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A kind of pyridopyrazole urea sulfonate and its application

A technology of pyridopyrazole urea sulfonate and application, which is applied in the field of pyridopyrazole urea sulfonate and can solve the problem of unreported cell division activity of pyridopyrazole urea sulfonate, poor environmental friendliness and poor safety , cell division activity is not ideal and other problems, to achieve the effect of improving the safety of action and plant absorption efficiency, improving comprehensive functions, and increasing grape granules

Active Publication Date: 2016-09-07
孟州市陶氏爱农作物保护有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In further application tests, it was found that although these compounds have high activity, they are all water-insoluble, and need to be made into emulsifiable concentrates, suspension concentrates, etc. when used, which have poor environmental friendliness and safety, and low plant absorption efficiency
Although the recently reported diphenylurea sulfonate (compound of formula II) is water-soluble and safe to use, its cell division activity is not ideal
In the prior art, the pyridopyrazole urea sulfonate (compound of formula I) and its cell division activity as shown in the present invention have not been reported

Method used

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  • A kind of pyridopyrazole urea sulfonate and its application
  • A kind of pyridopyrazole urea sulfonate and its application
  • A kind of pyridopyrazole urea sulfonate and its application

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0022] Example 1, the preparation of formula I compound

[0023] The pyridopyrazolone compound (formula III) was prepared by referring to the patent (patent number: ZL 2013107334583; publication number: CN 103709158B). The yield of the compound of formula III is 85-95%.

[0024] (1) Preparation of pyridopyrazole urea sulfonic acid sodium salt

[0025] In a 250mL four-neck flask, add 0.1mol of the compound of formula III and 100mL of 1,2-dichloroethane in turn, add 14g (0.12mol) of chlorosulfonic acid under ice-bath stirring, after the addition is complete, react at room temperature, pass through after about 6h The end point of the reaction was determined by thin layer chromatography (TLC). After the reaction was completed, the temperature was lowered, and the solvent and excess chlorosulfonic acid were removed by suspension evaporation to obtain pyridopyrazole urea sulfonic acid (compound IV). Add 0.1mol formula IV compound, 100mL toluene, and 10g (0.1mol) of the 40% NaOH aq...

example 2

[0030] Example 2, preparation of pyridopyrazole urea sulfonate aqueous solution

[0031] (1) Preparation of 2% potassium pyridopyrazole sulfonate salt solution

[0032] Weigh 2.0 g of potassium pyridopyrazole sulfonate, add 93 g of tap water, stir and dissolve to a transparent solution, then add 5 g of Tween-80, and stir evenly to obtain 2% potassium pyridopyrazole sulfonate salt solution.

[0033] (2) Preparation of 5% pyridopyrazole urea sulfonic acid sodium salt solution

[0034] Weigh 5.0g of pyridopyrazole urea sodium salt, add 90g of tap water, stir to dissolve, then add 5g of NP-10 (nonylphenol polyoxyethylene ether), stir and dissolve until clear and transparent to obtain 5% pyridopyrazole urea Sodium Sulfonate Saline.

[0035] (3) Preparation of 10% ammonium pyridopyrazole urea sulfonate saline solution

[0036] Weigh 10 g of ammonium pyridopyrazole urea sulfonate, add 80 g of tap water, stir and dissolve to a transparent solution, then add 10 g of alkyl glycoside,...

example 3

[0038] Example 3, cucumber cotyledon expansion test

[0039] The cucumber variety to be tested was Jinyan No. 4. After soaking the seeds, they were sown in an enamel dish with a cover filled with 0.7% agar, and cultured in a dark environment at 26°C for 72 hours. The cotyledons with uniform size were selected for use. The filter paper disc method in the determination of hormone active substances.

[0040] The specific method is: the sodium salt of the compound of formula I and the sodium salt of the compound of formula II are prepared into 2% water according to the method (2) of Example 2, and then diluted with distilled water to 100 μg·mL -1 , 10μg·mL -1 aqueous solution. Dissolve pyridopyrazolone and thiadiuron in DMF (N,N-dimethylformamide), add water and 5% Tween-80 to prepare 0.5% emulsifiable concentrate, and dilute with distilled water to 100 μg·mL -1 , 10μg·mL -1 solution. Take 0.3mL of each mother solution and drop evenly on a Φ6cm filter paper sheet. After the s...

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Abstract

The invention discloses pyrazolopyridine urea sulfonate with a structure as shown in a formula I, and application thereof as a plant growth regulator. In the formula I, R1=H, R2=H, and R3=H or Ch3; R1=Cl, R2=Cl, and R3=H or CH3; R1=H, R2=CH(CH3)2 or OCH3, and R3=CH3 or H; and M is selected from the group consisting of K, Na and NH4. Cucumber cotyledon expansion experiments and peanut growth development experiments show that the compound as shown in the formula I significantly promotes cell division and can effectively control plant growth. As a cytokinin, the compound as shown in the formula I has the advantages of high activity, easy solubility in water, insusceptibility to phytotoxicity, and low residues.

Description

technical field [0001] The invention belongs to the field of plant growth regulators in pesticides, and in particular relates to pyridopyrazolone sulfonate and its application. Background technique [0002] As a large category of pesticides, plant growth regulators have played an important role in crop yield increase, early maturity, quality improvement, stress resistance, and disease resistance. Cytokinins are an important type of plant growth regulators, which can promote cell division, increase yield and improve quality, and enhance crop stress resistance. The currently commercialized cytokinins include 6-benzylaminopurine, pyridopyrazolone (CPPU), N-(4-pyridyl)-N'-phenylurea (4-PU), and thiadizuron. Xu Liangzhong and others invented a pyrazolopyridine urea compound as a plant growth regulator, which has the typical characteristics of cytokinins, and its activity is significantly better than that of the same concentration of the contrast agent "thiadizuron" (Xu Liangzhon...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D471/04A01N47/30A01P21/00
CPCA01N47/30C07D471/04
Inventor 王明慧许良忠李焕鹏张画轻袁建坡
Owner 孟州市陶氏爱农作物保护有限公司