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Tedizolid antibiotic tracing fluorescent probe and application thereof

A tedizolid, fluorescent probe technology, applied in fluorescence/phosphorescence, luminescent materials, material analysis by optical means, etc., can solve problems such as low drug resistance

Inactive Publication Date: 2019-09-20
DALIAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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  • Tedizolid antibiotic tracing fluorescent probe and application thereof
  • Tedizolid antibiotic tracing fluorescent probe and application thereof
  • Tedizolid antibiotic tracing fluorescent probe and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019]

[0020] Weigh compound A 1 (1.01g, 2mmol) in the reaction flask, add the solvent 1,2-dichloroethane and stir well, lower the temperature to below -5°C, add O-benzotriazole-tetramethyluronium hexafluorophosphate (1.14g, 3mmol), stirred at room temperature for 40min, then lowered the reaction temperature to below -5°C, slowly added compound B (0.93g, 2.5mmol) in N,N-dimethylformamide solution, Then add a catalytic amount of triethylamine, react at room temperature for 5 hours, monitor the progress of the reaction with a silica gel plate, after the reaction is complete, cool and distill off the solvent under reduced pressure, and the crude product is separated and purified by column chromatography. The product structure was identified by HRMS.

Embodiment 2

[0022]

[0023] Weigh compound A 2 (1.18g, 2mmol) in the reaction flask, add the solvent 1,2-dichloroethane and stir well, lower the temperature to below -5°C, add O-benzotriazole-tetramethyluronium hexafluorophosphate (1.14g, 3mmol), stirred at room temperature for 40min, then lowered the reaction temperature to below -5°C, slowly added compound B (0.93g, 2.5mmol) in N,N-dimethylformamide solution, Then add a catalytic amount of triethylamine, react at room temperature for 5 hours, monitor the progress of the reaction with a silica gel plate, after the reaction is complete, cool and distill off the solvent under reduced pressure, and the crude product is separated and purified by column chromatography. The product structure was identified by HRMS.

Embodiment 3

[0025]

[0026] Weigh compound A 3 (1.12g, 2mmol) in the reaction flask, add the solvent 1,2-dichloroethane and stir well, lower the temperature to below -5°C, add O-benzotriazole-tetramethyluronium hexafluorophosphate (1.14g, 3mmol), stirred at room temperature for 40min, then lowered the reaction temperature to below -5°C, slowly added compound B (0.93g, 2.5mmol) in N,N-dimethylformamide solution, Then add a catalytic amount of triethylamine, react at room temperature for 5 hours, monitor the progress of the reaction with a silica gel plate, after the reaction is complete, cool and distill off the solvent under reduced pressure, and the crude product is separated and purified by column chromatography. The product structure was identified by HRMS.

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Abstract

The invention relates to a tedizolid antibiotic tracing fluorescent probe and application thereof, and belongs to the field of fine chemical engineering. Under the action of O-benzotriazole-tetramethylurea hexafluophosphate, the tedizolid antibiotic tracing fluorescent probe can be dewatered to form an ester bond which connects a fluorophore with tedizolid, and a functioning process of the tedizolid in human cells can be traced through fluorescence microimaging. The tedizolid antibiotic tracing fluorescent probe has the advantages that studies of a metabolic process of the tedizolid in the human cells and a microenvironment where target protein is located have great importance to study on follow-up new medicines.

Description

technical field [0001] The invention relates to a fluorescent probe for tracing tedizolid antibiotics and its application, which belongs to the field of fine chemical industry. Background technique [0002] Oxazolidinone antibacterial drugs are a new class of chemically fully synthetic antibacterial drugs. This type of drug has an oxazolidinedione core in its chemical structure, has a new antibacterial mechanism, and has strong antibacterial activity against Gram-positive cocci, especially multi-drug-resistant Gram-positive cocci. There is no cross-resistance phenomenon. Linezolid and tedizolid are two main oxazolidinone antibacterial drugs. Compared with linezolid, tedizolid has the following advantages: 1) The half-life of tedizolid is twice that of linezolid, which can reduce The occurrence of drug resistance, reducing drug side effects, and improving patient compliance. 2) Better bactericidal activity in vivo. 3) Lower drug resistance. 4) The plasma concentration of...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D513/10C07D513/22C09K11/06G01N21/64
CPCC07D513/10C07D513/22C09K11/06C09K2211/1074C09K2211/1088G01N21/6428
Inventor 肖义张新富陈令成
Owner DALIAN UNIV OF TECH