Synthesis and antimicrobial activity of substituted amides and hydrazides of N-acyl-5-bromanthranilic acids

Andryukov, K. V.; Tomilov, M. V.; Korkodinova, L. M.; Одегова, Т. Ф.

doi:10.1007/s11094-007-0107-1

Cited by 4 publications

(2 citation statements)

References 4 publications

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“…2 Furthermore, the corresponding N-acyl anthranilic amide 16 was obtained in 87% yield via the aminolysis of benzoxazinone with tryptamine (Scheme 5). 17 In summary, we have developed a silver-catalyzed practical synthesis of valuable N-acyl anthranilic acids from readily available anthranils and carboxylic acids. This protocol is likely achieved via a Ag 2 O-catalyzed imino-ketene generation from anthranils.…”

Section: ■ Introductionmentioning

confidence: 99%

Ag-Catalyzed Practical Synthesis of N-Acyl Anthranilic Acids from Anthranils and Carboxylic Acids

Wu,

Gao,

Huo

et al. 2024

J. Org. Chem.

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A practical synthesis of valuable N-acyl anthranilic acids has been achieved via a silver-catalyzed imino-ketene generation from readily available anthranils and carboxylic acids. A wide range of carboxylic acids including sterically demanding aliphatic carboxylic acids, aromatic carboxylic acids, acrylic acids, and amino acids are compatible in this reaction. Moreover, this method can be used to modify drug molecules and natural products, such as ibuprofen, probenecid, and acetylglycine.

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Section: ■ Introductionmentioning

confidence: 99%

Ag-Catalyzed Practical Synthesis of N-Acyl Anthranilic Acids from Anthranils and Carboxylic Acids

Wu,

Gao,

Huo

et al. 2024

J. Org. Chem.

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“…В работах [3][4] разработаны QSAR модели молекулярного дизайна для производных антраниловой кислоты, учитывающих противомикробную, анальгетическую и противовоспалительную активность.…”

Section: Introductionunclassified

Prediction of Antifungal Activity of 1,2,4-Triazole Derivatives Using Qsar Models

Osipov

2023

SJLSA

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Purpose. Development of QSAR models and investigation of their effectiveness for predicting the antifungal activity of 1,2,4-triazole derivatives against Aspergillus flavus, Aspergillus fumigatus and Trichophyton mentagrophytes. Materials and methods. Experimental data on the antifungal activity of 1,2,4-triazole derivatives against Aspergillus flavus, Aspergillus fumigatus and Trichophyton mentagrophytes were used for scientific research. The data were analyzed using QSAR models based on molecular descriptors automatically generated from structural formulas of 1,2,4-triazole derivatives. Results. New QSAR models for predicting antifungal activity against Aspergillus flavus, Aspergillus fumigatus and Trichophyton mentagrophytes based on six physico-chemical parameters of chemicals (eeig11r, eeig09x, r6m+, belm2, eeig12r) are presented. During the comparative analysis of the developed QSAR models, a model was identified that has the best statistical parameters and does not have multicollinearity: MAE=0.136; MAPE=12.55; forecast accuracy=87.45%; MSE=0.028; RMSE=0.167. Among the six factors, the most significant ones were identified. Conclusion. As a result of the conducted studies, QSAR models for predicting the antifungal activity of 1,2,4-triazole derivatives against Aspergillus flavus, Aspergillus fumigatus and Trichophyton mentagrophytes were identified and analyzed. From one to six molecular descriptors were taken as factors in the models. The factors that make the greatest contribution to the prediction of antifungal activity were evaluated. The best models are selected based on the calculated statistical parameters.

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Quantum-Chemical Parameters for Studying the Structure – Ionization-Constant Relationship of N-Substituted Mono(Di)Halo(H)Anthranilic Acids and Their Amides and Hydrazides

Andryukov

Korkodinova

2016

Pharm Chem J

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Synthesis and antimicrobial activity of substituted amides and hydrazides of N-acyl-5-bromanthranilic acids

Cited by 4 publications

References 4 publications

Ag-Catalyzed Practical Synthesis of N-Acyl Anthranilic Acids from Anthranils and Carboxylic Acids

Ag-Catalyzed Practical Synthesis of N-Acyl Anthranilic Acids from Anthranils and Carboxylic Acids

Prediction of Antifungal Activity of 1,2,4-Triazole Derivatives Using Qsar Models

Quantum-Chemical Parameters for Studying the Structure – Ionization-Constant Relationship of N-Substituted Mono(Di)Halo(H)Anthranilic Acids and Their Amides and Hydrazides

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