Unlock instant, AI-driven research and patent intelligence for your innovation.
P-isosulfhydryl phenyl five-membered nitrogen heterocyclic ring tetraacethyl chelate and preparation thereof
What is Al technical title?
Al technical title is built by PatSnap Al team. It summarizes the technical point description of the patent document.
A kind of technology of isothiocyanophenyl, europium pentadecanetetraacetate, applied in the field of organic heterocyclic compound synthesis
Inactive Publication Date: 2009-01-21
INST OF RADIATION MEDICINE CHINESE ACADEMY OF MEDICAL SCI
View PDF1 Cites 2 Cited by
Summary
Abstract
Description
Claims
Application Information
AI Technical Summary
This helps you quickly interpret patents by identifying the three key elements:
Problems solved by technology
Method used
Benefits of technology
Problems solved by technology
However, there are no research reports on the chelation of its derivatives with lanthanides as time-resolved fluorescent immunoassay reagents
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
Click on the blue label to locate the original text in one second.
Reading with bidirectional positioning of images and text.
Smart Image
Examples
Experimental program
Comparison scheme
Effect test
Embodiment 1
[0040] N, N'-di-p-toluenesulfonyl hydroxyethyl-N, N'-di-p-toluenesulfonyl ethylenediamine (compound III)
[0041] 77g (0.4mol) of p-toluenesulfonyl chloride in 100ml of pyridine, under vigorous stirring, was added dropwise a solution of 14.8g (0.1mol) of N, N'-di(2-hydroxyethyl)ethylenediamine in 200ml of pyridine, dropwise Stir at room temperature for 3 hours. Pour the solution into 250ml of ice and 250ml of concentrated hydrochloric acid to filter, wash with water, and recrystallize from ethanol to obtain pale yellow crystals, mp: 99-100°C (70%).
Embodiment 2
[0043] N, N', N"-tri-p-toluenesulfonyldiethylenetriamine (Compound IV)
[0044] Add 10.3g (0.1mol) of diethylenetriamine to 106ml (0.4mol) of sodiumhydroxide solution, and under vigorous stirring, add dropwise 57.1g (0.3mol) of p-toluenesulfonyl chloride in 375ml of diethyl ether solution at 0°C, and the addition is complete. Continue to stir for 1 hour, filter to obtain the crude product, recrystallize with ethanol, mp: 200-202 ° C (60%)
Embodiment 3
[0046] N, N', N"-tri-p-toluenesulfonyldiethylenetriamine disodium salt (Compound V)
[0047] 56.4g (0.1mol) of compound 2 was added to 13.6g (0.2mol) of sodium ethoxide and heated in 150ml of absolute ethanol solution at 80°C for 1 hour, the solvent was removed under reduced pressure, and the product was obtained by vacuum drying.
[0051] First add 100ml of DMF, then blow nitrogen, heat at 100°C, and slowly add dropwise a solution of 76.4g (0.1mol) of compound III in 200ml of DMF and a solution of 61g (0.1mol) of compound V in 200ml of DMF while stirring. After dropping, brown The reaction solution was reacted at 100-110° C. for 3 hours. Cool, stir, pour into water, filter out the precipitate, wash with water, wash with alcohol, and recrystallize with ethanol to obtain white crystals mp: 289-290°C (document: 290-291°C, 278-280°C) (65%).
[0052]...
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
Login to View More
Abstract
The invention relates to a chelate of isothiocyanate phenyl pentaazacyclo tetraacetic acid and a method for preparing the same. The method comprises the following steps of condensation, hydrolysis, and substitution, the product of which undergoes condensation with bromoacetate, and chelating with a lanthanide to produce p-nitrobenzene pentaazacyclo tetraacetic acid which undergoes deoxidization with 5 percent Pd / C and finally the reaction with thiophosgene to obtain the target compound I. The chelate of isothiocyanate phenyl pentaazacyclo tetraacetic acid is an unknown compound, and the formed rigid aperture compound is chelated with the lanthanide including europium, indium, scythe, and terbium, and the structure of the chelate is determined through element analysis, analysis with infrared and ultraviolet, magnetic resonance imaging, and mass spectrum, the prepared chelate is mainly used for time-resolved fluoroimmunoassay.
Description
technical field [0001] The invention belongs to the technical field of synthesis of organic heterocyclic compounds, and relates to p-isothiocyanatophenyl pentaazacyclic tetraacetic acid chelate and its preparation method and the chelate used as a homogeneous time-resolved fluorescent immunoassayreagent for immunoassay Analysis applications. Background technique [0002] The time-resolved fluorescenceimmunoassay has been rapidly developed and widely used because of its high sensitivity, rapidity, the use of automatic analytical instruments and the development of technology. The method uses lanthanide elements as markers to label antibodies (or antigens), oligonucleotides, biomacromolecules, target cells, etc., and then perform immune reactions of antigens and antibodies to generate immune complexes, or perform nucleic acid hybridization analysis , DNA sequence detection, etc. The principle is that lanthanide ions such as europium, samarium, terbium, and dysprosium are chel...
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
Application Date:The date an application was filed.
Publication Date:The date a patent or application was officially published.
First Publication Date:The earliest publication date of a patent with the same application number.
Issue Date:Publication date of the patent grant document.
PCT Entry Date:The Entry date of PCT National Phase.
Estimated Expiry Date:The statutory expiry date of a patent right according to the Patent Law, and it is the longest term of protection that the patent right can achieve without the termination of the patent right due to other reasons(Term extension factor has been taken into account ).
Invalid Date:Actual expiry date is based on effective date or publication date of legal transaction data of invalid patent.
Login to View More
IPC IPC(8): C07D257/00C07F5/00G01N33/52G01N33/58
Inventor 施培基王荣先王浩李美佳周晓靓傅榕赓尹鹏黄海舟吕茜茜
Owner INST OF RADIATION MEDICINE CHINESE ACADEMY OF MEDICAL SCI