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

Ruthenium complex, preparation method thereof and application thereof

A technology of ruthenium complexes and compositions, applied in the field of ruthenium complexes with anti-tumor activity and their preparation

Inactive Publication Date: 2010-05-05
JINAN UNIVERSITY
View PDF0 Cites 17 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0014] In view of the deficiencies in the types and properties of existing ruthenium complexes, the first purpose of the present invention is to provide a new class of ruthenium complexes with antitumor drug activity

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
  • Ruthenium complex, preparation method thereof and application thereof
  • Ruthenium complex, preparation method thereof and application thereof
  • Ruthenium complex, preparation method thereof and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0089] Embodiment 1 invention described complex a: Ru(bpy) 2 Preparation of p-MOPIP

[0090] (1) Synthesis of phenanthroline 5,6-dione

[0091] Mix 4.0g o-phenanthroline and 4.0g potassium bromide and place in a round bottom flask, then add cold concentrated H 2 SO 4 (40mL) and concentrated HNO 3 (20mL) of mixed acid. After adding the mixed acid dropwise, keep the temperature at 80-85°C for 3 hours, cool down, pour it into 500mL ice water, and then use 10mol L -1 The NaOH solution was carefully neutralized to neutral. The solution was extracted with 3 x 100 mL of chloroform. After combining the organic phases, they were washed with 50 mL of water and finally dried overnight with sodium sulfate. After filtration, the chloroform was distilled off under reduced pressure, and the solid product was recrystallized from ethanol to obtain yellow or orange needle-like crystals. Yield: 75%.

[0092] (2) Synthesis of 2-(4-methoxyphenyl)-1H-imidazo[4,5-f][1,10]phenanthroline (p-m...

Embodiment 2

[0098] Embodiment 2 invention said complex b: Ru(phen) 2 Preparation of p-MOPIP

[0099] (1) Synthesis of 2-(4-methoxyphenyl)-1H-imidazo[4,5-f][1,10]phenanthroline (p-mopip): see the steps in the preparation of complex a (2).

[0100] (2)cis-[Ru(phen) 2 Cl 2 ]·3H 2 o

[0101] called RuCl 3 ·nH 2 O 1.56g (about 6mmol), with o-phenanthroline 2.40g (12mmol) and lithium chloride 1.68g (28mmol), dissolve it in 10mL DMF, and heat to reflux for 8h under the protection of argon. After cooling to room temperature, add 50 mL of acetone and freeze overnight. After suction filtration, the precipitate was washed with ice water and cold acetone, and dried in vacuum to obtain purple-black microcrystals. Yield, 72%.

[0102] (3)[Ru(phen) 2 p-MOPIP] 2+ Synthesis

[0103] [Ru(phen) 2 Cl 2 ]·2H 2 O (0.090g, 0.17mmol), synthesis of 2-(4-methoxyphenyl)-1H-imidazo[4,5-f][1,10]phenanthroline (p-mopip) (0.058g, 0.17mmol) and ethylene glycol (10mL) were refluxed for 2h under the prote...

Embodiment 3

[0104] Example 3 Invention of the complex c: Ru(Meim) 4 Preparation of p-MOIP

[0105] (1) Synthesis of 2-(4-methoxyphenyl)-1H-imidazo[4,5-f][1,10]phenanthroline (p-mopip): see the steps in the preparation of complex a (2).

[0106] (2)[Ru(p-mopip)Cl 4 ]Synthesis

[0107] 0.14g RuCl 3 ·xH 2 O and 0.163g aip were added to 30mL, 1M HCl, and stirred for 30 minutes under the protection of argon to dissolve it. Seal the reaction system and let it stand for 10 days under the protection of argon, filter it with suction, and wash it with water until it becomes colorless to obtain a dark green solid. Yield: 55%.

[0108] (3)[Ru(MeIm) 4 (4mopip)] (ClO 4 ) 2 2H 2 Synthesis of O

[0109] [Ru(p-mopip)Cl 4 ] (0.142g, 0.25mmol) and 1-methylimidazole (0.41g, 5mmol) were added to DMF (N,N-dimethylformamide) (15mL), stirred and refluxed for 8h under the protection of argon to obtain a dark red solution. Cool to room temperature, filter, rotary evaporate to 5 mL, then add 10 mL of ...

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 ruthenium complex, the preparation method thereof and the application thereof. The ruthenium complex has the structure in the formula (1) and the structure in the formula (2), wherein X is hydrogen, benzene, p-methoxy benzene, imidazolyl or thienyl, N-N is bipyridine or phenanthroline, and L is imidazole or methyl imidazole. The ruthenium complex can be used for preparingthe medicament for treating and / or preventing the cancer.

Description

technical field [0001] The invention relates to the field of chemical pharmacy, in particular to a ruthenium complex with antitumor activity and its preparation method and application. Background technique [0002] Cancer has become the number one killer threatening human life and health. Countries all over the world attach great importance to the prevention and treatment of cancer, and the development of highly efficient, low toxicity, broad-spectrum, and highly selective anticancer drugs has become a long-term strategic goal. In the early 1970s, cisplatin was found to have anti-tumor activity. In 1979, the U.S. Food and Drug Administration (FDA) approved cisplatin as a drug for treating cancer for clinical use. Cisplatin is the first inorganic drug that metal complexes were used clinically as an anticancer drug. Since then, other platinum complexes have been listed or used clinically as anticancer drugs. However, the disadvantages of platinum complexes are: large toxic an...

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
IPC IPC(8): C07F15/00C07D213/22C07D471/14C07D471/04C07D233/56A61K31/4745A61P35/00
Inventor 刘杰吴硕郑文杰刘亚楠陈填烽杨芳
Owner JINAN UNIVERSITY
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