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Synthesis and antinociceptive activity of 4,4′-bis(1-substituted-semicarbazidyl)diphenylmethane and 4,4′-bis(5-substituted-2,4-dihydro-3-oxo-3H-1,2,4-triazol-4-yl)diphenylmethane derivatives

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Abstract

In the reaction of 4,4′-diphenylmethane diisocyanate with carboxylic acid hydrazides, 4,4′-bis(1-substituted-semicarbazidyl)diphenylmethane derivatives were obtained. Depending on their chemical nature, cyclization of these compounds in alkaline medium led to the formation of two groups of compounds: bis(2,4-dihydro-3H-1,2,4-triazol-3-one) derivatives or carboxylic acids. The pharmacological effects of the selected compounds on the central nervous system in mice were investigated. Strong antinociceptive properties of some derivatives, at a wide range of doses, were observed.

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Authors and Affiliations

  1. Department of Organic Chemistry, Medical University of Lublin, Lublin, Poland

    Monika Pitucha & Anna Pachuta-Stec

  2. Department of Toxicology, Medical University of Lublin, Lublin, Poland

    Anna Chodkowska, Mariusz Maciejewski & Ewa Jagiello-Wójtowicz

Authors
  1. Monika Pitucha
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  2. Anna Chodkowska
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  3. Mariusz Maciejewski
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  4. Ewa Jagiello-Wójtowicz
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  5. Anna Pachuta-Stec
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Correspondence to Monika Pitucha.

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Pitucha, M., Chodkowska, A., Maciejewski, M. et al. Synthesis and antinociceptive activity of 4,4′-bis(1-substituted-semicarbazidyl)diphenylmethane and 4,4′-bis(5-substituted-2,4-dihydro-3-oxo-3H-1,2,4-triazol-4-yl)diphenylmethane derivatives. Monatsh Chem 141, 199–203 (2010). https://doi.org/10.1007/s00706-009-0242-3

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  • DOI: https://doi.org/10.1007/s00706-009-0242-3

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