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Reaction of acylpyruvate esters with a mixture of aromatic aldehyde and 1,3-diaminopropane and pharmacological activity of the products

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Abstract

1-(3-Aminopropyl)-5-aryl-4-acyl-3-hydroxy-3-pyrrolin-2-ones (I–X) were prepared via reaction of methyl acylpyruvates and a mixture of aromatic aldehyde and 1,3-diaminopropane in a 1:1:1 molar ratio. The products were converted to hydrochlorides XI–XV in 48–90% yields. 1,3-Di(4-acetyl-3-hydroxy-2-oxo-5-phenyl-3-pyrrolin-1-yl)propane (XVI) was produced in 16% yield via reaction of methyl acetylpyruvate with a mixture of benzaldehyde and 1,3-diaminopropane in a 2:2:1 molar ratio. The biological activity of the 12 products was studied.

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Authors and Affiliations

  1. Perm State Pharmaceutical Academy, Russia

    V. L. Gein, V. V. Yushkov, N. N. Kasimova, M. A. Panina, N. S. Rakshina, L. V. Strelkova & E. V. Voronina

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  1. V. L. Gein
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  2. V. V. Yushkov
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  3. N. N. Kasimova
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  4. M. A. Panina
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  5. N. S. Rakshina
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  6. L. V. Strelkova
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  7. E. V. Voronina
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Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 41, No. 7, pp. 25–29, July, 2007.

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Gein, V.L., Yushkov, V.V., Kasimova, N.N. et al. Reaction of acylpyruvate esters with a mixture of aromatic aldehyde and 1,3-diaminopropane and pharmacological activity of the products. Pharm Chem J 41, 367–371 (2007). https://doi.org/10.1007/s11094-007-0083-5

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  • DOI: https://doi.org/10.1007/s11094-007-0083-5

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