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Amino acid derivatives of seedvax and application for being used as bactericides thereof

A technology of amino acids and derivatives, which is applied in the direction of fungicides, biocides, and chemicals for biological control, etc., and can solve problems such as environmental problems, increased drug costs, difficult-to-control vascular diseases and root diseases, etc.

Inactive Publication Date: 2013-06-05
YANGTZE UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, it is difficult to control many vascular diseases and root diseases by spraying stems and leaves.
However, soil treatment will bring serious environmental problems and increase the cost of medicines

Method used

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  • Amino acid derivatives of seedvax and application for being used as bactericides thereof
  • Amino acid derivatives of seedvax and application for being used as bactericides thereof
  • Amino acid derivatives of seedvax and application for being used as bactericides thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Synthesis of Glycine Derivatives of Seed Dressing, namely: Synthesis of 2-[(4'-methyl-2'-phenylcarbamoyl)-thiazol-5'-yl]-aminoacetic acid.

[0023] The synthetic compound of present embodiment 1, its structural formula (I-I) is as follows:

[0024]

[0025] The specific synthesis steps are as follows: Weigh 7g (0.03mol) of the original drug of Zhuanglingling into a round-bottomed flask, dissolve it in tetrahydrofuran, add 0.03mol of ethyl glyoxylate, stabilize the temperature at 50-70°C, and reflux for 3- After 4 hours, TLC followed the progress of the reaction. After the reaction is complete, add 0.05 mol of sodium borohydride, control the temperature at 25-30°C for 4-5 hours, and track the reaction progress by thin-layer chromatography. After the reaction was complete, the solvent tetrahydrofuran was distilled off. Separation and purification by column chromatography gave 6.4 g of the target product with a yield of 73%.

[0026] target compound 1 HNMR (400MHz, ...

Embodiment 2

[0028] Synthesis of seed dressing alanine derivatives, namely: 2-[(4'-methyl-2'-phenylcarbamoyl)-thiazol-5'-yl]-alanine synthesis.

[0029] The synthetic compound of present embodiment 2, its structural formula (I-II) is as follows:

[0030]

[0031] The specific steps are: Weigh 7 g (0.03 mol) of the original drug of Zhuang Ling into a round-bottomed flask, dissolve it in tetrahydrofuran, add 0.03 mol of ethyl pyruvate, stabilize the temperature at 50-70 ° C, and reflux for 5 hours. Layer chromatography followed the progress of the reaction. After the reaction is complete, 0.05 mol of sodium borohydride is added, the temperature is controlled at 25-30° C. for 5 hours, and the reaction progress is tracked by thin-layer chromatography. After the reaction was complete, the solvent tetrahydrofuran was distilled off. Separation and purification by column chromatography gave 6.4 g of the target product with a yield of 73%.

[0032] target compound 1 HNMR (400MHz, CD 3 Cl) δ...

Embodiment 3

[0034] Biological Activity Test:

[0035] The mycelium growth rate inhibition method was used to measure the indoor antibacterial activity of the seed-dressing spirit amino acid derivatives against rice sheath blight, and the seed-dressing spirit original drug was used as a contrast, and the inhibitory rate of the medicinal liquid to the growth of mycelia was calculated according to the following formula. EC of pesticides against rice sheath blight 50 .

[0036]

[0037] The results are listed in Table 1. It can be seen from the results in the table that after the amino acid functional group is derived from Seed Dressing Ling, it still maintains the same bactericidal activity. With the increase of the substituents on the amino acid functional group, the activity tends to decline.

[0038] Table 1: The results of the determination of the bactericidal activity of the amino acid derivatives of Zongling and Zongling

[0039]

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Abstract

The invention belongs to the technical field of chemical pesticide synthetic technology, and particularly relates to amino acid derivatives of a seedvax and the application of the amino acid derivatives of the seedvax for being used as bactericides. The amino acid derivatives of the seedvax is characterized in that the amino acid derivatives of the seedvax are of the structure shown in a general formula (I), the amino acid derivatives of the seedvax can be used as bactericides and can be used in the methods of seed dressing, mist spraying and daubing. The dosage form of the amino acid derivatives of the seedvax can be manufactured into missible oil, wettable powders or suspending agents. The amino acid derivatives can be conducted in dual directions inside a plant body, pesticides can be sprayed in the mode of moist through faces of leaves to prevent diseases of root portion of the plant and vascular bundles, and the amino acid derivatives of the seedvax has significant treatment and prevention effects of a rice sheath blight disease, a peanut rust disease, a corn smut, a cotton seedling stage disease and a wheat scab and the like.

Description

Technical field: [0001] The invention belongs to the technical field of chemical pesticide synthesis, and specifically relates to an amino acid derivative of seed dressing spirit and its use as a fungicide. Background technique: [0002] In the long-term practice of human beings fighting against plant diseases, the successful development of systemic fungicides such as Seed Dressing Spirit has achieved great success in the prevention and control of diseases caused by pathogenic bacteria that inhabit plants. However, since most systemic fungicides enter the plant body, they are conducted in the apoplast, that is, one-way conduction from bottom to top, so they are mainly used for soil treatment or seed dressing to exert a good disease control effect. However, it is difficult to control many vascular diseases and root diseases by spraying stems and leaves. However, soil treatment will bring serious environmental problems and increase the cost of medicine. If the conductance of...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D277/56A01N43/78A01P3/00
Inventor 李俊凯方祖凯杜铁钢赵阳胡奎张旭徐汉虹
Owner YANGTZE UNIVERSITY
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