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Chalcone compound containing triazole and application thereof

A technology for chalcones and triazoles, which is applied in the field of synthetic drugs and can solve problems such as limited choices

Pending Publication Date: 2022-03-18
HEBEI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Currently, there are limited clinical options for its treatment (H. L. Qin.; J. Liu.; W.Y. Fang.; L.Ravindar.; K.P. Rakesh. Indole-based derivatives as potential antibacterial activity against methicillin-resistance Staphylococcus aureus (MRSA). Eur. J. Med.Chem . 2020, 194, 112245; Y. G. Cong.; S.J. Yang.; X.C. Rao. Vancomycinresistant Staphylococcus aureus infections: a review of case updating and clinical features. J. Adv. Res . 2020,21, 169-176); there is an urgent need to develop new antimicrobial agents

Method used

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  • Chalcone compound containing triazole and application thereof
  • Chalcone compound containing triazole and application thereof
  • Chalcone compound containing triazole and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] 1-(4-Fluorophenyl)-2-( 1 H-1,2,3-triazolemethyl)-2-propen-1-one and its antibacterial application

[0030] (1) Structural confirmation

[0031] 1-(4-Fluorophenyl)-2-( 1 H-1,2,3-Triazolmethyl)-2-propen-1-one, molecular weight is 231, molecular formula is C 12 H 10 N 3 OF, white solid. 1-(4-Fluorophenyl)-2-( 1 The structure of H-1,2,3-triazolylmethyl)-2-propen-1-one was confirmed based on its NMR, mass spectrometry and elemental analysis data.

[0032] Mass spectral data: ESI-MS m / z: 232.2 [M+H] + , 254.1 [M+Na] + .

[0033] Elemental analysis data: Anal. calcd for C 12 H 10 N 3 OF: C 62.33, H 4.36, N 18.17; found C 62.15, H 4.80, N 18.48.

[0034] (2) Antibacterial application

[0035] 1-(4-Fluorophenyl)-2-( 1 H-1,2,3-triazolylmethyl)-2-propen-1-one was made into a solution with DMSO and added to the filter paper, and each tablet contained 200 µg of drug. The filter paper was pasted on the solid plate coated with Staphylococcus aureus, and the diameter of...

Embodiment 2

[0037] 1-(4-Chlorophenyl)-2-( 1 H-1,2,4-triazolemethyl)-2-propen-1-one and its antibacterial application

[0038] (1) Structural confirmation

[0039] 1-(4-Chlorophenyl)-2-( 1 H-1,2,4-Triazolmethyl)-2-propen-1-one, molecular weight is 247.5, molecular formula is C 12 H 10 N 3 OCl, white solid. 1-(4-Chlorophenyl)-2-( 1 The structure of H-1,2,4-triazolylmethyl)-2-propen-1-one was confirmed based on its NMR, mass spectrometry and elemental analysis data.

[0040] Mass spectral data: ESI-MS m / z: 248.1 [M+H] + , 270.1 [M+Na] + .

[0041] Elemental analysis data: Anal. calcd for C 12 H 10 N 3 OCl: C 58.19, H 4.07, N 16.97; found C 58.45, H 4.46, N 17.08.

[0042] (2) Antibacterial application

[0043] 1-(4-Chlorophenyl)-2-( 1H-1,2,4-triazolylmethyl)-2-propen-1-one was made into a solution with DMSO and added to the filter paper, each tablet contained 200 µg. The filter paper was pasted on the solid plate coated with Staphylococcus aureus, and after culturing in an in...

Embodiment 3

[0045] 1-(4-Fluorophenyl)-2-( 2 H-1,2,3-triazolemethyl)-2-propen-1-one and its antibacterial application

[0046] (1) Structural confirmation

[0047] 1-(4-Fluorophenyl)-2-( 2 H-1,2,3-Triazolmethyl)-2-propen-1-one, molecular weight is 231, molecular formula is C 12 H 10 N 3 OF, white solid. 1-(4-Fluorophenyl)-2-( 2 The structure of H-1,2,3-triazolylmethyl)-2-propen-1-one was confirmed based on its NMR, mass spectrometry and elemental analysis data.

[0048] Mass spectral data: ESI-MS m / z: 232.2 [M+H] + , 254.2 [M+Na] + .

[0049] Elemental analysis data: Anal. calcd for C 12 H 10 N 3 OF: C 62.33, H 4.36, N 18.17; found C62.59, H 4.75, N 18.54

[0050] (2) Antibacterial application

[0051] 1-(4-Fluorophenyl)-2-( 2 H-1,2,3-triazolylmethyl)-2-propen-1-one was made into a solution with DMSO and added to the filter paper, and each tablet contained 200 µg of drug. The filter paper was pasted on the solid plate coated with Staphylococcus aureus, and after culturing i...

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Abstract

The invention discloses a chalcone compound containing triazole and an application of the chalcone compound. Experiments of R1: 4-H, 4-F, 4-Cl, 4-Br, 4-Me, 4-OMe, 4-Ph, 2, 4-F2, 2 and 4-Cl2 prove that the compound shown in the general formula I has an excellent inhibition effect on bacteria, especially staphylococcus aureus, the diameter of an inhibition zone is higher than that of positive control ciprofloxacin hydrochloride, and a new choice is provided for screening of clinical antibacterial drugs.

Description

technical field [0001] The invention relates to a chalcone compound, in particular to a triazole-containing chalcone compound and the application of its antibacterial activity, and belongs to the technical field of synthetic medicines. Background technique [0002] Staphylococcus aureus is one of the most common pathogens in hospital and community settings, associated with a variety of clinical [0003] Important infections are associated with a common threat to public health. Due to the long-term and excessive use of antibiotics, the resistance of Staphylococcus aureus has become increasingly serious and has become one of the major medical problems that seriously threaten the world (T. Horino.; S. Hori. Metastatic infection during Staphylococcus aureus bacteremia. J. Infect. Chemother 2020, 26(2), 162-169; S. Gatadi.; J. Gour.; S. Nanduri. Natural product derived promising anti-MRSA drug leads: A review. Bioorg. Med.Chem . 2019, 27, 3760-3774.). Current clinical o...

Claims

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Application Information

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IPC IPC(8): C07D249/06C07D249/08A61P31/04
CPCC07D249/06C07D249/08A61P31/04
Inventor 张萍孙雨佳王紫薇
Owner HEBEI NORMAL UNIV