Производство новолачных олигомеров

The paper presents the improvement of production technology of novolac phenol-formaldehyde oligo-mers by introducing the new scheme of capture of exhaust gases due to waste production, which leads to a reduction of costs and increase economic efficiency. The calculation of the material balance of the pro-duction of novolac phenol-formaldehyde oligomer at 300 kg/h of technical product is performed, the technological calculation of the basic equipment and selection of auxiliary equipment is produced. The apparatus scheme of production is made and the description of the process is represented. The draft of the main reactor is made.В работе представлено усовершенствование технологии производства новолачных фенолоформальдегидных олигомеров путем введения новой схемы улавливания отходящих газов за счет отходов производства, что приводит к сокращению расходов и увеличению экономической эффективности. Выполнен расчет материального баланса производства новолачного фенолоформальдегидного олигомера на 300 кг/ч технического продукта, произведен технологический расчет основного и выбор вспомогательного оборудования. Составлена аппаратурная схема производства, а также представлено описание технологического процесса. Выполнен чертеж основного реактора

Influence of solvent and substituents on the reaction of N-alkylthioacetamides with dimethyl acetylenedicarboxylate: Synthesis of functionalized thiophenes containing an exocyclic double bond

The reaction of thioacetamides with dimethyl acetylenedicarboxylate affords 3-oxothien-2-ylidene or 4-oxothiazol-2,5-ylidene derivatives based on the structure of the thioacetamides and the solvent employed. The structural features of the 3-oxothien-2-ylidenes are discussed. © 2013 Elsevier Ltd. All rights reserved

Синтез производных 2-(5-арилиден-4-оксо-3-арилтиазолидин-2-илиден)-N-фенилэтантиоамида из малондитиоамидов

It is shown that thioacetamide are comfortable synthetic blocks for various heterocycles, including thiazole containing a double exocyclic bonds. This work describes the synthesis of (Z)-2-((Z)-5-arylidene-4-oxo-3-arylthiazolidin-2-ylidene)-N-arylethanethioamide 4 obtained from the Knoevenagel condensation of (Z)-2-(4-oxo-3-arylthiazolidin-2-ylidene)-N-arylylethanethioamide 2. The starting material 2 was synthesized by a Hantzsch reaction of N,N`-diarylmalondithioamides 1 and ethyl 2-chloroacetate. The structures of the obtained products were established by NMR and the structural features are discussed. Several 4-oxothiazolidin-2-ylidenes were studied by UV-visible spectroscopy techniqueВ данной работе были синтезированы производные 2-(5-арилиден-4-оксо-3-арилтиазолидин-2-илиден)-N-фенилэтантиоамида из N,N`-дизамещенных малондитиоамидов в две стадии: последовательное проведение реакции Ганча и конденсации Кневенагеля

Development of A. Solani β-tubulin Models and Comparison of Docking Results for Benzo[d]azoles Derivatives as Potential Antifungal Agents

Received: 30.11.23. Revised: 16.01.24. Accepted: 19.01.24. Available online: 29.01.24.A convenient approach was found to generate isomers of organic compounds using the KNIME and DataWarrior programs.A convenient approach was found to generate isomers of organic compounds using the KNIME and DataWarrior programs.The use of two homologous β-tubulin models in virtual screening results in the similar hit selection.An approach to developing a docking protocol using free software such as KNIME, DataWarrior, AutoDock Vina, AutoDockTools, OpenBabel and the SWISS-MODEL service was described. In particular, the process of generating possible isomeric structures using KNIME chemoinformatics libraries is described. A library of benzo[d]azoles containing 145 compounds with homologous models of Alternaria solani β-tubulin obtained in two ways: using the commercial Prime program and the free SWISS-MODEL service, the comparison of results was shown. Despite the less preorganization of the binding cavity of the homologous model obtained using SWISS-MODEL, the correlation of the results between the two methods were observed. The correlation coefficients were as follows: Pearson was 0.65, Spearman was 0.62. According to the docking results, 99% of the studied 2-aminobenzo[d]azoles derivatives showed a docking score of no more than –7, which indicates that these compounds are promising for studying the fungicidal activity, in particular against A. solani. Without taking into account pharmacokinetic characteristics, benzo[d]imidazole derivatives containing a sulfanilamidine substituent at the 2-amino group and thioacetyl derivatives of 2-aminobenzo[d]imidazole are of particular interest in the search for new antitubulin fungicides.This research was supported by the Russian Science Foundation and Government of Sverdlovsk region, Joint Grant No 22-26-20124, https://rscf.ru/en/project/22-26-20124

Modeling the Antitubulin Activity of Benzimidazol-2-yl Carbamates: Mini-review

The biological activity of 5-benzimidazol-2-yl carbamate derivatives is associated with their ability to form a complex with /3-tubulin and, consequently, disrupt the process of assembly of microtubules of the cytoskeleton of cells. Over the past 10 years, the understanding of the binding of 5-benzimidazol-2-yl carbamate derivatives to the /3-tubulin subunit has increased significantly, mainly due to the published crystal structures of their ligand-receptor complexes. However, some details of this process could be predicted based on the results of molecular modeling before the publication of the corresponding crystal data. This mini-review summarizes the results of such works. © 2021 Author(s).This research was supported by the Russian Foundation for Basic Research (grant No. 18-316-20018)

