Category: 14678-05-8

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A mild method for the aminolysis of lactones with aminoheterocycles in the presence of magnesium ethoxide is described. A wide range of electronically diverse aminoheterocycles and substituted lactones successfully participate in this transformation to furnish the resulting amido-alcohol products. Further application of this method to the synthesis of chiral alpha-amino amides derivatives is also described.

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Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

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A quinolone derivative represented by general formula (1) or a salt thereof, and an antibacterial containing the same, wherein R¹ represents isoxazolyl or isothiazolyl each of which may be substituted; R² represents hydrogen, halogen, lower alkyl, hydroxy, amino or nitro; R³ represents hydrogen or halogen; and Y represents halogen, optionally substituted saturated cyclic amino or H2N-(CH2)m-A-. This compound is useful as an antibacterial, can be used as medicines for humans and animals, drugs for fishes, pesticides and food preservative, and is expected to have an anti-HIV activity.

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Reference：
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

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The present invention provides novel 4-methylsulphone-substituted piperidine urea compounds that are useful for the treatment of dilated cardiomyopathy (DCM) and conditions associated with left and/or right ventricular systolic dysfunction or systolic reserve. The synthesis and characterization of the compounds is described, as well as methods for treating DCM and other forms of heart disease.

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Reference：
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

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The discovery of benzoxazine sulfonamide inhibitors of NaV1.7: Tools that bridge efficacy and target engagement

The voltage-gated sodium channel NaV1.7 has received much attention from the scientific community due to compelling human genetic data linking gain- and loss-of-function mutations to pain phenotypes. Despite this genetic validation of NaV1.7 as a target for pain, high quality pharmacological tools facilitate further understanding of target biology, establishment of target coverage requirements and subsequent progression into the clinic. Within the sulfonamide class of inhibitors, reduced potency on rat NaV1.7 versus human NaV1.7 was observed, rendering in vivo rat pharmacology studies challenging. Herein, we report the discovery and optimization of novel benzoxazine sulfonamide inhibitors of human, rat and mouse NaV1.7 which enabled pharmacological assessment in traditional behavioral rodent models of pain and in turn, established a connection between formalin-induced pain and histamine-induced pruritus in mice. The latter represents a simple and efficient means of measuring target engagement.

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Reference：
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

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In homogeneous catalysis, the catalyst is in the same phase as the reactant. The number of collisions between reactants and catalyst is at a maximum.In a patent, 14678-05-8, name is Isoxazol-5-amine, introducing its new discovery. Formula: C3H4N2O

IR, 1H NMR and DFT studies of novel bis-Betti base derivatives of 2,6-dihydroxynaphthalene: Thermodynamic control of diastereoselectivity and configurational preference

Diastereoselectivity and configurational preference for synthetic reaction of novel bis-Betti base derivatives of 2,6-dihydroxynaphthalene were studied through density functional theory (DFT). Enthalpy, entropy and Gibbs free energy of reactions as well as stereochemistry, thermodynamic stability and spectroscopic analysis of products were investigated. The calculated 1H nuclear magnetic resonance (NMR) and infrared (IR) spectra of different configurations were compared to experimental data in order to find the preferred isomer. The diastereoselectivity of reaction was estimated through the calculated equilibrium distribution of stereoisomers. According to these results, preparation of bis-Betti bases is an exothermic process accompanied by a decrease in entropy. The calculated gas phase heats of formation of title compounds are positive. Since the energy difference between stereoisomers is quite small, the change of Gibbs free energy during the reaction favors one configuration over other possibilities. These results are in good agreement with the experimental observations.

