Preparation method and application of thiochroman-4-ketone derivative containing 1, 3, 4-oxadiazole thioether and oxime ether structure

Abstract

The invention discloses a preparation method and application of a thiochroman-4-ketone derivative containing a 1, 3, 4-oxadiazole thioether and oxime ether structure, and the thiochroman-4-ketone derivative containing the 1, 3, 4-oxadiazole thioether and oxime ether structure has a general formula shown in the specification. According to the invention, a series of thiochroman-4-one derivatives containing 1, 3, 4-oxadiazole thioether and oxime ether structures are synthesized by taking substituted thiophenol as a raw material, and the in-vitro biological activity on Xanthomonas oryzae pv. Oryzae and Xanthomonas citri pv. Citri is determined by adopting a turbidimetric method; the biological activity determination result shows that a part of target compounds have relatively good in-vitro biological activity on Xanthomonas oryzae pv. Oryzae and Xanthomonas citri pv. Citri, wherein the compound6-chlorine-2-(5-methylthio-1,3,4-oxadiazole-2-base)-4-methyl oxime ether based thiochroman-4-one (7a) has a better in-vitro biological activity to Xanthomonas oryzae pv. Oryzae and Xanthomonas citri pv. Citri, and the inhibition medium concentration (EC50 value) is 17 mu g / mL and 28 mu g / mL respectively, which is superior to that of a control agent bismerthiazol and that of a control agent thiediazole copper.

Description

technical field [0001] The present invention relates to the field of chemical technology, in particular to thiochroman-4-one derivatives containing 1,3,4-oxadiazole thioether and oxime ether structures, and also to the 1,3,4-oxadiazole Preparation method of thiochroman-4-one derivative with oxadiazole thioether and oxime ether structure, and thiochroman-4-one derivative with 1,3,4-oxadiazole thioether and oxime ether structure Application in the preparation of medicines for preventing and treating plant bacterial diseases. Background technique [0002] As a large agricultural country in my country, pesticides play a pivotal role in ensuring agricultural production. Plant bacterial disease is a third type of plant disease caused by bacteria infecting plants, second only to fungal diseases and viral diseases, such as citrus canker, rice bacterial blight, rice bacterial streak and tobacco Bacterial diseases such as bacterial wilt are important diseases worldwide. Plant bacte...

AI Technical Summary

Problems solved by technology

Plant bacterial diseases have the characteristics of fast onset, great harm and wide distribution. So far, there are no effective control agents and control methods. Once the disease occurs, it will cause huge losses to agricultural production and seriously affect the increase of farmers' income and the development of the agricultural industry.

[0003] At present, the use of chemical agents to prevent and treat citrus canker is a method commonly used in production practice, but the long-term use of traditional chemical pesticides has also brought many problems: (1) The mode of action of most traditional chemical fungicides is non-specific Yes, while killing pathogenic bacteria, it also poisons beneficial microorganisms and insects, thereby endangering biodiversity and destroying ecological balance; (2) The long-term use of traditional chemical pesticides makes pathogenic bacteria gradually develop resistance, forcing people to continuously increase pesticides The amount of use will make the ecological problem more serious, which is not conducive to the sustainable development of the ecological environment

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