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A kind of n-hybrid porphyrin-dipyrrolene photoacoustic developer and its synthesis method

A technology of pyrrolene and developer, which is applied in the synthesis and application field of N-hybrid porphyrin-dipyrrolene photoacoustic developer, and can solve the problem of low photoacoustic imaging resolution, low photoacoustic imaging resolution, etc. Low molar extinction coefficient, etc., to achieve good imaging effect, high photoacoustic conversion rate, and high resolution

Active Publication Date: 2021-08-24
CHINA THREE GORGES UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, the existing photoacoustic imaging agents include N-hybrid porphyrin. The main problem is that the compound itself does not reach the absorption range of near-infrared light, and the molar extinction coefficient is low, resulting in low resolution of photoacoustic imaging.

Method used

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  • A kind of n-hybrid porphyrin-dipyrrolene photoacoustic developer and its synthesis method
  • A kind of n-hybrid porphyrin-dipyrrolene photoacoustic developer and its synthesis method
  • A kind of n-hybrid porphyrin-dipyrrolene photoacoustic developer and its synthesis method

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Dissolve 0.23g (0.12mmol) of 5-methoxy-2,3,3-trimethylindole and 0.61g (0.10mmol) of N-hybrid porphyrin in tetrahydrofuran, stir for 5 minutes, and reflux at 70°C for 0.5 hours, after the reaction was completed, the purple compound was obtained by filtration and purification column chromatography after spin-drying, and the yield was 90%. The compound has high stability under the illumination of visible light and ultraviolet light, and can exist stably for 40 days under natural light, and is a macrocyclic porphyrin compound similar to the parent structure of heme iron in blood in the body, with minimal toxicity.

[0028]

Embodiment 2

[0030] Dissolve 0.38g (0.2mmol) of 5-methoxy-2,3,3-trimethylindole and 0.61g (0.10mmol) of N-hybrid porphyrin in tetrahydrofuran, stir for 5 minutes, and reflux at 70°C for 0.5 hours, after the reaction was completed, the purple compound was obtained by filtration and purification column chromatography after spin-drying, and the yield was 88%.

[0031]

Embodiment 3

[0033] Dissolve 0.19g (0.1mmol) of 5-methoxy-2,3,3-trimethylindole and 0.61g (0.10mmol) of N-hybrid porphyrin in tetrahydrofuran, stir for 5 minutes, and reflux at 70°C for 0.5 hours, after the reaction was completed, the purple compound was obtained by filtration and purification column chromatography after spin-drying, and the yield was 84%.

[0034]

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Abstract

The invention belongs to the technical field of organic chemical industry, in particular to the synthesis and application of an N-hybrid porphyrin-dipyrrolene photoacoustic developer. The chemical structural formula is: the synthesis method is 5-methoxy-2,3 , 3-trimethylindole and tetraphenyl N-hybrid porphyrin are subjected to condensation reaction to obtain N-hybrid porphyrin-dipyrrolene-based photoacoustic developer in a simple and high yield. The key point is to obtain a methoxy-containing N-hybrid porphyrin-dipyrrolene conjugated structure simply and efficiently, so as to obtain a developer with a better photoacoustic development effect, which has a high photoacoustic conversion rate and a high development resolution.

Description

technical field [0001] The invention relates to the technical field of organic fine chemicals, in particular to the synthesis and application of an N-hybrid porphyrin-dipyrrolene photoacoustic developer. Background technique [0002] Cancer has become one of the major diseases that threaten human life and health. How to conduct in vivo, accurate and non-invasive diagnosis of cancer at the cellular level has become a hot spot in scientific research. Photoacoustic imaging is a non-destructive biophoton imaging method based on the difference in optical absorption inside biological tissues and using ultrasound as a medium. It has the advantages of high resolution, high contrast, deep penetration depth (up to 7cm), and non-invasiveness. The photoacoustic contrast agent is a key component of photoacoustic imaging technology, through the precise location of the lesion, to achieve the purpose of accurate diagnosis. Therefore, people's increasingly extensive research on photoacousti...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D487/22
CPCC07D487/22
Inventor 张诺诺文柳晏佳莹刘根江刘湘郑开波李德江
Owner CHINA THREE GORGES UNIV
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