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

Pyrimidine amide compound and its preparation method, anti-HIV activity and anti-TMV activity

A pyrimidine amide and compound technology, which is applied to the fields of pyrimidine amide compounds and their preparation, anti-HIV activity and anti-TMV activity, can solve problems such as unsatisfactory prevention and treatment effects, and achieve good anti-HIV activity and inhibit cell infection effects.

Active Publication Date: 2015-09-02
NANKAI UNIV
View PDF8 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The control effect of the plant virus control agent developed at present is generally lower than 60% at the optimal application concentration, and its control effect is not ideal, which is far from meeting the needs of agriculture.

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
  • Pyrimidine amide compound and its preparation method, anti-HIV activity and anti-TMV activity
  • Pyrimidine amide compound and its preparation method, anti-HIV activity and anti-TMV activity
  • Pyrimidine amide compound and its preparation method, anti-HIV activity and anti-TMV activity

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028]Embodiment 1: the synthesis of pyrimidine amide compound I-1, I-3 and I-12 (see equation 2 and equation 3)

[0029]

[0030] formula 3

[0031] Synthesis of Cbz-2-aminoisobutyramide 2:

[0032] In the reaction flask, add 50g 2-aminoisobutyric acid 1, dioxane, 200.97g anhydrous K 2 CO 3 , under stirring, add 124.15g benzyl chloroformate, react for 10h, add diethyl ether, separate liquid, diethyl ether phase and then use Na 2 CO 3 Solution extraction, water phase acidification, extraction, drying, precipitation to obtain 124.10 g of oily crude product Cbz-2-aminoisobutyric acid, the yield is greater than 100%, and the melting point is 65-66 °C; 1 H NMR (400MHz, CDCl 3 ): 9.24 (brs, 1H, COOH), 7.35 (s, 5H, ArH), 5.39 (brs, 1H, NH), 5.10 (s, 2H, ArCH 2 ), 1.58(s, 6H, C(CH 3 ) 2 ); directly used in the next step without further purification.

[0033] In the reaction flask, add 124.10 g of the acid crude product prepared in the previous step, THF, and 63.74 g of tr...

Embodiment 2

[0054] Embodiment 2: The chemical structural formula and physical constant of part pyrimidine amide compounds I, see Table 1:

[0055] Table 1. The chemical structural formula and physical constants of some pyrimidine amide compounds I

[0056]

[0057]

[0058]

Embodiment 3

[0059] Embodiment 3: the assay of anti-HIV activity, assay procedure is as follows:

[0060] 1 Test material:

[0061] ① TZM cells: a cell line that can respond to HIV-1 virus infection;

[0062] ② HIV-1 pseudovirus: It is assembled after transfection by the plasmid with HIV-1 envelope deletion and the plasmid providing VSVG envelope (Proc.Natl.Acad.Sci.USA 1993, 90, 8033-8037). Prepare virus stock solution for use;

[0063] ③Testing drugs: positive control drug AZT, positive control drug Raltegravir (provided by NIH), compounds I-1 to I-12.

[0064] 2 Test method

[0065] 1. Cytotoxicity test by MTT method (J. Immunol. Methods 1983, 65, 55-63): Inoculate TZM-BL cells into a 96-well plate, and spread 10 cells per well. 4 When the cells grow to 50%-60% confluence, a certain concentration of the drug to be tested is added, and the cell survival rate is detected after 48 hours. In this experiment, SRB (sulfonyl rhodamine) staining was used to detect the cell viability. Afte...

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

PropertyMeasurementUnit
diameteraaaaaaaaaa
Login to View More

Abstract

The invention relates to a pyrimidine amide alkaloid compound I, and a preparation method, anti-HIV activity and anti-TMV activity thereof. A general formula I has very good anti-human immunodeficiency virus activity, can well inhibit the human immunodeficiency virus (HIV), and at the same time, has anti-tobacco mosaic virus (TMV). In the formula, specific representation contents of substituents R1, R2 and R3 are defined in the specification.

Description

technical field [0001] The present invention relates to pyrimidine amide compound I and its preparation method, anti-HIV activity and anti-TMV activity. Background technique [0002] AIDS (acquired immunodeficiency syndrome, AIDS) is a contagious disease caused by human immunodeficiency virus (human immunodeficiency virus, HIV). Since American researchers discovered the world's first AIDS case in 1981, AIDS has claimed the lives of more than 27 million people and has gradually become the number one killer of human beings. It is estimated that by 2020, 200 million people will be infected with HIV (2010, UNAIDS / 10.11E|JC1958E.). Therefore AIDS is called "the cancer of the century". The HIV virus is a sphere with a diameter of about 10nm, and the core has two single-strand positive-strand RNAs and reverse transcriptase, integrase and protease (J.Mol.Biol., 1999, 285, 1-32. ). [0003] In 1995, Professor He Dayi, a Chinese-American scientist, invented the "cocktail therapy" ...

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): C07D413/12C07D239/52C07D239/47A61K31/506A61K31/505A61P31/18A01N43/824A01N43/54A01P1/00
Inventor 汪清民王兹稳李悦谈娟王明晓姚雪乔文涛耿运琪刘玉秀王力钟
Owner NANKAI 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