68289-10-1

Upstream product

• 4389-45-1 3-methylantranilic acid 
• 75-31-0 isopropylamine 
• 1127-59-9 7-methyl-1H-indole-2,3-dione 
• 95-53-4 o-toluidine 
• 5437-38-7 3-methyl-2-nitrobenzoic acid 
• 362640-53-7 3-methyl-N-(1-methylethyl)-2-nitrobenzamide 

Downstream Products

• 362633-61-2 2-methyl-N-[2-methyl-6-[[(1-methylethyl)amino]-carbonyl]phenyl]-4-(trifluoromethyl)benzamide 
• 362636-72-4 4-methyl-N-[2-methyl-6-[[(1-methylethyl)amino]carbonyl]phenyl]-2-(trifluoromethyl)-5-pyrimidinecarboxamide 
• 1156541-05-7 N-(2-(isopropylcarbamoyl)-6-methylphenyl)-5,7-dimethyl[1,2,4]triazolo[1,5-a]pyrimidine-2-carboxamide 
• 1352547-65-9 C₂₁H₂₀Cl₂N₆O₂S 
• 1447721-17-6 C₂₁H₂₀BrClN₆O₂S 
• 1217506-80-3 3-(allyloxy)-1-(3-chloropyridin-2-yl)-N-(2-(isopropylcarbamoyl)-6-methylphenyl)-1H-pyrazole-5-carboxamide 
• 1257069-95-6 C₂₃H₂₄ClN₅O₄ 
• 1257069-41-2 C₂₃H₂₄ClN₅O₄ 

Relevant academic research and scientific papers

Benzamide derivatives containing urea bridge and preparation method and application thereof

The invention provides benzamide derivatives containing a urea bridge and a preparation method and an application thereof; the benzamide derivatives containing the urea bridge are 3-bromo-N-((2-amino formylphenyl)aminoformyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide derivatives; under the concentration of 200-100 [mu]g/mL, some of the obtained compounds have a certain inhibitory rate on oriental armyworm; when the concentration is 200 ppm, the inhibition rates of a compound I-3, a compound I-5, a compound I-6 and a compound I-10 are 100% and 80% respectively; when the concentration is 100 ppm, the inhibition rate of the compound I-3 is still 60%. The compounds are new compounds with insecticidal activity, and provide the basis for research and development of new pesticides.

Synthesis, Crystal Structure, and Biological Activity of Novel Anthranilic Diamide Insecticide Containing Propargyl Ether Group

In search of environmentally benign insecticides with high activity, low toxicity, and low residue, a series of novel anthranilic diamide containing propargyl ether were designed and synthesized. All compounds were characterized by1H NMR spectroscopy, high-resolution mass spectrometry, or elemental analysis. The single crystal structure of 18g was determined by X-ray diffraction. The insecticidal activities against Lepidoptera pests of the new compounds were evaluated. Their insecticidal activities against oriental armyworm (Mythimna separata) and diamondback moth (Plutella xylostella) indicated that most of the compounds showed moderate to high activities at the tested concentration.

Method of controlling particular insect pests by applying anthranilamide compounds

This invention pertains to a method for controlling lepidopteran, homopteran, hemipteran, thysanopteran and coleopteran insect pests comprising contacting the insects or their environment with an arthropodicidally effective amount of a compound of Formula I, its N-oxide or an agriculturally suitable salt thereof wherein A and B and R1 through R8 are as defined in the disclosure. This invention further relates to a benzoxazinone compound of Formula 10 wherein R4 through R8 are as defined in the disclosure, useful for preparation of a compound of Formula I.

Anthranilamide arthropodicide treatment

This invention pertains to methods for protecting a propagule or a plant grown therefrom from invertebrate pests comprising contacting the propagule or the locus of the propagule with a biologically effective amount of a compound of Formula I, its N-oxide or an agriculturally suitable salt thereof wherein A and B and R1 through R8 are as defined in the disclosure. This invention also relates to propagules treated with a compound of Formula I and compositions comprising a Formula I compound for coating propagules.

