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Tobacco mosaic virus resistant activity of N-(4-(2,2':5',2'-terthienyl-5-yl)-methylbutyl-3-alkynyl-2-yl) substituted benzamide compound

A technology of benzamide and triple thiophene, applied in N-(4-(2,2':5',2"-triplethiophen-5-yl)-2-methylbut-3-yn-2- base) substituted benzamide compounds in the field of anti-tobacco mosaic virus activity, can solve the problems such as no specific record of anti-tobacco mosaic virus activity, no specific record, etc.

Inactive Publication Date: 2014-09-17
NANKAI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Since tertiary thiophene derivatives have good light-enhancing activity, so far the researches on the photoelectric properties of such compounds have been mainly focused on, but there is no specific record of N-(4-(2,2') mentioned in this patent. : 5′, 2″-terthiophen-5-yl)-2-methylbut-3-yn-2-yl) substituted benzamides, and there is no specific description of the activity of these compounds against tobacco mosaic virus

Method used

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  • Tobacco mosaic virus resistant activity of N-(4-(2,2':5',2'-terthienyl-5-yl)-methylbutyl-3-alkynyl-2-yl) substituted benzamide compound
  • Tobacco mosaic virus resistant activity of N-(4-(2,2':5',2'-terthienyl-5-yl)-methylbutyl-3-alkynyl-2-yl) substituted benzamide compound
  • Tobacco mosaic virus resistant activity of N-(4-(2,2':5',2'-terthienyl-5-yl)-methylbutyl-3-alkynyl-2-yl) substituted benzamide compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0011] Example 1: N-(4-(2,2′:5′,2″-terthiophen-5-yl)-2-methylbut-3-yn-2-yl)o-chlorobenzamide (1a )

[0012] Add 0.011 moles of 2-chlorobenzoyl chloride and 20 milliliters of anhydrous N,N-dimethylacetamide into a 50 ml reaction bottle, stir, and add 0.011 moles of 4-(2,2′:5′,2″ -Triple thiophen-5-yl)-2-methylbut-3-yn-2-amine, stirred at room temperature until the raw material point (amine) basically disappeared, and the new point did not change, about 24 hours. Concentrate, and go through column chromatography Processed to obtain pure products.

Embodiment 2

[0013] Example 2: N-(4-(2,2′:5′,2″-terthiophen-5-yl)-2-methylbut-3-yn-2-yl) o-toluamide ( 1b)

[0014] Add 0.011 mole of o-toluyl chloride and 20 ml of anhydrous N,N-dimethylacetamide into a 50 ml reaction bottle, stir, add 0.011 mole of 4-(2,2′:5′,2″ -Triple thiophen-5-yl)-2-methylbut-3-yn-2-amine, stirred at room temperature until the raw material point (amine) basically disappeared, and the new point did not change, about 24 hours. Concentrate, and go through column chromatography Processed to obtain pure products.

Embodiment 3

[0015] Example 3: N-(4-(2,2':5',2"-terthiophen-5-yl)-2-methylbut-3-yn-2-yl)benzamide (1c)

[0016] Add 0.011 mole of benzoyl chloride and 20 ml of anhydrous N,N-dimethylacetamide into a 50 ml reaction bottle, stir, add 0.011 mole of 4-(2,2′:5′,2″-terthiophene -5-yl)-2-methylbut-3-yn-2-amine, stirred at room temperature until the raw material point (amine) basically disappeared, and the new point did not change, about 24 hours. Concentrate, and obtain pure Taste.

[0017] Compound (1) was synthesized according to a similar method, and the results of the physical parameters of the compound and the inhibition rate against tobacco mosaic virus are shown in Table 1.

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Abstract

The invention relates to tobacco mosaic virus resistant activity of an N-(4-(2,2':5',2'-terthienyl-5-yl)-methylbutyl-3-alkynyl-2-yl) substituted benzamide compound. In a formula, R is 2-Cl, 2-CH3, H, 2-CH3O, 2-F, 2,4-dimethyl, 4-Cl, 3,5-dichloro, 2,6-difluoro, 2,6-dichloro, 2,5-difluoro, 2,4-dimethoxy, 2,6-dimethoxy, 2,4-dichloro, 3,4-dichloro or 3,5-dimethyl. The compound has passivation activity, treatment activity and protection activity on tobacco mosaic viruses under the circumstance that the dosage is 500ppm.

Description

(1) Technical field [0001] The present invention relates to N-(4-(2,2':5',2"-terthiophen-5-yl)-2-methylbut-3-yn-2-yl) substituted benzamide compounds Tobacco mosaic virus activity. (2) Background technology [0002] Green pesticides are the future development direction of pesticides, and photosensitive pesticides are in line with the future development direction of green pesticides because of their advantages of safety, low toxicity, fast efficacy, multiple targets, and less resistance to pesticides. Photosensitive pesticides can use light and oxygen in nature to produce insecticidal, bactericidal, and weeding effects. Because of its rapid degradation in nature, photosensitive toxins are continuously decomposed while exerting the functions of weeding and insecticide, and will not accumulate in organisms, and will not cause secondary pollution through enrichment through the food chain. Therefore, the development of new photosensitive pesticides has always been an important ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D333/20A01N43/10A01P1/00
CPCA01N43/10C07D333/20
Inventor 朱有全张海利王丹阳李蕾
Owner NANKAI UNIV