Category: 90924-12-2

Some scientific research about (3-Phenyl-5-isoxazolyl)methanol

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Synthesis and preliminarily cytotoxicity to A549, HCT116 and MCF-7 cell lines of thieno[2,3-d]pyrimidine derivatives containing isoxazole moiety

Background: Cancer is a major health problem worldwide, the relative mortality rate caused by cancer is still very high even in developed countries. Although the remarkable success has been achieved: some small molecule anticancer agents have been approved by the U.S. Food and Drug Administration (FDA) in clinics and some are currently in clinical trials, cancer chemotherapy is still highly inadequate. It is essential to find novel structures, low side effect and more potent anticancer agents. Thieno[2,3-d]pyrimidine derivatives also exhibited a wide range of biological activities, especially thieno[2,3-d]pyrimidine derivatives exhibited potent anticancer activities. Based on our previous good results, we synthesized 21 new structures of thieno[2,3-d]pyrimidine derivatives in current work and evaluated their cytotoxicity to A549, HCT116 and MCF-7 cell lines. Methods: The target compounds were prepared by the reaction of 5-substituted-4-chloro-thieno[2,3-d]pyrimidine with (3-(substituted-phenyl]-isoxazole-5-yl)-methanol in dry iso-PrOH, catalyzed by Et3 N. And then, the in vitro anticancer efficacy against A549, HCT116 and MCF-7 cell lines was evaluated using MTT method. Results: The target compounds were characterized using NMR and MS. Most compounds exhibited good anticancer activity against A549, HCT116 and MCF-7 cell lines. Conclusion: 6-Methyl-4-{[3-(4-chlorophenyl)-isoxazol-5-yl-]-methoxy-}-thieno[2,3-d]-pyrimidine (3e) exhibited the most potent cytotoxicity to A549, HCT116 and MCF-7 cell lines (IC50 s: 2.79, 6.69 and 4.21×10-3 muM, respectively) than the reference drug gefitinib (IC50 s: 17.90, 21.55 and 20.68 muM, respectively). 3e can be regarded as the best drug candidates for development of anticancer drugs.

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Discovery of (3-Phenyl-5-isoxazolyl)methanol

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Synthesis and SAR of new isoxazole-triazole bis-heterocyclic compounds as analogues of natural lignans with antiparasitic activity

Despite the impressive scientific and technological advances of recent decades, no effective treatment is currently available for Chagas disease. Our research group has been studying the design and synthesis of analogues of natural lignans aiming to identify compounds with antiparasitic activity. This article reports the synthesis of 42 novel bis-heterocyclic derivatives and the structure-activity relationship study conducted based on results of biological assays against Trypanosoma cruzi amastigotes. Thirty-seven compounds were active, and eight of them had GI50 values lower than 100 muM (GI50 88.4?12.2 muM). A qualitative structure activity relationship study using three dimensional descriptors was carried out and showed a correlation between growth inhibitory potency and the presence of bulky hydrophobic groups located at rings A and D of the compounds. Compound 3-(3,4-dimethoxyphenyl)-5-((4-(4-pentylphenyl)-1H-1,2,3-triazol-1-yl)methyl)isoxazole (31) was the most active in the series (GI50 12.2 muM), showing, in vitro, low toxicity and potency similar to benznidazole (GI50 10.2 muM). These results suggest that this compound can be a promising scaffold for the design of new trypanocidal compounds.

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The important role of 90924-12-2

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Efficient synthesis of bis-isoxazole ethers via 1,3-dipolar cycloaddition catalysed by Zn/Zn2+ and their antifungal activities

An efficient method was developed for synthesising isoxazoles. A series of novel bis-isoxazole ether compounds VI, VII and VIII were synthesised starting from different substituted aldehydes (I) via a 1,3-dispolar cycloaddition using Zn/Zn2+ as a catalyst; these were characterised by FT-IR, HRMS, 1H NMR and 13C NMR spectroscopy. In addition, the antimicrobial properties of the synthesised products were investigated. The synthesised compounds exhibited significant antifungal activities in comparison with the standard drugs, fluconazole and itraconazole. It was found that Candida albicans was sensitive to 2-substituted phenyl bis-isoxazole ethers bearing pyridyl.

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The Absolute Best Science Experiment for (3-Phenyl-5-isoxazolyl)methanol

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Oxyiminoalkanoic acid derivatives with hypoglycemic and hypolipidemic activity

This invention provides a novel oxyiminoalkanoic acid derivative which has excellent hypoglycemic and hypolipidemic actions and which is used for the treatment of diabetes mellitus, hyperlipemia, insulin insensitivity, insulin resistance and impaired glucose tolerance.

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Design, synthesis and antibacterial activity of novel N-formylhydroxylamine derivatives as PDF inhibitors

A new series of N-formylhydroxylamines 11a-i have been synthesized through a multi-step protocol starting from diethyl malonate. These compounds have been structurally characterized by IR, 1H NMR and HRMS. All the synthesized compounds 11a-i have been screened for antibacterial activities. All the compounds are found to exhibit potent in vitro inhibitory activity against Staphylococcus aureus and relatively weak antibacterial activity against Klebsiella pneumoniae.

