Unlock instant, AI-driven research and patent intelligence for your innovation.

Labeled precursor of serotonin transporter developer [18F] FPBM-II and labeling method of serotonin transporter developer [18F] FPBM-II

A technology of serotonin and labeling method, which is applied in organic chemistry methods, acyclic/carbocyclic compound isotope introduction, thioether preparation, etc. It can solve the problems of low radiochemical yield, unfavorable automation, high production cost, etc.

Active Publication Date: 2018-02-16
BEIJING NORMAL UNIVERSITY
View PDF2 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0015] But the inventor finds that: the defect of this labeling method is: the operation is complicated, the product can be obtained through two-step labeling reactions, the production cost is high, it is not conducive to realizing automation, and it is not suitable for industrialized production; and the radiochemical yield is low (about 1%) )
Because the method is a two-step reaction method, the steps are complicated, which is not conducive to automation, especially the introduction of chemical substances such as hydrochloric acid and sodium hydroxide in the second step, which brings additional inconvenience to the clinical injection

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Labeled precursor of serotonin transporter developer [18F] FPBM-II and labeling method of serotonin transporter developer [18F] FPBM-II
  • Labeled precursor of serotonin transporter developer [18F] FPBM-II and labeling method of serotonin transporter developer [18F] FPBM-II
  • Labeled precursor of serotonin transporter developer [18F] FPBM-II and labeling method of serotonin transporter developer [18F] FPBM-II

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0067] [ 18 F] Synthesis of FPBM-Ⅱ

[0068] [ 18 Synthesis of F]-2-aminobenzene-(2-(N,N-dimethyl)aminomethyl-4-(2-(2-fluoroethoxy)-ethoxy)-benzene)sulfide:

[0069] The preparation method is as follows:

[0070]

[0071] (1) 2-aminobenzene-(2-(N,N-dimethyl)aminomethyl-4-(2-(2-p-toluenesulfonylethoxy)-ethoxy)-phenyl)sulfide Synthesis:

[0072] Synthetic reaction equation:

[0073]

[0074] resolve resolution:

[0075] 0.15 mmol of 2-aminobenzene-(2-(N,N-dimethyl)methylamino-4-hydroxyl)-phenyl)sulfide (synthetic reference: (Shunichi Oya et al, Nuclear Medicine and Biology, 34 (2007), 129–139) were dissolved in 4 mL of DMF (HPLC pure), and 2 times the molar amount of potassium carbonate and diethylene glycol bis-p-toluenesulfonate (1.2 times the molar amount) were added, and then nitrogen gas 3-5min, the reaction solution was heated at 65°C in an oil bath, and reacted for 6 hours. After the reaction was completed, 30mL of water was added to terminate the reaction, an...

Embodiment 2

[0089] [ 18 F] Synthesis of FPBM-Ⅱ

[0090] [ 18 Synthesis of F]-2-aminobenzene-(2-(N,N-dimethyl)aminomethyl-4-(2-(2-fluoroethoxy)-ethoxy)-benzene)sulfide:

[0091] The preparation method is as follows:

[0092]

[0093] (1) 2-aminobenzene-(2-(N,N-dimethyl)aminomethyl-4-(2-(2-p-toluenesulfonylethoxy)-ethoxy)-phenyl)sulfide Synthesis:

[0094] Synthetic reaction equation:

[0095]

[0096] resolve resolution:

[0097] 0.2 mmol of 2-aminobenzene-(2-(N,N-dimethyl)methylamino-4-hydroxyl)-phenyl)sulfide (synthetic reference: (Shunichi Oya et al, Nuclear Medicine and Biology, 34 (2007), 129–139) were dissolved in 4 mL of DMF (HPLC pure), and 2 times the molar amount of potassium carbonate and diethylene glycol bis-p-toluenesulfonate (1.2 times the molar amount) were added, and then nitrogen gas 3-5min, the reaction solution was heated at 65°C in an oil bath, and reacted for 6 hours. After the reaction was completed, 30mL of water was added to terminate the reaction, and...

Embodiment 3

[0111] [ 18 F] Synthesis of FPBM-Ⅱ

[0112] [ 18 Synthesis of F]-2-aminobenzene-(2-(N,N-dimethyl)aminomethyl-4-(2-(2-fluoroethoxy)-ethoxy)-benzene)sulfide:

[0113] The preparation method is as follows:

[0114]

[0115] (1) 2-aminobenzene-(2-(N,N-dimethyl)aminomethyl-4-(2-(2-p-toluenesulfonylethoxy)-ethoxy)-phenyl)sulfide Synthesis:

[0116] Synthetic reaction equation:

[0117]

[0118] resolve resolution:

[0119] 0.15 mmol of 2-aminobenzene-(2-(N,N-dimethyl)methylamino-4-hydroxyl)-phenyl)sulfide (synthetic reference: (Shunichi Oya et al, Nuclear Medicine and Biology, 34 (2007), 129–139) were dissolved in 4 mL of DMF (HPLC pure), and 2 times the molar amount of potassium carbonate and diethylene glycol bis-p-toluenesulfonate (1.2 times the molar amount) were added, and then nitrogen gas 3-5min, the reaction solution was heated at 65°C in an oil bath, and reacted for 6 hours. After the reaction was completed, 30ml of water was added to terminate the reaction, and ...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention relates to a labeled precursor of a serotonin transporter developer [18F] FPBM-II and a labeling method of the serotonin transporter developer [18F] FPBM-II, and belongs to the technicalfield of radioactive pharmaceutical chemistry. The reaction process is described in the description, 2-aminobenzene-(2-(N,N-dimethyl)aminomethyl-4-(2-(2-tosyl-ethoxy)- ethoxy)-benzene) thioether as the precursor compound is used for the label of the [18F] FPBM-II for the first time and the result shows that the radiation chemical yield of the preparation method is 15-30%. According to the invention, the radioactive synthesis process of the compound is simplified, the radiation chemical yield is improved, the automatic synthesis is carried out for the first time, and a foundation is laid for clinical application of the [18F] FPBM-II.

Description

technical field [0001] The invention relates to a labeling precursor of a serotonin transporter imaging agent and a labeling method, in particular to a serotonin transporter imaging agent [ 18 F] The labeling precursor and labeling method of FPBM-II belong to the technical field of radiopharmaceutical chemistry. Background technique [0002] The serotonin transporter (SERT) is a selective serotonin (5-HT) transmembrane transporter. In the central nervous system, SERT present in the presynaptic membrane of neurons can re-uptake 5-HT in the synaptic cleft, adjust the content of 5-HT in the synaptic cleft, and thus regulate the conduction of nerve signals. [0003] Studies have shown that changes in SERT concentrations are associated with many neurological diseases, such as depression, anxiety, schizophrenia, substance abuse, eating disorders, alcoholism, Alzheimer's disease, and Parkinson's disease. disease) and so on. SERT is also the main target of commonly used antidepre...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C07C319/20C07C323/37
CPCC07B59/001C07B2200/05C07C319/20C07C323/37
Inventor 朱霖张岩刘福涛孔繁渊
Owner BEIJING NORMAL UNIVERSITY