide-HCl.H2O, m. 196-197° (picrate m. 130-2°). To 8 ml. of a 21% solution of Me2NH in benzene is added 2.25 g. 3-methyl-4-phenyl-5-chloroisoxazole and the mixture is heated at 100° for 4 hrs., Me2NH.HCl is removed by filtration and the benzene is evaporated; 3-methyl-4-phenyl-5-dimethylaminoisoxazole is extracted from the residue and recrystallized from aqueous EtOH, m. 60-1°. Similarly are prepared 3-phenyl-5-dimethylaminoisoxazole, m. 80-1°, and 3-phenyl-4-methyl-5-dimethylaminoisoxazole, m. 64-5°. α-Methyl-α-benzoylpropionitrile (0.5 g.) was converted to the oxime by keeping two days in EtOH solution with NH2OH.HCl. The oxime was recrystallized from benzene, m. 159-60°. In the experiment, the researchers used many compounds, for example, Isoxazol-5-amine (cas: 14678-05-8Safety of Isoxazol-5-amine).

Isoxazol-5-amine (cas: 14678-05-8) belongs to isoxazole derivatives. Isoxazoles are aromatic heterocycles containing an N–O bond. The weakness of this bond allows the ring opening of these heterocycles under reductive conditions. Isoxazole can be synthesised via a variety of methods. Examples include via the reaction of hydroxylamine with 1,3-diketones or derivatives of propiolic acid.Safety of Isoxazol-5-amine

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem