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A Functionalized Bilateral Pillar[5]arene Sensor Molecule and Its Synthesis and Application

A double-sided column, functionalized technology, applied in the fields of chemical synthesis and drug molecule detection, it can solve the problems of death, epilepsy, entering waste water, etc.

Active Publication Date: 2022-05-24
NORTHWEST NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, high concentrations of this therapeutic agent can cause seizures, liver failure and even death
On the other hand, depending on the patient's medical condition, 20% to 70% of the drug dose can be excreted in the urine and end up in wastewater like other antibiotics, which can lead to the emergence of dangerous resistant strains of bacteria such as

Method used

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  • A Functionalized Bilateral Pillar[5]arene Sensor Molecule and Its Synthesis and Application
  • A Functionalized Bilateral Pillar[5]arene Sensor Molecule and Its Synthesis and Application
  • A Functionalized Bilateral Pillar[5]arene Sensor Molecule and Its Synthesis and Application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] Example 1. Synthesis of isoniazid sensor molecule ZW

[0042] (1) Add acetonitrile (50 mL), bromine-functionalized bilateral column [5] arene (ZE, 0.523 g, 0.5 mmol, synthesized according to the method of literature DOI: 10.1039 / C9SM01385G), p-hydroxybenzene into a 100 mL round-bottomed flask, respectively. Methyl formate (2.4 mmol, 0.4 g), KI (10 mmol, 1.66 g), K 2 CO 3 (8 mmol, 1.0 g), under nitrogen protection, 80 °C oil bath under reflux and stirring for 10 to 12 hours. After the reaction, add silica gel and mix samples, spin dry, and purify by column chromatography (petroleum ether: ethyl acetate: dichloroethane=100: 25: 1) to obtain a white product that is methylparaben functionalized The bilateral column[5] aromatics were obtained in 75% yield.

[0043] (2) Weigh methyl hydroxybenzoate functionalized double-sided column [5] arene (1.16 g, 1 mmol) and dissolve it in 100 mL of DMF, add 4 mL of NaOH aqueous solution with a concentration of 1 mol / L to the system, ...

Embodiment 2

[0046] Embodiment 2, ZW solution detects isoniazid

[0047] Pipette 0.5 mL of a 40% water-containing ZW solution (2 × 10 -4 mol·L -1 ) in a series of 10mL colorimetric tubes with DMSO / H 2 O=6:4 (v / v) was released to 5mL, and the DMSO / H of isoniazid, benzohydrazide, phenylhydrazine and hydrazine hydrate were added respectively 2 O solution (2 × 10 -4 mol·L -1 ) 0.5 mL. At this time, the concentration of ZW is 2×10 -5 mol·L -1 , the concentration of each molecule is 10 times the concentration of ZW, and the response of sensor molecule ZW to each molecule is observed. Under UV light (365 nm), the ZW solution added with isoniazid exhibited green fluorescence, and the ZW solution added with other molecules had no change. This indicates that the sensor molecule ZW can specifically and selectively recognize isoniazid.

Embodiment 3

[0048] Embodiment 3, the synthesis and application of isoniazid detection test paper

[0049] The test paper was cut into a rectangle and immersed in a solution containing ZW for 10 minutes, so that ZW was fully adsorbed on the filter paper, and then taken out to dry. The filter paper has no fluorescence under a 365nm UV lamp. Add the solutions of isoniazid, benzoic hydrazide, phenylhydrazine and hydrazine hydrate dropwise to the filter paper respectively. If the fluorescence of the filter paper increases and turns green, it means that isoniazid is added dropwise; if the fluorescence of the filter paper does not change, it means that is not isoniazid.

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Abstract

The present invention designs and synthesizes a kind of sensor molecule based on functionalized double-sided column [5] aromatic hydrocarbon, and this sensor molecule is in DMSO and H 2 In the binary solution of O, a supramolecular self-assembly system is formed through intermolecular hydrogen bond interaction, and the system has almost no fluorescence. When adding isoniazid, benzoylhydrazine, phenylhydrazine, hydrazine hydrate in DMSO‑H 2 In O solution, only the addition of isoniazid can make the fluorescence of the solution turn green, so it can be used for fluorescence selective recognition of isoniazid, and the recognition process is not interfered by other molecules and the detection speed is fast. Based on this result, the fluorescence detection test paper for isoniazid was made to detect isoniazid conveniently and quickly.

Description

technical field [0001] The invention relates to a functionalized double-sided column [5] aromatic hydrocarbon sensor molecule, in particular to a chemical sensor molecule based on a functionalized double-sided column [5] aromatic hydrocarbon of p-hydroxybenzoic acid and its synthesis, and the invention also relates to the The application of sensor molecule fluorescence detection of isoniazid belongs to the field of chemical synthesis and the technical field of drug molecule detection. Background technique [0002] Isoniazid (IA) has been used as a bacteriostatic agent in chemotherapy for tuberculosis alone or in combination with other drugs (mainly rifampicin). Because of its good biomembrane penetration, good efficacy, low toxicity, low cost, and convenient oral administration, it is listed as the first-choice anti-tuberculosis drug. The product is easy to pass through the blood-brain barrier, and is suitable for various types of tuberculosis, such as tuberculosis of the l...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C65/21C07C51/367C07C51/43C09K11/06G01N21/64
CPCC07C65/21C07C51/367C07C51/43C09K11/06G01N21/643C07C2603/92C09K2211/1011
Inventor 魏太保赵琪林奇曲文娟姚虹张有明
Owner NORTHWEST NORMAL UNIVERSITY
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