Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Radionuclide-labeled estrogen receptor molecular targeting compound and application thereof

A radionuclide and estrogen receptor technology, applied in the field of estrogen receptor molecular targeting compounds, can solve the problems of unsatisfactory uptake of radiotracers, non-specific uptake, etc., achieve suitable circulation time in the body, and improve specificity Effects of ingestion and reduction of radiation damage

Active Publication Date: 2021-02-26
XIAMEN UNIV
View PDF5 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the uptake of these novel radiotracers in target tissues is not ideal and they are rapidly metabolized in the liver, causing nonspecific uptake, which has become the biggest problem of this type of probes

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
  • Radionuclide-labeled estrogen receptor molecular targeting compound and application thereof
  • Radionuclide-labeled estrogen receptor molecular targeting compound and application thereof
  • Radionuclide-labeled estrogen receptor molecular targeting compound and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0055] Synthesis of compound 4-1: when R in the above structural formula 1 to R 5 =H,R 6 = 131 I (radioactive iodine isotope), R 7 = 127 When I and n=0, it is compound 4-1. The radioactive iodine isotope is labeled by a "click" chemical reaction, and its synthetic route and preparation method are as follows:

[0056]

[0057] Specifically include the following steps:

[0058] 1) Synthesis of 3-azidopropylamine:

[0059] 3-Bromopropylamine hydrochloride (5 g, 38 mmol) was dissolved in 20 mL of deionized water at room temperature. At 0°C, aqueous sodium azide solution (7.5 g, 115 mmol, 20 mL) was added dropwise to the above solution. After the dropwise addition, the temperature was raised to 80°C, and the reaction was carried out overnight. The reaction system was cooled to 0°C, and 50 mL of ether was added. Weigh 4g of potassium hydroxide particles and slowly add it to the reaction flask, keeping the temperature at a low temperature. Extract with ether (50 mL×3), ...

Embodiment 2

[0065] Synthesis of compound 4-2: when R in the above structural formula 1 =H,R 2 =F,R 3 , R 4 =H,R 5 =OCH 3 , R 6 = 131 I (radioactive iodine isotope), R 7 = 127 When I and n=0, it is compound 4-2. The radioactive iodine isotope is labeled by a "click" chemical reaction, and its synthetic route and preparation method are as follows:

[0066]

[0067] 1) Synthesis of 4-fluoro-17α-alkynyl-11β-methoxyestradiol:

[0068] Under nitrogen atmosphere, N-fluoropyridinium triflate (1.83 g, 7.4 mmol) was added to 17α-alkynyl-11β-methoxy dissolved in 16 mL 1,1,2-trichloroethane estradiol (1.2 g, 3.7 mmol). After the reaction was complete, the solvent was removed by rotary evaporation and the residue was poured into water and extracted with dichloromethane. The crude product was purified by column chromatography (ethyl acetate / dichloromethane=1:9) to obtain 0.8 g of a pale yellow solid in 63% yield.

[0069] 2) Labeling of compound 4-2:

[0070] 4 mL of anhydrous acetonit...

Embodiment 3

[0072] Synthesis of compound 8-1: when R in the above formula 1 , R 2 , R 3 , R 4 , R 5 and R 6 =H, and R 7 = 125 I (radioactive iodine isotope), when n=3, is compound 8-1. The radioactive iodine isotope is labeled with phenylboronic acid precursor, and then connected to the estrogen structure. The synthetic route and preparation method are as follows:

[0073]

[0074] Specifically include the following steps:

[0075] 1) Synthesis of tert-butyl (2-(2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)carbamate:

[0076] 2-(2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethanamine (1 g, 4.6 mmol) and triethylamine (0.7 g, 6.9 mmol) were combined with Anhydrous 5mL of tetrahydrofuran was dissolved, and stirred at room temperature for 0.5h. Then di-tert-butyl dicarbonate (1.1g, 5mmol) was added, and the reaction was carried out at room temperature overnight. The reaction solvent was spin-dried and extracted with ethyl acetate (40mL×3). The organic layer was collected, The solvent was ...

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 discloses a radionuclide-labeled estrogen receptor molecular targeting compound and application thereof. The structural formula of the radionuclide-labeled estrogen receptor molecular targeting compound is described in the descriptions of the invention, contains an estrogen structure and has good estrogen receptor targeting in vitro and vivo; radioactive iodine isotopes (123I, 124I,125I or 131I) and 18F are used as radioactive signal groups to perform SPECT or PET development on estrogen receptors in organs or tissues of human or animals and treat positive tumors of the estrogenreceptors.

Description

technical field [0001] The invention belongs to the technical field of organic materials, in particular to a radionuclide-labeled estrogen receptor molecular targeting compound and its application. Background technique [0002] Globally, the incidence and mortality of breast cancer rank first among female malignant tumors. Early detection, early diagnosis and early treatment are the keys to improving the survival rate of breast cancer patients. The 5-year relative survival rate for patients with early-stage breast cancer is almost 100%, while the 5-year relative survival rate for patients with advanced breast cancer is only 26%. [0003] According to literature reports, 70-80% of breast cancers are estrogen receptor (ER) positive. Breast cancers expressing ER tend to be low malignancy, well differentiated, and patients with good prognosis. Whether ER is expressed or not, the amount of expression has become an indispensable indicator for clinical guidance of endocrine thera...

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): C07J43/00A61P35/00A61K51/04A61K101/02
CPCC07J43/003A61K51/0493A61P35/00
Inventor 张现忠许多林晓茹文雪君曾馨莹李靖超郭志德
Owner XIAMEN UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com