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A new application about (3-Phenyl-5-isoxazolyl)methanol

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Synthesis and bioactivity of novel isoxazole chalcone derivatives on tyrosinase and melanin synthesis in murine B16 cells for the treatment of vitiligo

A new series of chalcone derivatives 1?18, bearing isoxazole moieties were designed and synthesized, and biologically evaluated for their activity on mushroom tyrosinase and melanin synthesis in murine B16 cells. The result indicated that most of prepared compounds 1?18 showed potent activating effect on tyrosinase, especially for 1?2, 4, 6?7, 9 and 15. Among them, compounds 2, 4 and 9 demonstrated the best activity with EC50?=?1.3, 2.5 and 3.0?mumol¡¤L?1respectively, much better than the positive control 8-methoxypsoralan (8-MOP, EC50?=?14.8?mumol¡¤L?1); In B16 cells, all the tested compounds exhibited a stronger activity on melanogenesis than 8-MOP (with the value of 115%). It was interesting that derivatives substituted with halogen (1, 2, 4, 5, 7, 9) were generally more potent. Compounds 2 (463%) and 18 (438%) with 3 and 4-fold potency compared with 8-MOP respectively, were recognized as the most promising candidate hits for further pharmacological study of anti-vitiligo.

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Discovery of (3-Phenyl-5-isoxazolyl)methanol

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Related Products of 90924-12-2, Catalysts function by providing an alternate reaction mechanism that has a lower activation energy than would be found in the absence of the catalyst. In some cases, the catalyzed mechanism may include additional steps.In a article, 90924-12-2, molcular formula is C10H9NO2, introducing its new discovery.

Quinazoline derivatives preparation method and use thereof (by machine translation)

The invention discloses a quinazoline derivative shown in formula (I) which is described in the specification and a salt thereof. In the formula, Z represents -NH- and -O-, R1 and R2 represent C1-3 alkoxy groups or hydrogen, R3 is selected from the group consisting of 4-fluoro-, 4-chloro-, 2-chloro-, 4-bromo-, 2, 4-dichloro-, 4-methyl, 4-methoxy, hydrogen, 4-trifluoromethyl and 2,4-dimethoxy. The invention relates to a preparation method and application of the compound shown in the formula (I) and the salt thereof. The compound or the salt thereof has strong inhibitory activity on colorectal cancer cell strains HCT-116, human lung cancer cell strains A549 and breast cancer cell strains MCF-7. The compound has wide spectrum antitumor activity and can be used as a drug or lead compound for treatment of diseases like tumors and cancers.

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One-pot synthesis of 3,5-disubstituted isoxazoles from propargylic alcohols through propargylic N-hydroxylamines

An efficient approach has been described for the synthesis of 3,5-disubstituted isoxazoles from propargylic alcohols. The strategy involves a one-pot p-TSA-catalyzed N-propargylation of protected hydroxylamines followed by a TBAF-mediated detosylative 5-endo-dig cyclization. The method was successfully used for the synthesis of various 3,5-disubstituted isoxazoles.

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Archives for Chemistry Experiments of (3-Phenyl-5-isoxazolyl)methanol

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A strategic alternative to solid phase synthesis: Preparation of a small isoxazoline library by ‘fluorous synthesis’

The preparation of a highly fluorinated silyl group and its use as a ‘fluorous label’ are described. Allyl and propargyl alcohols are rendered fluorous upon attachment to the fluorous label. Cycloaddition of the fluorous dipolarophiles to nitrile oxides provides the corresponding isoxazol(in)es which are purified by simple liquid-liquid extractions. After detachment of the label and renewed extraction, the organic isoxazol(in)es are obtained. This new fluorous methodology allows the preparation of isoxazol(in)es in high purities without using chromatography.

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More research is needed about (3-Phenyl-5-isoxazolyl)methanol

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A rapid and efficient solvent-free microwave-assisted synthesis of pyrazolone derivatives containing substituted isoxazole ring

An efficient synthesis of 4-substituted pyrazolone derivatives was developed. 4-Substituted pyrazolone derivatives were synthesized in 78-97% yields starting from various 3-substituted isoxazole-5-carbaldehydes, ethyl acetoacetate and hydrazine under microwave irradiation and solvent-free conditions, and were characterized by HRMS, FTIR, 1H NMR and 13C NMR spectroscopy. SiO2 was found to possess favorable catalytic activity and dispersancy for the condensation reaction. The merits of this method include the environmentally friendly reaction conditions, simple operation, broad substrate, satisfied yields and the reuse of the silica. Moreover, the crystal structure of the compound 2-(4-chlorophenyl)-4-((1-(4-chlorophenyl)-5-hydroxy-3-methyl-1H-pyrazol-4-yl)(3-phenylisoxazol-5-yl)methyl)-5-methyl-1H-pyrazol-3(2H)-one (5a) in the monoclinic space group C2/c was presented.

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Isoxazole – Wikipedia,
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