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Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

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Effects of a Heterogeneous Set of Xenobiotics on RNA Synthesis of Yeast Cells

Previously the toxicity of 45 heterogeneous environmental chemicals on growth and membrane functions in Saccharomyces cerevisiae and Chinese hamster ovary (CHO) cells (Cascorbi et al., 1993) was examined. In this study the inhibitory effects of the same set of chemicals on yeast RNA synthesis rate, measuring [2-(14)C]uracil uptake during cell proliferation are presented. The sensitivity of this test system was three to six times higher than that of the proliferation rate assay. In addition, the range of the EC20 values were similar to the range from the mammalian CHO cell proliferation test. The relatively good correlation with the yeast cell growth rate (r = 0.78, P = 0.0001) suggests that yeast RNA synthesis is a simple and rapid method of detecting a wide range of toxic compounds without the disadvantage of the insensitivity of the growth rate assay.

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Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

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A Molecular Hybridization Approach for Simple and Expeditious Synthesis of Novel Spiro[oxindoline-3, 4?-isoxazolo[5, 4-b]pyrazolo[4, 3-e]pyridines] in Water

A simple, general and straightforward synthesis of novel spiro[oxindoline-3, 4?-isoxazolo[5, 4-b]pyrazolo[4, 3-e]pyridines] by one-pot three-component reaction of isatins, 5-aminopyrazoles and 5-aminoisoxazoles in water using p-toluenesulfonic acid monohydrate (p-TSA.H2O) as the catalyst is described. The notable advantages of the protocol are good to excellent yields, short reaction time, simple purification process involving no chromatographic technique, use of water as the solvent system, application of p-TSA.H2O as cost-effective catalyst, mild reaction conditions and operational simplicity that make the protocol highly attractive.

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Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

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Stereochemistry and spectroscopic analysis of bis-Betti base derivatives of 2,3-dihydroxynaphthalene

Density functional theory (DFT) was used to study the stereochemistry, thermodynamic stability, and spectra of recently synthesized bis-Betti base derivatives of 2,3-dihydroxynaphthalene obtained through multicomponent reactions of 2,3-dihydroxynaphthalene with aminoisoxazole and benzaldehyde derivatives. The stereochemistry of the products was investigated by theoretically calculating the infrared (IR) and proton nuclear magnetic resonance (1H NMR) spectra of the diastereomers and comparing them to the corresponding experimental data. The thermochemical properties of the reactions, including the enthalpy, internal energy, entropy, and Gibbs free energy, were also calculated. The diastereoselectivity of the reactions was estimated from the equilibrium distribution of diastereomers. According to the results, the synthesis of bis-Betti bases is exothermic and accompanied by a decrease in entropy. The energy difference between the diastereomers is quite small, but the Gibbs free energy change for the equilibrium syn (Formula presented.) anti favors the anti over syn configuration. These results are in good agreement with experimental observations. [Figure not available: see fulltext.]

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Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

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Selective access to dipyrazolo-fused pyridines: Via formal [3 + 2 + 1] heteroannulation of methyl ketones with pyrazol-5-amines

A fascinating new form of the Hantzsch reaction with methyl ketones and pyrazol-5-amines for the selective synthesis of dipyrazolo-fused pyridines has been discovered. This special [3 + 2 + 1] heteroannulation was accomplished via the domino generation of two C-C bonds and one C-N bond. Preliminary mechanistic studies indicated that the I2/DMSO system realized the oxidative carbonylation of Csp3-H of methyl ketones, while Cu(OTf)2 acted as a relay reagent to accelerate this transformation.

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Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

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Effects of a heterogeneous set of xenobiotics on RNA synthesis of yeast cells

Previously the toxicity of 45 heterogeneous environmental chemicals on growth and membrane functions in Saccharomyces cerevisiae and Chinese hamster ovary (CHO) cells (Cascorbi et al., 1993) was examined. In this study the inhibitory effects of the same set of chemicals on yeast RNA synthesis rate, measuring [2-14C]uracil uptake during cell proliferation are presented. The sensitivity of this test system was three to six times higher than that of the proliferation rate assay. In addition, the range of the EC20 values were similar to the range from the mammalian CHO cell proliferation test. The relatively good correlation with the yeast cell growth rate (r = 0.78, P = 0.0001) suggests that yeast RNA synthesis is a simple and rapid method of detecting a wide range of toxic compounds without the disadvantage of the insensitivity of the growth rate assay.

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Reference£º
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem