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Synthesis and Analgesic and Anticonvulsant Activity of 4-Substituted 2,2-Dialkyl-1,2-Dihydrobenzo [f] Isoquinolinium Chlorides

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Pharmaceutical Chemistry Journal Aims and scope

Ritter cyclocondensation of 2-(1-naphthyl)-1,1-(R1)2-ethanols [R1 = Me, 2R1 = (CH2)4] with nitriles of general formula R2CN (acetonitrile, benzonitriles, benzyl cyanide, cyanoacetamides) and subsequent treatment of the obtained bases with HCl synthesized a series 2,2-(R1)2-4-R2-1,2-dihydrobenzo[f]isoquinolinium chlorides. All 10 compounds showed analgesic (antinociceptive) activity in the hot-plate test, exceeding the defensive reflex time of metamizole sodium by 1.7 – 2.5 times. Also, they all exhibited anticonvulsant activity and prevented death from camphor-induced convulsions (28.6 – 100%).

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Authors and Affiliations

  1. Perm State Pharmaceutical Academy, Perm, 614990, Russia

    A. G. Mikhailovskii, O. V. Gashkova, I. P. Rudakova & S. V. Chashchina

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  1. A. G. Mikhailovskii
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  2. O. V. Gashkova
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  3. I. P. Rudakova
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  4. S. V. Chashchina
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Correspondence to A. G. Mikhailovskii.

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Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 53, No. 11, pp. 17 – 20, November, 2019.

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Mikhailovskii, A.G., Gashkova, O.V., Rudakova, I.P. et al. Synthesis and Analgesic and Anticonvulsant Activity of 4-Substituted 2,2-Dialkyl-1,2-Dihydrobenzo [f] Isoquinolinium Chlorides. Pharm Chem J 53, 1005–1008 (2020). https://doi.org/10.1007/s11094-020-02113-1

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  • DOI: https://doi.org/10.1007/s11094-020-02113-1

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