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Synthesis and Analgesic Activity of 5,7- and 6-Substituted Diazaadamantanes Containing Monoterpene Moieties

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Chemistry of Natural Compounds Aims and scope

A series of new compounds combining diazaadamantane and monoterpene moieties that were analogs of highly potent analgesic substituted 5,7-dimethyl-1,3-diazaadamantan-6-ones were prepared by reacting 1,5-diethyl- and 1,5-dipropyl-3,7-diazabicyclo[3.3.1]nonan-9-ones with monoterpenoid aldehydes. Another two structural analogs of these compounds were synthesized by reducing the carbonyl. The biological activity of the prepared compounds was studied in hot-plate and acetate-writhing tests.

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Acknowledgment

The work was supported financially by the RFBR (Project No. 15-03-01092a). We thank the Chemical Service Joint Use Center (SB, RAS) for performing the spectral and analytical measurements.

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Correspondence to E. V. Suslov.

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Translated from Khimiya Prirodnykh Soedinenii, No. 6, November–December, 2017, pp. 960–965.

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Ponomarev, K.Y., Morozova, E.A., Suslov, E.V. et al. Synthesis and Analgesic Activity of 5,7- and 6-Substituted Diazaadamantanes Containing Monoterpene Moieties. Chem Nat Compd 53, 1131–1136 (2017). https://doi.org/10.1007/s10600-017-2216-8

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  • DOI: https://doi.org/10.1007/s10600-017-2216-8

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