Compound for inhibiting algae growth, preparation method thereof, algicide and application thereof

A technology of compounds and algicides, applied in herbicides and algicides, botanical equipment and methods, biocides, etc., can solve problems such as abnormal growth and death of cyanobacteria, achieve low toxicity, high inhibition rate, highly selective effect

Active Publication Date: 2017-10-10
HUAZHONG NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] Studies have shown that fructose-1,6- / sedoheptulose-1,7-bisphosphatase (cy-FBP / SBPase), which is ubiquitous in cyanobacteria, plays a strategic role in the regulation of carbon metabolism in the Calvin cycle of cyanobacteria. Application It has also been proved that this enzyme is a potential algicide target in previous transgenic studies, inhibiting the activity of cyanobacterial fructose-1,6- / sedoheptulose-1,7-bisphosphatase or mutating the enzyme, It will cause the algae to fail to grow normally or even die

Method used

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  • Compound for inhibiting algae growth, preparation method thereof, algicide and application thereof
  • Compound for inhibiting algae growth, preparation method thereof, algicide and application thereof
  • Compound for inhibiting algae growth, preparation method thereof, algicide and application thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example 1

[0070] Preparation of N,N'-bis(4-chlorophenyl)methylenebisthioacetamide:

[0071]

[0072] The first step: mix paraformaldehyde (20mmol) solution (40% by weight solution) with mercaptoacetic acid (40mmol) solution (90% by weight solution), add 0.2mL concentrated hydrochloric acid dropwise to the mixed solution under stirring, Stir overnight at 45°C, then stir at 95°C for 2 hours, then store at minus 18°C ​​for 48 hours, filter the resulting mixture with suction, and recrystallize with water to obtain pure intermediate II with a yield of 60%;

[0073] Step 2: Add 3mmol of compound II and 6.6mmol of p-chloroaniline to 6.0mL of anhydrous DMF, protect with Ar, cool to 0°C in an ice-water bath, and then dissolve 6.6mmol of DCC in 2mL of anhydrous DMF , and then add the DCC solution dropwise to the above mixture, and control the addition for 3 minutes. Stir at room temperature for 2 hours, stand overnight, filter, pour the filtrate into 80mL water, precipitate white precipitate,...

preparation example 2

[0078] Preparation of N,N'-bis(4-iodophenyl)methylenebisthioacetamide:

[0079]

[0080] It was prepared by a method similar to that of Preparation Example 1, except that p-iodoaniline was used instead of p-chloroaniline in Preparation Example 1.

[0081] The obtained pure product is a white powder with a yield of 22%, m.p.241-242°C.

[0082] Molecular formula: C 17 h 16 I 2 N 2 o 2 S 2 ;

[0083] 1 H NMR (600MHz, DMSO-d 6 ) δ 10.24 (s, 2H), 7.64 (d, J = 8.5Hz, 4H), 7.42 (d, J = 8.5Hz, 4H), 4.01 (s, 2H), 3.45 (s, 4H).

[0084] 13 C NMR (151MHz, DMSO-d 6 ) δ 167.76, 138.77, 137.41, 121.38, 86.98, 35.90, 34.64.

preparation example 3

[0086] Preparation of N,N'-bis(4-bromophenyl)methylenebisthioacetamide:

[0087]

[0088] It was prepared by a method similar to Preparation Example 1, except that p-bromoaniline was used instead of p-chloroaniline in Preparation Example 1.

[0089] The obtained pure product is a white powder with a yield of 52%, m.p.214-216°C.

[0090] Molecular formula: C 17 h 16 Br 2 N 2 o 2 S 2 ;

[0091] 1 H NMR (600MHz, DMSO-d 6 ) δ 10.28 (s, 2H), 7.55 (d, J = 8.7Hz, 4H), 7.48 (d, J = 8.6Hz, 4H), 4.01 (s, 2H), 3.46 (s, 4H).

[0092] 13 C NMR (151MHz, DMSO-d 6 ) δ 168.18, 138.73, 132.00, 121.53, 115.43, 36.32, 35.03.

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Abstract

The invention relates to the field of pesticides and environment, and discloses a compound inhibiting algae growth and a preparation method thereof and algicide and application of the compound and the algicide. The compound inhibiting the algae growth has a structure shown in a formula (I). The compound inhibiting the algae growth can inhibit activity of blue algae fructose-1, 6- / sedoheptulose-1, 7-biphosphatase and can serve as the algicide for use. The compound shown in the formula (I) has the advantages of being high in inhibition ratio, small in toxicity and high in selectivity when the compound inhibits the growth of the algae or kills algae. Please see the formula in the description.

Description

technical field [0001] The present invention relates to the fields of pesticides and the environment, in particular to a compound for inhibiting algae growth, a method for preparing a compound for inhibiting algae growth, the application of the compound in inhibiting algae growth or killing algae, and the use of the compound in inhibiting cyanobacteria fructose -1,6- / Sedoheptulose-1,7-bisphosphatase activity, an algicide for inhibiting the growth of algae. Background technique [0002] Cyanobacteria is an ancient and extremely vigorous organism. In recent years, with the increase of eutrophication in modern water bodies, cyanobacteria blooms have occurred frequently in water bodies around the world. Algae damage directly affects domestic and industrial water in surrounding areas, seriously damages the ecological environment, brings huge economic losses to fishery production and tourism development, and also brings great hidden dangers to public health. [0003] The use of c...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C323/52C07C319/20A01N41/12A01P13/00
CPCA01N41/12C07C319/14C07C319/20C07C323/52
Inventor 冯玲玲韩强万坚冯江涛任彦亮李俊刘红林
Owner HUAZHONG NORMAL UNIV
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