MODELING THE ANTITUBULIN ACTIVITY OF BENZIMIDAZOL-2-YL CARBAMATES: MINIREVIEW

Computer modeling has become the commonly used method to explain biological activity of substances [1]. Despite the technical attractiveness of this approach, there are serious difficulties in creating a theoretical model that would correspond to the experimental data [2]. The purpose of this mini-review is to systematize scientific efforts to predict the binding site of benzimidazol-2-yl carbamate derivatives with β-tubulin. Interest in the generalization of these studies is due to the fact that while the crystal structure of the complex tubulin with methyl [5-(2-thienylcarbonyl)-1H-benzimidazol-2-yl] carbamate 1 was published only in 2015 (PDB id 5CA1, Figure 1), some details of the interaction of benzimidazol-2-yl carbamates with β-tubulin could be predicted before it. This mini-review summarizes the results of such works.This research was supported by the Russian Foundation for Basic Research (grant No. 18-316-20018)

Reaction of Sodium 4-Acetyl-1-Phenyl-1H-1,2,3-Triazol-5-Olate With 1,2,3-Thiadiazole-4-Carboxylic Acid Hydrazide

This research was supported by the Russian Science Foundation (grant № 16-16-04022)

2-aryl-6-Polyfluoroalkyl-4-Pyrones as Promising Rf-Building-Blocks: Synthesis and Application for Construction of Fluorinated Azaheterocycles

A convenient and general method for the direct synthesis of 2-aryl-6-(trifluoromethyl)-4-pyrones and 2-aryl-5-bromo-6-(trifluoromethyl)-4-pyrones has been developed on the basis of one-pot oxidative cyclization of (E)-6-aryl-1,1,1-trifluorohex-5-ene-2,4-diones via a bromination/dehy-drobromination approach. This strategy was also applied for the preparation of 2-phenyl-6-polyfluoroalkyl-4-pyrones and their 5-bromo derivatives. Conditions of chemoselective enediones bromination were found and the key intermediates of the cyclization of bromo-derivatives to 4-pyrones were characterized. Synthetic application of the prepared 4-pyrones has been demonstrated for the construction of biologically important CF3-bearing azaheterocycles, such as pyra-zoles, pyridones, and triazoles. © 2021 by the authors. Licensee MDPI, Basel, Switzerland.Funding: This research was funded by the Russian Science Foundation, grant number 18-13-00186

Synthesis, Fungicidal Activity and Plant Protective Properties of 1,2,3-Thiadiazole and Isothiazole-Based N-acyl-N-arylalaninates

The addition of active groups of known fungicides, or systemic acquired resistance inducers, into novel compound molecules to search for potential antifungal compounds is a popular and effective strategy. In this work, a new series of N-acyl-N-arylalanines was developed and synthesized, in which 1,2,3-thiadiazol-5-ylcarbonyl or 3,4-dichloroisothiazol-5-ylcarbonyl (fragments from synthetic plant resistance activators tiadinil and isotianil, respectively) and a fragment of N-arylalanine, the toxophoric group of acylalanine fungicides. Several new synthesized compounds have shown moderate antifungal activity against fungi in vitro, such as B. cinerea, R. solani and S. sclerotiorum. In vivo tests against A. brassicicola showed that compound 1d was 92% effective at a concentration of 200 µg/mL, similar to level of tiadinil, a known inducer of systemic resistance. Thus, 1d could be considered a new candidate fungicide for further detailed study. The present results will advance research and influence the search for more promising fungicides for disease control in agriculture. © 2023 by the authors.Russian Science Foundation, RSF: 22-26-20124This research was supported by the Russian Science Foundation and Government of Sverdlovsk region, Joint Grant No 22-26-20124, https://rscf.ru/en/project/22-26-20124/ (accessed on 1 January 2023)

Производство новолачных олигомеров

Received: 24.09.2016; accepted: 14.10.2016; published: 30.12.2016.Поступило: 24.09.2016; приянято: 14.10.2016; опубликовано: 30.12.2016.The paper presents the improvement of production technology of novolac phenol-formaldehyde oligo-mers by introducing the new scheme of capture of exhaust gases due to waste production, which leads to a reduction of costs and increase economic efficiency. The calculation of the material balance of the pro-duction of novolac phenol-formaldehyde oligomer at 300 kg/h of technical product is performed, the technological calculation of the basic equipment and selection of auxiliary equipment is produced. The apparatus scheme of production is made and the description of the process is represented. The draft of the main reactor is made.В работе представлено усовершенствование технологии производства новолачных фено-лоформальдегидных олигомеров путем введения новой схемы улавливания отходящих газов за счет отходов производства, что приводит к сокращению расходов и увеличению экономической эффективности. Выполнен расчет материального баланса производства новолачного феноло-формальдегидного олигомера на 300 кг/ч технического продукта, произведен технологический расчет основного и выбор вспомогательного оборудования. Составлена аппаратурная схема производства, а также представлено описание технологического процесса. Выполнен чертеж основного реактора