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

A kind of 18f-pet/ct tracer with 7-deaza adenine base as mother nucleus and preparation method thereof

A technology of 18F-HX and tracer, applied in organic chemical methods, chemical instruments and methods, preparations for in vivo tests, etc.

Active Publication Date: 2021-06-25
WEST CHINA HOSPITAL SICHUAN UNIV +1
View PDF7 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the types of tracers that can be used for the diagnosis of lung cancer are still very limited, so it is urgent to develop new functional imaging tracers and precursor reagents for the precise diagnosis of lung cancer

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
  • A kind of 18f-pet/ct tracer with 7-deaza adenine base as mother nucleus and preparation method thereof
  • A kind of 18f-pet/ct tracer with 7-deaza adenine base as mother nucleus and preparation method thereof
  • A kind of 18f-pet/ct tracer with 7-deaza adenine base as mother nucleus and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0056] Example 1 Preparation of Compound 1

[0057]

[0058] (1) Synthesis of 5-iodine-7-n-butyl-7H-pirarrol and [2,3-D] pyrimidine 4-chlorine (Compound 4):

[0059] 4-chloro-5-iodo-7H-pyrrole [2,3-D] pyrimidine (Compound 3) (5 g, 17.90 mmol) is mixed with carbonate (11.66 g, 4.66 mmol) mixed in 30 ml DMF and placed in ice water The mixture was cooled to 0 ° C, and iodine n-butane (6.17 mL, 53.7 mmol) was added. After 10 min, the mixture was taken out from ice water to the room temperature seal stirring for 5 h, and the reaction process was detected with TLC. After the reaction is completed, the mixture is cooled and 60 ml of ice water is added, and a precipitate occurs. Abovement, yellow solid (Compound 4) was dried (Compound 4) 5.52 g (yield was 91.9%).

[0060] Compound 4: 1 H NMR (600 MHz, DMSO-D6) Δ8.64 (S, 1H), 8.06 (S, 1H), 4.27 (T, J = 7.1 Hz, 2H), 1.82-1.74 (m, 2H), 1.22 (H, J = 7.4 Hz, 2H), 0.88 (t, j = 7.4 Hz, 3H). 13 C NMR (151MHz, DMSO-D6) δ162.75, 151.34, 150.87, 150...

Embodiment 218

[0067] Example 2 18 Preparation of F-HX compound

[0068]

[0069] 1. Preparation of Compound 2

[0070] Tetrate bis (toluene hydrochloride) (164 mg, 3.46 mmol), compound 1 (100 mg, 3.46 mmol) and anhydrous potassium carbonate (100 mg, 3.46 mol) were heated in a 50 mL benzene solution to heat 4 h, 1N HCl Afterward, the reaction mixture was extracted with dichloromethane. The solution was then dried under reduced pressure to give a solid after solid column chromatography (Compound 2) 160 mg (yield of 76%).

[0071] Compound 2: 1 H NMR (600MHz, Chloroform-D) δ8.29 (S, 1H), δ 7.84-6.97 (M, 8H, Arom-H), 6.95 (S, 1H), 5.52 (S, 2H), 4.23-4.21 (t, j = 7.2Hz, 2H), 4.23-3.59 (t, j = 7.2 Hz, 16H), δ2.44 (S, 3H), 1.87-1.80 (m, 2H), 1.44-1.35 (m, 2H ), 0.97-0.95 (T, J = 7.4 Hz, 3H) .hr-ms (ESI +): Calc.for [c 31 Hide 40 N 4 O 7 S]: 613.2618 [M + H] +; Found 613.2694 [M + H] +, 635.2521 [M + NA] +.

[0072] 2, 18 Preparation of F-HX

[0073] Radionic nuclei marking of Compound 1 figure 1 Ind...

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 7-deaza adenine base as the mother nucleus 18 F‑PET / CT tracer and method for its preparation. The present invention first discloses a compound represented by formula I or a pharmaceutically acceptable salt thereof, wherein, R 1 , R 2 independently selected from H or C 1 -C 5 Alkyl; X is independently selected from 11 C. 18 F. 15 O, or 13 N. The invention also discloses the preparation method and application of the compound represented by formula I. The present invention has successfully prepared a 7-deaza adenine base as the mother nucleus 18 F‑PET / CT Tracers: 18 F‑HX tracer. Experimental result shows, the present invention prepares 18 The uptake of F‑HX tracer in tumor was stable, 3 times higher than in muscle tissue. Therefore, the present invention 18 F‑PET / CT tracers are expected to be applied in PET / CT imaging, changing the situation of lack of tracers in lung cancer.

Description

Technical field [0001] The present invention belongs to the organic chemistry field, and has a parent-based nucleus involving a 7-denitrose adenine base. 18 F-PET / CT tracer and its preparation method thereof. Background technique [0002] PET / CT as a functional imaging advanced diagnosis and treatment equipment, although it is increasingly promoted in lung cancer, it still has great limitations. This limitation is primarily derived from the core components of the functional image: PET / CT tracer. The PET / CT tracer in the current lung cancer is mainly 18 F-FDG, due to 18 F-FDG lacks specificity of other molecular levels other than sugar metabolism, on the one hand, there is false positive and false negative defects, and on the other hand, it is not possible to reflect the information of the molecular classification or other specific molecular target of lung cancer in the functional imaging level. Major technology bottleneck for precision diagnosis and treatment of lung canc...

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 Patents(China)
IPC IPC(8): C07D487/04C07B59/00A61K51/04A61K101/02
CPCA61K51/0459C07B59/002C07B2200/05C07D487/04
Inventor 李为民何杨柴莹莹周兴龙蔡华伟吴小艾陈海黄日东
Owner WEST CHINA HOSPITAL SICHUAN 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