Synthesis, crystal structure and biological activity of a novel anthranilic diamide insecticide containing allyl ether

In search of environmentally benign insecticides with high activity, low toxicity and low residue, a series of novel anthranilic diamides containing allyl ether were designed and synthesized. All the compounds were characterized by 1H NMR spectroscopy, HRMS or elemental analysis. The single crystal structure of 18e was determined by X-ray diffraction. The insecticidal activities of the new compounds were evaluated. The results showed that some compounds exhibited excellent insecticidal activities against Lepidoptera pests. Among this series compounds, 18l showed 100 % larvicidal activity against Mythimna separate Walker and Plutella xylostella Linnaeus at the test concentration.

Synthesis and insecticidal activities of novel anthranilic diamides containing acylthiourea and acylurea

Two series of anthranilic diamides containing acylthiourea and acylurea linkers were designed and synthesized, with changed length and flexibility of the linkers to compare to known anthranilic diamide insecticides. In total, 26 novel compounds were synthesized, and all compounds were characterized by 1H nuclear magnetic resonance and high-resolution mass spectrometry. Their insecticidal activities against oriental armyworm (Mythimna separata), mosquito larvae (Culex pipiens pallens), and diamondback moth (Plutella xylostella) were evaluated. The larvicidal activities against oriental armyworm indicated that the introduction of acylthiourea into some structures could retain their insecticidal activity; 8 of the 15 compounds (13a-13e, 14a-14e, and 15a-15e) exhibited 100% larvicidal activity at 10 mg/L. However, the introduction of acylurea decreased the insecticidal activity; only 3 of the 11 compounds (17a-17k) exhibited 100% larvicidal activity at 200 mg/L. The whole-cell patch-clamp technique indicated that compound 13b and chlorantraniliprole exhibited similar effects on the voltage-gated calcium channel. The calcium-imaging technique was also applied to investigate the effects of compounds 13b and 15a on the intracellular calcium ion concentration ([Ca2+]i), which indicated that they released stored calcium ions from endoplasmic reticulum. Experimental results denoted that several new compounds are potential activators of the insect ryanodine receptor (RyR).

Design, synthesis and biological activities of novel anthranilic diamide insecticide containing trifluoroethyl ether

Two series of novel anthranilic diamide insecticide containing trifluoroethyl ether were designed and synthesized, and their structures were characterized by 1H NMR spectroscopy, elemental analysis and single crystal X-ray diffraction analysis. The insecticidal activities of the new compounds were evaluated. The results of bioassays indicated that some of these title compounds exhibited excellent insecticidal activities. The insecticidal activities of compounds 19a, 19b, 19d, 19g, 19k and 19m against oriental armyworm at 2.5 mg·kg-1 were 100%. The larvicidal activities of 19a, 19b, 19c, 19d, 19e, 19g and 19n against diamond-back moth were 100% at 0.1 mg·kg-1. Surprisingly, most of them still exhibited perfect insecticidal activity against diamond-back moth when the concentration was reduced to 0.05 mg·kg-1, which was higher than the commercialized Chlorantraniliprole.

Synthesis and insecticidal activities of novel anthranilic diamides containing modified N-pyridylpyrazoles

In order to look for novel insecticides targeting the ryanodine receptor, four new series of anthranilic diamides containing modified N-pyridylpyrazoles were designed and synthesized. All of the compounds were characterized and confirmed by 1H NMR, 13C NMR, and HRMS. The single crystal structure of 10c was determined by X-ray diffraction. Their insecticidal activities against oriental armyworm (Mythimna separata) and diamondback moth (Plutella xylostella) indicated that most of the compounds showed moderate to high activities at the tested concentration, while compound 19 showed comparable higher activity at the concentration of 0.125 mg/L. The preliminary structure-activity relationship (SAR) was discussed.

Design and synthesis of novel anthranilic diamides containing 5,7-dimethyl[1,2,4]triazolo[1,5-a]pyrimidine

A new kind of anthranilic diamides containing 5,7-dimethyl[1,2,4] triazolo[1,5-α]pyrimidine were designed and synthesised. Their structures were identified by means of elemental analysis, IR, 1H NMR and MS spectra. As the key intermediate, ethyl 5,7-dimethyl[1,2,4]triazolo[1,5-α] pyrimidine-2-carboxylate (7) was synthesised by applying microwave irradiation.

Insecticidal anthranilic diamides: A new class of potent ryanodine receptor activators

A novel class of anthranilic diamides has been discovered with exceptional insecticidal activity on a range of Lepidoptera. These compounds have been found to exhibit their action by release of intracellular Ca2+ stores mediated by the ryanodine receptor. The discovery, synthesis, structure-activity, and biological results are presented.