[<18>F]-fluoromethyl triphenylphosphine salt, preparation method and application thereof

A technology of fluoromethyl triphenyl phosphine salt and fluoromethyl triphenyl phosphine, applied in the field of [18F]-fluoromethyl triphenyl phosphine salt and preparation thereof, can solve problems such as low ratio, and achieve high heart-to-liver ratio , the effect of high myocardial uptake and fast clearance rate

Inactive Publication Date: 2015-12-16
HENAN UNIV OF CHINESE MEDICINE
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However most of these 18 Myocardial uptake of F-

Method used

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  • [&lt;18&gt;F]-fluoromethyl triphenylphosphine salt, preparation method and application thereof
  • [&lt;18&gt;F]-fluoromethyl triphenylphosphine salt, preparation method and application thereof
  • [&lt;18&gt;F]-fluoromethyl triphenylphosphine salt, preparation method and application thereof

Examples

Experimental program
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Embodiment 1

[0019] this invention[ 18 The preparation method of F]-fluoromethyl triphenylphosphine salt, comprises the following steps:

[0020] Step 1: Dissolve 1 g of silver p-toluenesulfonate in 10 mL of acetonitrile, add 0.14 mL of diiodomethane dropwise under stirring, heat the above mixture to reflux for 12 h, cool to room temperature, filter off the light yellow solid, spin off the solvent, The residue was eluted and purified by silica gel column chromatography to obtain white crystals, that is, di-(p-toluenesulfonyl)-methane;

[0021] The eluent is a mixture prepared by mixing ethyl acetate:cyclohexane according to the volume ratio of 1:3;

[0022] The second step: under the protection of nitrogen flow, 0.5mL5 millici (mCi)[ 18 F] Add 0.3mL of K2.2.2 (aminopolyether) solution with a concentration of 20mmol / L and K with a concentration of 33mmol / L in the fluoride solution 2 CO 3 Solution 0.3mL, dried at 110°C for 5min, added 0.5mL of acetonitrile, and then dried at 110°C for 5m...

Embodiment 2

[0025] this invention[ 18 The preparation method of F]-fluoromethyl triphenylphosphine salt, comprises the following steps:

[0026] Step 1: Dissolve 0.8g of silver p-toluenesulfonate in 8mL of acetonitrile, add 0.1mL of diiodomethane dropwise under stirring, heat the above mixture to reflux for 10h, cool to room temperature, filter off the light yellow solid, and spin off the solvent , the residue was eluted and purified by silica gel column chromatography to obtain white crystals, i.e., two-(p-toluenesulfonyl)-methane;

[0027] The eluent is a mixture prepared by mixing ethyl acetate:cyclohexane according to the volume ratio of 1:2;

[0028] The second step: under the protection of nitrogen flow, 0.5mL5mCi[ 18 F] Add 0.2mL of K2.2.2 (amino polyether) solution with a concentration of 20mmol / L and K with a concentration of 33mmol / L in the fluoride solution 2 CO 3 Solution 0.2mL, dried at 100°C for 6min, added 0.4mL of acetonitrile, and then dried at 100°C for 6min, repeate...

Embodiment 3

[0031] this invention[ 18 The preparation method of F]-fluoromethyl triphenylphosphine salt, comprises the following steps:

[0032] Step 1: Dissolve 1.2g of silver p-toluenesulfonate in 12mL of acetonitrile, add 0.2mL of diiodomethane dropwise under stirring, heat the above mixture to reflux for 14h, cool to room temperature, filter off the light yellow solid, and spin off the solvent , the residue was eluted and purified by silica gel column chromatography to obtain white crystals, i.e., two-(p-toluenesulfonyl)-methane;

[0033] The eluent is a mixture prepared by mixing ethyl acetate:cyclohexane according to the volume ratio of 1:5;

[0034] The second step: under the protection of nitrogen flow, 0.5mL5mCi[ 18 F] Add 0.5mL of K2.2.2 (aminopolyether) solution with a concentration of 20mmol / L and K with a concentration of 33mmol / L in the fluoride solution 2 CO 3 Solution 0.5mL, dried at 120°C for 4min, added 0.6mL of acetonitrile, and then dried at 120°C for 4min, repeated ...

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Abstract

The invention relates to a [<18>F]-fluoromethyl triphenylphosphine salt, a preparation method and application thereof, and effectively solves the problem of low ratio of myocardial uptake and non-target organs in existing myocardial perfusion imaging agents. The method includes: dissolving silver p-toluenesulfonate in acetonitrile, adding diiodomethane under stirring, conducting heating reflux, performing cooling to room temperature, filtering out light yellow solids, removing the solvent by spinning, and eluting and purifying the residue to obtain bis(p-toluenesulfonyl)-methane; under nitrogen protection, adding a [<18>F] fluoride solution into a K2.2.2 solution and a K2CO3 solution, performing drying, adding acetonitrile, conducting drying again, adding bis(p-toluenesulfonyl)methane and anhydrous acetonitrile into the dried substance, carrying out reaction, and performing cooling to room temperature, conducting column chromatography, adding an acetonitrile solution containing triphenyl phosphine to carry out reaction, and then performing cooling, filtering, column purification, solvent removal, normal saline dissolution and filtering, thus obtaining the [<18>F]-fluoromethyl triphenylphosphine salt. The [<18>F]-fluoromethyl triphenylphosphine salt provided by the invention has the characteristics of high cardiac and myocardial uptake, fast clearance rate in main organs, and high heart blood ratio, heart-lung ratio and heart-liver ratio, low cost, and can acquire clear heart Micro-PET images.

Description

technical field [0001] The present invention relates to the field of medicine, especially a kind of [ 18 F]-fluoromethyl triphenylphosphine salt and its preparation method and application. Background technique [0002] Myocardial perfusion imaging (MPI) based on positron emission tomography (PET) has gradually become an important means of non-invasive and accurate diagnosis and prognosis of coronary artery disease. despite decades 99m Tc-methoxyisobutylisonitrile has been used as the gold standard for single photon emission computed tomography (SPECT) myocardial perfusion imaging, but PET imaging has some technical advantages over SPECT imaging, such as better spatial and temporal resolution, more Sensitive detection limits and rich attenuation corrections. Currently clinically used PET myocardial perfusion tracers, such as 82 Rb, [ 13 N]-ammonia and [ 15 O]-H 2 O, but their short half-life limits the widespread use of PET. 18 The F-labeled myocardial tracer has a lo...

Claims

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Application Information

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IPC IPC(8): C07F9/54C07B59/00A61K51/04A61K101/02
Inventor 曾华辉武香香侯益民褚意新朱鑫
Owner HENAN UNIV OF CHINESE MEDICINE
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