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Synthesis and Biological Activity of 1-Chloromethyl- and 1-Dichloromethyl-3,3-Dialkyl-3,4-Dihydroisoquinolinium Chlorides

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1-Chloromethyl- and 1-dichloromethyl-3,3-dialkyl-3,4-dihydroisoquinolines were synthesized via cyclo-condensation of dialkylbenzylcarbinols with chloroacetonitrile or dichloroacetonitrile. Their hydrochlorides were tested for antiarrhythmic, anticonvulsant, and analgesic activity. Water-soluble 1-chloromethylisoquinoline hydrochlorides showed antiarrhythmic activity with a maximum antiarrhythmic index of 14.8. These same compounds were active against corazole-induced convulsions. 1-Dichloromethylisoquinolines had analgesic effects comparable with that of metamizole sodium.

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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 & A. S. Yusov

Authors
  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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  5. A. S. Yusov
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Correspondence to A. G. Mikhailovskii.

Additional information

Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 52, No. 5, pp. 18 – 21, May, 2018.

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Mikhailovskii, A.G., Gashkova, O.V., Rudakova, I.P. et al. Synthesis and Biological Activity of 1-Chloromethyl- and 1-Dichloromethyl-3,3-Dialkyl-3,4-Dihydroisoquinolinium Chlorides. Pharm Chem J 52, 400–403 (2018). https://doi.org/10.1007/s11094-018-1829-y

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  • DOI: https://doi.org/10.1007/s11094-018-1829-y

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