The anti-influenza activity of a series of thiobenzamide fusion inhibitors derived from 1,3,3-trimethyl-5-hydroxy-cyclohexylmethylamine is profiled. Axial disposition of the thioamide moiety is essential for potent influenza inhibitory activity.
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http://dx.doi.org/10.1016/s0960-894x(02)00761-8 | DOI Listing |
Int J Mol Sci
November 2024
Division of Pharmacy & Optometry, School of Health Sciences, University of Manchester, Manchester M13 9PT, UK.
Inhibitors of NQO2 (NRH: quinone oxidoreductase) have potential application in several areas of medicine and pharmacology, including cancer, neurodegeneration (PD and AD), stroke, and diabetes. Here, resveratrol, a known inhibitor of NQO2, was used as the lead by replacing the double bond in resveratrol with a benzothiazole scaffold. Fifty-five benzothiazoles were designed as NQO2 inhibitors and synthesized, comprising five benzothiazole series with 3,5-dimethoxy, 2,4-dimethoxy, 2,5-dimethoxy, 3,4-dimethoxy, and 3,4,5-trimethoxy substituents, the key synthetic step being a Jacobson cyclisation with the appropriate thiobenzamide.
View Article and Find Full Text PDFJ Phys Chem Lett
January 2024
School of Polymer Science and Polymer Engineering, University of Akron, Akron, Ohio 44325, United States.
We report the visualization of the photocatalytic turnovers on single eosin Y (EY) through a redox-induced photoblinking phenomenon. The photocatalytic cyclization of thiobenzamide (TB) catalyzed by EY was investigated. The analysis of the intensity-versus-time trajectories of single EYs revealed the kinetics and dynamics of the elementary photocatalytic turnovers and the heterogeneity of the activity of individual EYs.
View Article and Find Full Text PDFJ Biomol Struct Dyn
June 2023
Departamento de Química, Instituto de Ciências Naturais, Universidade Federal de Lavras, Lavras, Minas Gerais, Brazil.
Benzamide herbicides consist of a class of photosynthetic system II (PSII) inhibitors widely used for weed control. However, the development of resistance by these weeds to the known herbicides requires an ongoing search for new agrochemicals. We report the combination of two congeneric series of (thio)benzamide herbicides into a single data set and subsequent modeling of their herbicidal activities against PSII using MIA-QSAR.
View Article and Find Full Text PDFBeilstein J Org Chem
February 2021
Institute of Organic Chemistry and Technology, Faculty of Chemical Technology, University of Pardubice, Studentská 573, CZ532 10 Pardubice, Czech Republic.
A highly modular method for the synthesis of ()-3-[amino(phenyl/methyl)methylidene]-1,3-dihydro-2-indol-2-ones starting from easily available 3-bromooxindoles or (2-oxoindolin-3-yl)triflate and thioacetamides or thiobenzamides is described. A series of 49 compounds, several of which have previously been shown to possess significant tyrosin kinase inhibiting activity, was prepared in yields varying mostly from 70 to 97% and always surpassing those obtained by other published methods. The method includes an Eschenmoser coupling reaction, which is very feasible (even without using a thiophile except tertiary amides) and scalable.
View Article and Find Full Text PDFInorg Chem
March 2019
Instituto Madrileño de Estudios Avanzados en Nanociencia , Cantoblanco, Madrid 28049 , Spain.
Direct reactions under ambient conditions between CuX (X = Br, I) and thiobenzamide (TBA) were carried out at different ratios, giving rise to the formation of a series of one-dimensional (1D) coordination polymers, (CPs) [CuI(TBA)] (1), [CuI(TBA)] (4), and [CuBr(TBA)] (5), as well as two molecular complexes, [CuI(TBA)] (2) and [CuI(TBA)]·2MeCN (3). Recrystallization of 1 and 5 yielded a series of isostructural 1D CP solvated species, [CuI(TBA)·S] ] (1·S; S = tetrahydrofuran, acetone, methanol) and [CuBr(TBA)·S] (5·S; S = tetrahydrofuran, acetone), respectively. Similar reactions between CuI and 1,4-dithiobenzamide (DTBA) allowed the isolation of a series of two-dimensional (2D) CPs [CuI(DTBA)·S] (6·S; S = N, N-dimethylformamide, acetonitrile, methanol).
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