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Iodine-containing compound and application thereof in fungus resistance

A compound and halide technology, applied in antifungal agents, medical preparations containing active ingredients, organic chemistry, etc., can solve the problem of increasing the dose of drugs, and achieve the effect of small MIC value and excellent antifungal effect.

Inactive Publication Date: 2021-05-11
BEIJING TECHNOLOGY AND BUSINESS UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The existing first-line antifungal drugs in clinical use are mainly Flucytosine, Echinocandins, Allylamines, Triazoles, Imidazoles, and more. Drugs such as polyene and morpholine, but as the drug resistance of pathogenic fungi becomes more common and enhanced, the dosage of drugs can only be increased, so the research and development of new antibacterial drugs, especially antifungal drugs, is urgently needed

Method used

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  • Iodine-containing compound and application thereof in fungus resistance
  • Iodine-containing compound and application thereof in fungus resistance
  • Iodine-containing compound and application thereof in fungus resistance

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Example 1, N-(4-iodophenylthiazol-2-yl)acetone hydrazone (N-(4-bromophenyl-2-thiazolyl)acetone hydrazone) (also formula I1)

[0027] The synthetic route is as follows:

[0028]

Embodiment 2

[0030] Example 2, the separation and purification of N-(4-iodophenylthiazol-2-yl) acetone hydrazone obtained in Example 1

[0031] The suspension after the reaction in Example 1 was used to filter using a Buchner funnel, fully washed with petroleum ether, and dried in vacuum. The dried solid powder was separated by forward silica gel column chromatography (forward silica gel 200-300 mesh, or 100-200 mesh), and eluted with a mixed solvent of petroleum ether and ethyl acetate (volume ratio: 3:1). The eluent containing compound I was dried under reduced pressure to remove the organic solvent to obtain the target compound represented by formula I1.

Embodiment 3

[0032] Embodiment 3, the structural identification of compound I1

[0033] HPLC was used to identify the purity of the prepared compound, and the samples with a purity greater than 98% were tested for structural identification by mass spectrometry and nuclear magnetic resonance technology, and the nuclear magnetic resonance was determined by a Bruker AVANCE DRX-500 nuclear magnetic resonance instrument; the mass spectrometer was determined by an Agilent 1946D single quadrupole mass spectrometer Determination.

[0034] The H NMR spectrum data of the target compound δ H (CDCl 3 ): 7.75(d, J=8.5Hz), 7.64(d, J=8.5Hz), 7.30(s), 1.95(s), 1.93(s);

[0035] The carbon NMR spectrum data of the target compound δ C (CDCl 3 ): 170.0, 150.5, 148.9, 137.3, 134.2, 127.6, 104.2, 93.4, 24.9, 17.7;

[0036] High resolution ESI mass spectrum [M+H] of the target compound + m / z 357.9872.

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Abstract

The invention discloses an iodine-containing compound and an application thereof in fungus resistance. In a claimed formula I, R is -NH2 or -N=C(CH3)2. The compound shown in the formula I has a small MIC value and has a better antifungal effect than existing antifungal drugs.

Description

technical field [0001] The invention relates to an iodine-containing compound and its application in antifungal, belonging to the field of medicine. Background technique [0002] It is well known that the health of humans (especially those with compromised immune systems) is at risk from bacterial and fungal infections. About 40% of infected patients die in patients with compromised immune systems. The improvement of medical standards and living standards has led to the emergence of various factors that lead to the decline of human immunity, such as the global spread of chronic diseases, the widespread use of cancer therapy and immunosuppressants, the increase in organ transplant patients, and the global epidemic of AIDS. None of the above factors One does not impel the incidence of fungal infection to increase significantly. The existing first-line antifungal drugs in clinical use are mainly Flucytosine, Echinocandins, Allylamines, Triazoles, Imidazoles, and more. Drugs ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D277/50A61K31/426A61P31/10
CPCC07D277/50A61P31/10
Inventor 宋福行杨娜李红花艾娜丝
Owner BEIJING TECHNOLOGY AND BUSINESS UNIVERSITY
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