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Technetium-99m labeled ciprofloxacin xanthate complex and its preparation method and application

A technology of ciprofloxacin and xanthate, applied in the fields of radiopharmaceutical chemistry and clinical nuclear medicine, can solve the problems of low specificity, false positives and low labeling rate.

Active Publication Date: 2020-09-11
BEIJING NORMAL UNIVERSITY
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Problems solved by technology

Technetium-99m labeled ciprofloxacin ( 99m Tc-ciprofloxacin) has been used clinically as a radiopharmaceutical for diagnosing inflammation. It can distinguish bacterial inflammation from non-bacterial inflammation, but it still has insufficient labeling rate, low specificity, and false positives. This type of inflammatory imaging agent is necessary

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  • Technetium-99m labeled ciprofloxacin xanthate complex and its preparation method and application

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Embodiment Construction

[0043] Describe the present invention in detail below by embodiment: a kind of 99m TcN-CPF2XT complex, its structural formula is as follows:

[0044]

[0045] a. Synthesis of Ligand CPF2XT

[0046] Weigh 2.00g (6.00mmol) of ciprofloxacin, dissolve it in 100mL of anhydrous methanol, slowly add 1.72g (8.90mmol) p-toluenesulfonic acid, stir until the mixture is uniform and fully dissolved. Heated in an oil bath at 80°C, stirred and refluxed for 12 hours, and cooled to room temperature. Slowly add NaHCO 3 solution, with CH 2 Cl 2 Extraction (100mL×3), the organic phases were combined and dried over anhydrous magnesium sulfate, filtered, and rotary evaporated to obtain a white solid, compound I;

[0047] Weigh compound I1.00 g (2.88mmol), K 2 CO 3 1.20 g (8.64 mmol) and 0.72 g (5.76 mmol) of bromoethanol, add 50 mL of acetonitrile as a solvent, heat in an oil bath at 80°C, stir and reflux for 12 hours; add an appropriate amount of deionized water to the reaction system to...

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Abstract

The invention discloses a <99m>TcN-CPF2XT complex, as well as a preparation method and application thereof. Ciprofloxacin containing a quinolone pharmacophoric group is converted into a ciprofloxacinxanthate ligand (CPF2XT) capable of being complexed with <99m>Tc, and a <99 m>TcN-CPF2XT complex is obtained by using a preparation process that an S atom in the CPF2XT ligand is complexed with [<99m>TcN]<2+> nuclear. The complex is a hydrotropic substance, and is high in radiochemical purity, good in stability, and simple and convenient to prepare; the complex is highly taken and retained at thebacterial inflammation part; the ratios of inflammation / muscle and inflammation / blood are high; bacterial inflammation can be distinguished from non-bacterial inflammation; and the complex can be used as a novel bacterial inflammation photographic developer to be popularized and applied.

Description

Technical field: [0001] The invention relates to the technical fields of radiopharmaceutical chemistry and clinical nuclear medicine, in particular to a technetium-99m labeled ciprofloxacin xanthate complex and its preparation method and application. Background technique: [0002] Inflammation is a common and important pathological process, and the inflammatory response is closely related to human health. Although the emergence of antibiotics has greatly improved the treatment of inflammation, with the development of modern medicine and the use of various chemotherapeutic agents, there are more and more patients with low immunity. In addition, the extensive use of antibiotics has also reduced the sensitivity of the body to these drugs. The global abuse of antibiotics has made bacteria more resistant to drugs, and even superbugs have emerged. Today, inflammation is still one of the most common diseases in human beings, especially in developing countries. How to effectively d...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F13/00C07D215/56C07B59/00A61K51/04A61K103/10
CPCA61K51/0459C07B59/002C07B2200/05C07D215/56C07F13/005
Inventor 张俊波方思安张仕坚王学斌唐志刚陆洁
Owner BEIJING NORMAL UNIVERSITY
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