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Application of beta-thioxophosphamide-containing amine compound

A technology of thiophosphoramide and compound is applied in the application field of resistance to tobacco mosaic virus disease and achieves the effect of good bactericidal activity

Active Publication Date: 2015-11-18
HEBEI UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

There are few reports about the biological activity of this type of compound, and there is no report about the anti-plant virus of this type of compound

Method used

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  • Application of beta-thioxophosphamide-containing amine compound
  • Application of beta-thioxophosphamide-containing amine compound
  • Application of beta-thioxophosphamide-containing amine compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] Example 1. The chemical structural formulas and physical constants of some β-thiophosphoramidoamine compounds are shown in Table 1:

[0021] Table 1. Some chemical structural formulas and physical constants of β-thiophosphoramidoamine compounds

[0022]

[0023]

Embodiment 2

[0024] Example 2: Preparation of target compound N-(1R,2R)-(1,2-diphenyl-2-amino)-P,P-diphenylthiophosphoramide (11)

[0025] At 0°C, (1R,2R)-1,2-diphenylethylenediamine (2.12g, 0.01mmol) was dissolved in dichloromethane (10mL), triethylamine (1.4mL) was added, and the reaction Stir in a container, then dissolve disubstituted thiophosphoryl chloride (0.252g, 0.01mmol) in dichloromethane (30mL), add dropwise to the reaction system with a constant pressure dropping funnel, and then TLC detection, until the raw material diphenyl After the disappearance of thiophosphoryl chloride, the product was precipitated and purified by column chromatography, and the obtained product was a white solid. The yield was 81%, and the melting point was 118-120°C. [α] 2 D 0 –23.4 (c1.0, CHCl 3 ); 1 HNMR (CDCl 3 ,400MHz): δ1.80(s,2H),4.19(t,J=6.8Hz,1H),4.25(d,J=5.6Hz,1H),4.44-4.51(m,1H),7.05-7.08( m,2H),7.11-7.15(m,3H),7.18-7.22(m,2H),7.24-7.38(m,9H),7.58-7.65(m,4H); 31 PNMR (CDCl 3 ,161.7M...

Embodiment 3

[0026] Embodiment 3: Determination of anti-tobacco mosaic virus activity of β-thiophosphoramidoamine-containing compounds, the determination procedure is as follows:

[0027] (1) Measurement method

[0028] 1.1. Virus purification and concentration determination:

[0029] Virus purification and concentration determination were carried out in accordance with the SOP specification for tobacco mosaic virus compiled by the Bioassay Laboratory of the Institute of Elements, Nankai University. After the crude virus extract was centrifuged twice with polyethylene glycol, the concentration was measured and refrigerated at 4°C for later use.

[0030] 1.2. Compound solution preparation:

[0031] After weighing, the original drug was dissolved in DMF to prepare 1×10 5 μg / mL mother solution, and then diluted with 1‰ Tween 80 aqueous solution to the required concentration; Ningnanmycin preparation was directly diluted with water.

[0032] 1.3. In vitro effect:

[0033] Rub inoculation ...

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Abstract

The present invention discloses an application of an beta-thioxophosphamide-containing amine compound. The compound has a following structure (the meanings of various groups are shown in the specification); According to the application provided by the invention, tobacco mosaic virus, chili virus, tomato virus, sweet potato virus, potato virus, cucurbits virus, and maize dwarf mosaic virus are inhibited, so that virus diseases of various crops such as tobaccos, the chili, the tomatoes, the cucurbites, the grains, the vegetables, the beans and the like can be effectively controlled; and the amine compound is especially suitable for controlling the tobacco mosaic virus disease. FORMULA as shown in the specification.

Description

technical field [0001] The invention relates to the application of β-thiophosphoramido amine compounds in anti-plant virus disease, in particular to the application of anti-tobacco mosaic virus disease, and belongs to the technical field of pesticides. Background technique [0002] Plant viruses are widely distributed in nature. They cause serious damage to the growth of crops, and then cause great losses to modern agricultural production. Tobacco mosaic virus (TMV), as a pathogen, can cause harm to many crops. According to statistics, it can infect about 198 kinds of individuals of 22 kinds of monocots, and can cause about 5% to 90% loss (Hari, V.; Das, P. Ultramicroscopic detection of plant viruses and their gene products. Inplant disease virus control. Hadidi, A.; Khetarpal , R.K.; Koganezawa, H., Eds.; APSPress: St. Paul, MN, 1998:417-427.). So far, no chemical pesticide has been able to completely protect crops from TMV. Likewise, there is no single drug that can comp...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A01N57/36A01N57/28A01N57/30A01P1/00
Inventor 卢爱党张娅迪马园园陈建新
Owner HEBEI UNIV OF TECH
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