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Near-infrared two-zone dye, nano particle, and preparation method and application of near-infrared two-zone dye and nano particle

A nanoparticle and near-infrared technology, applied in the direction of organic dyes, azo dyes, chemical instruments and methods, etc., can solve the problems of few reports on organic small molecule diagnostic agents, achieve good clinical application prospects, good photothermal properties, small side effects

Active Publication Date: 2022-05-13
NANJING UNIV OF POSTS & TELECOMM
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Photothermal therapy guided by near-infrared light (NIR) irradiation has relatively little damage to surrounding healthy tissues. However, there are still few reports on organic small molecule diagnostic agents with a light source wavelength reaching the second near-infrared light (above 1000 nm), which is an urgent need. Important Issues to be Solved

Method used

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  • Near-infrared two-zone dye, nano particle, and preparation method and application of near-infrared two-zone dye and nano particle
  • Near-infrared two-zone dye, nano particle, and preparation method and application of near-infrared two-zone dye and nano particle
  • Near-infrared two-zone dye, nano particle, and preparation method and application of near-infrared two-zone dye and nano particle

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Effect test

Embodiment 1

[0041] A kind of dye FT-3T in the second zone of near infrared, its structural formula is:

[0042]

[0043] The preparation method of the above-mentioned near-infrared second zone dye FT-3T can be implemented with reference to the following examples:

Embodiment 2

[0045] A kind of preparation method of the dye FT-3T of two near-infrared regions described in embodiment 1, its synthetic route is:

[0046]

[0047] Specifically include the following steps:

[0048] (i) Weigh compound (1) (1 g, 1.91 mmol) and compound (2) (0.631 g, 1.91 mmol) in a reaction flask, add 20 mL of acetic acid as a solvent under nitrogen protection, and react at 100 ° C for 24 h. After the reaction was completed, the reaction solution was poured into water, extracted three times with dichloromethane, the organic phases were combined, dried over anhydrous sodium sulfate, and purified by column chromatography to obtain intermediate product (3) (1.4 g, yield 90%);

[0049]

[0050] (ii) Weigh the intermediate product (3) (1.4g, 1.71mmol), NBS (0.335g, 1.88mmol) in a reaction flask, use tetrahydrofuran as a solvent, and react at room temperature overnight in the dark. After the reaction was completed, the reaction solution was spin-dried and purified by chroma...

Embodiment 3

[0057] A nanoparticle of the second near-infrared dye FT-3T is prepared by the nano-co-precipitation method from the near-infrared second-region dye FT-3T described in Example 1 and the amphiphilic polymer F127.

[0058] The preparation method of the aqueous solution of the nanoparticle of above-mentioned FT-3T, comprises the following steps:

[0059] Step 1: Weigh 1 mg of FT-3T molecule, dissolve 20 mg of F127 in 2 mL of tetrahydrofuran, and dissolve by ultrasonication.

[0060] Step 2: quickly add the above mixture solution into 10 mL of deionized water under ultrasonication, and continue ultrasonication for 5 min.

[0061] Step 3: removing tetrahydrofuran in the obtained solution to obtain a 1 mg / mL nanoparticle solution.

[0062] figure 1 It is the absorption-emission spectrum of FT-3T nanoparticles described in Example 3 in aqueous solution. As shown in the figure, the maximum absorption peak of FT-3T nanoparticles in aqueous solution is at 856nm, and its absorption ta...

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Abstract

The invention discloses a near-infrared two-zone dye FT-3T, the absorption peak of the FT-3T molecule part and the whole emission peak are in the near-infrared two-zone range by adjusting an intermediate coupling unit, a preparation method of the dye, and nanoparticles with good water solubility prepared by a nano coprecipitation method are provided, and the near-infrared two-zone dye FT-3T can be used for preparing the near-infrared two-zone dye FT-3T. The nano-particles have strong two-region fluorescence emission and good photo-thermal performance, can be applied to preparation of a contrast agent for in-vivo imaging excited by 1064nm laser, can also be applied to preparation of a two-region fluorescence guided photo-thermal diagnosis and treatment reagent, and has a wide application prospect.

Description

technical field [0001] The invention belongs to the field of biomedical engineering, and more specifically relates to a dye in the second near-infrared region, nanoparticles and a preparation method and application thereof. Background technique [0002] Near-infrared II (NIR-II, 1000-1700nm) fluorescence imaging is an emerging optical imaging technique that has aroused great research interest in the field of molecular imaging. Compared with traditional visible light or near-infrared region I (NIR-I, 650-950nm) imaging, NIR-II fluorescence imaging has minimal tissue autofluorescence and photon scattering, thus ensuring high penetration depth, high imaging resolution and High imaging signal-to-noise ratio (SBR). At present, inorganic nanomaterials, such as rare earth nanoparticles, quantum dots and carbon nanotubes, have been widely developed as imaging contrast agents in the second near-infrared region. However, inorganic nanomaterials often encounter potential biosafety is...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D519/00C09B57/00A61K49/06A61K49/10A61K41/00A61P35/00
CPCC07D519/00C09B57/00A61K41/0052A61K41/0057A61K49/06A61K49/10A61P35/00Y02E10/542
Inventor 王其刘加伟范曲立许兴鹏
Owner NANJING UNIV OF POSTS & TELECOMM
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