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Synthesis and Hemostatic Activity of Substituted Potassium 1-Cyano-3-{(3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)amino}-5-oxopenta-1,3-dien-2-olates

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Abstract

Ring opening in 2-[(2-oxofuran-3(2H)-yliden)amino]-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carbonitriles under the action of various nitriles and t-BuOK was used to synthesize previously unknown substituted potassium 1-cyano-3-{(3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)amino}-5-oxopenta-1,3-dien-2-olates. The structure of the obtained compounds was confirmed by 1H and 13C NMR spectroscopy and elemental analysis. The anticoagulant activity of the products was studied.

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The authors declare no conflict of interest.

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Funding

This study was performed under financial support of the “Rational Use of the Earth Interior” Perm Scientific Educational Center 2023.

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Authors and Affiliations

  1. Perm State University, 614068, Perm, Russia

    D. V. Lipin, D. A. Kozlov, K. Yu. Parkoma & S. A. Shipilovskikh

  2. Perm State Pharmaceutical Academy, 614081, Perm, Russia

    V. M. Shadrin, A. V. Starkov & N. A. Pulina

  3. Perm National Research Polytechnic University, 614990, Perm, Russia

    D. A. Shipilovskikh

  4. School of Physics and Engineering, St. Petersburg National Research University of Information Technologies, Mechanics and Optics (ITMO University), 197101, St. Petersburg, Russia

    S. A. Shipilovskikh

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  1. D. V. Lipin
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Correspondence to S. A. Shipilovskikh.

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Translated from Zhurnal Organicheskoi Khimii, 2023, Vol. 59, No. 8, pp. 1041–1049 https://doi.org/10.31857/S0514749223080050.

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Lipin, D.V., Kozlov, D.A., Shadrin, V.M. et al. Synthesis and Hemostatic Activity of Substituted Potassium 1-Cyano-3-{(3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)amino}-5-oxopenta-1,3-dien-2-olates. Russ J Org Chem 59, 1322–1328 (2023). https://doi.org/10.1134/S1070428023080055

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