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Broad-spectrum bactericidal low-toxicity low-residue bismerthiazol novel compound and composition thereof

A compound and composition technology, applied in the field of pesticides, can solve the problems of low content and abnormality

Pending Publication Date: 2020-06-26
刘力
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0009] However, at present, it has been reported that eucumazole has a certain risk and has certain effects on the thyroid gland, [Document 19, Zhou Jionglin, Xu Peiyu, Wang Zhengshu, Pang Dingguo. Effects of the original drug of eucumazole on the thyroid gland of rats with subchronic exposure[J].Sichuan University Journal (Medical Edition), 2008 (02): 247-249.; Literature 20, Dai Dejiang, Wang Huadi, Zong Fulin, Lin Ronghua. Countermeasures and suggestions for safety risk management of ecazole [J]. Pesticide Science and Management , 2015, 36(06): 8-12.;]
However, it was unexpectedly found that the toxicity of the original drug of ecumazole reported in the literature was greater than that of its copper-containing compound thysencopper [Document 21, Zhang Le. Research on the interference effect of thiadiazole fungicides on rat thyroid glands [D]. Zhejiang University, 2009 .], this is not quite normal, although some literature reports that the content reaches about 88% or 90%, because it is determined by chemical method, it is found that the content is relatively low after determination by HPLC method, and it is found that the real content of the commercially available Ye Shuangqing raw material is only 40% -70%, the raw material contains a lot of impurities; some literature reports the content is about 97%, of which the real content of Ye Shuangqing raw material is only about 60-80%, which leads us to further research on the raw drug of Yekuzol

Method used

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  • Broad-spectrum bactericidal low-toxicity low-residue bismerthiazol novel compound and composition thereof
  • Broad-spectrum bactericidal low-toxicity low-residue bismerthiazol novel compound and composition thereof
  • Broad-spectrum bactericidal low-toxicity low-residue bismerthiazol novel compound and composition thereof

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Experimental program
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Effect test

Embodiment 1

[0166] The preparation of embodiment 1 Yeqing double 0.5 hydrate (Yeqing double v-type compound)

[0167] At room temperature, add 10.656g of 2-amino-5-mercapto-1,3,4-thiadiazole to a 250ml flask, add 50ml of water, stir, add 20ml of an aqueous solution of 3.25g of sodium hydroxide, stir, and then dropwise add 36 % formaldehyde solution 3.337g, stir for 30 minutes after adding, add methanol 10ml, stir for 30min, add 0.5% (weight to volume ratio, g / ml) activated carbon of the total solution, stir for 20 minutes, filter, then adjust with 5% hydrochloric acid When the pH value reaches 7.2-8.5, place it at room temperature for half an hour, then filter it with suction, adjust the pH value of the filtrate to less than 1 with 5% hydrochloric acid, place it at room temperature for about 20 minutes, filter it with suction, rinse the solid three times with a small amount of water, methanol and chloroform respectively, The obtained solid was diluted and air-dried at about 50°C for about...

Embodiment 2

[0168] The preparation of embodiment 2 Yeqing double leaf green double v-type compound

[0169] At room temperature, add 10.656 g of 2-amino-5-mercapto-1,3,4-thiadiazole to a 250 ml flask, add 50 ml of water, stir, add 8% potassium hydroxide aqueous solution to adjust the pH value of the solution to about 9.2, While stirring, add 3.337g of 36% formaldehyde solution dropwise, stir for 50 minutes, add 20ml of ethanol, add 0.5% (weight to volume ratio, g / m1) activated carbon of the total solution, stir for 20 minutes, filter, and use 8% hydrochloric acid for the filtrate Adjust the pH value to 7.5-8.0, place it at room temperature for half an hour, and filter with suction, adjust the pH value of the filtrate to less than 1 with 5% hydrochloric acid, wait for the solid to precipitate, filter with suction, rinse the solid three times with a small amount of water, methanol and ethyl acetate , the obtained solid was diluted and air-dried at about 55°C for about 4 hours to obtain 5.4g...

Embodiment 3

[0170] The preparation of embodiment 3 Yeqing bis-0.5 hydrate

[0171]At room temperature, add Yeqingshuang 7g in a 250ml flask, add 50ml of water, stir, add an appropriate amount of saturated aqueous sodium bicarbonate solution, stir, adjust the pH value to about 8, add 0.8% of the total amount of the solution (weight to volume ratio, g / ml) activated carbon was stirred for 20 minutes, filtered, and then the pH value was adjusted to less than 1 with 5% phosphoric acid. After the solid was precipitated, filtered with suction, a small amount of water, methanol and methylene chloride were used to rinse the solid three times, and the resulting solid was diluted at 60 ° C. Left and right blowing and drying for about 3 hours, 4.2g of light yellow to off-white solid was obtained; the normalized content determined by HPLC method was greater than 90%, and the moisture content determined by Karl Fischer method was 3.18%. Thermal analysis: the weight loss on the platform was about 3.12% ...

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Abstract

The invention relates to a broad-spectrum bactericidal low-toxicity low-residue bismerthiazol novel compound with better quality and pharmaceutical properties. The compound is a novel compound which is beneficial to improving the quality of a raw pesticide and controlling the quality of a preparation, reducing the toxicity of the pesticide and improving the application safety of the pesticide, ismore environment-friendly, and has lower hygroscopicity, better storage stability and the like. The compound is beneficial to preparation of a composition containing the compound, pesticides for preventing and treating various bacterial and fungal diseases on crops and / or promoting health or growth and development of the crops, or medicaments for protecting industrial materials from being invadedby germs and other fields.

Description

technical field [0001] The present invention relates to the technical field of pesticides, in particular, it provides a broad-spectrum bactericidal, low-toxicity and low-residue Yeqing bismuth, which is beneficial to quality control or has better pharmaceutical performance or lower toxicity and better safety, as well as its composition, preparation method and application. Background technique [0002] Yebazole, also known as Yeqingshuang, chemical name is N, N'-methylene-bis(2-amino-5-mercapto-1,3,4-thiadiazole), molecular formula C 5 h 6 N 6 8 4 , with a molecular weight of 278.34, is a systemic curative fungicide independently developed in my country. It has the characteristics of high efficiency, low toxicity, low residue, long-lasting effect, and strong systemic property. It is effective against rice bacterial blight and bacterial streak And citrus canker has good control effect, and it has been popularized and used in my country for nearly 40 years. The production te...

Claims

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Application Information

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IPC IPC(8): C07D285/135A01N43/824A01N43/54A01N37/50A01N43/653A01N43/78A01N47/24A01N55/10A01N43/16A01N37/46A01N37/24A01N43/56A01N43/90A01N47/18A01N47/12A01N47/38A01N43/80A01N43/84A01N37/34A01N43/88A01N43/36A01P1/00A01P3/00
CPCC07D285/135A01N43/82A01N43/54A01N37/50A01N43/653A01N43/78A01N47/24A01N55/00A01N43/16A01N37/46A01N37/24A01N43/56A01N43/90A01N47/18A01N47/12A01N47/38A01N43/80A01N43/84A01N37/34A01N43/88A01N43/36C07B2200/13
Inventor 刘力
Owner 刘力
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