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Acta Pharmaceutica

The Journal of Croatian Pharmaceutical Society

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Volume 64, Issue 2


Synthesis and preliminary ex vivo evaluation of the spasmolytic activity of 1,3-thiazolium- and 1,3,4-thiadiazolium-5-methylthio- and 5-thioacetate derivatives

José A. S. Luis
  • Corresponding author
  • Centro de Educação e Saúde Universidade Federal de Campina Grande 58175-000, Cuité-PB, Brazil
  • Email
  • Other articles by this author:
  • De Gruyter OnlineGoogle Scholar
/ Thiago M. De Aquino
  • Instituto de Química e Biotecnologia Universidade Federal de Alagoas 57072-970, Maceió-AL, Brazil
  • Other articles by this author:
  • De Gruyter OnlineGoogle Scholar
/ Bruno F. Lira / Petrônio F. A. Filho / Marcus T. Scotti
  • Departamento de Engenharia e Meio Ambiente, Universidade Federal da Paraíba Campus IV, 58297-000, Rio Tinto-PB, Brazil
  • Other articles by this author:
  • De Gruyter OnlineGoogle Scholar
/ Luciana Scotti
  • Departamento de Ciências Biológicas Universidade Estadual da Paraíba CCBSA, João Pessoa-PB 58070-450 Brazil
  • Other articles by this author:
  • De Gruyter OnlineGoogle Scholar
/ Ricardo O. De Moura
  • Departamento de Ciências Biológicas Universidade Estadual da Paraíba CCBSA, João Pessoa-PB 58070-450 Brazil
  • Other articles by this author:
  • De Gruyter OnlineGoogle Scholar
/ Francisco J. B. Mendonça Junior
Published Online: 2014-06-06 | DOI: https://doi.org/10.2478/acph-2014-0016


Seven new compounds have been synthetized in satisfactory yields (51-78 %) through the treatment of mesoionic 1,3-thiazolium-5-thiolate (4a-d) and 1,3,4-thiadiazolium- 5-thiolate (10a,b) with chloroacetic acid or methyl iodide: 1,3,4-thiadiazolium-5-methylthio- (11) and 5-thioacetate (12). The structure of the title compounds was elucidated by elemental analysis, IR, 1H and 13C NMR spectroscopy. The newly synthesized compounds 5a, 6a, 11 and 12 were evaluated for their ex vivo spasmolytic potential on four isolated smooth muscles (rat aorta and uterus, guinea pig ileum and trachea) and compared with scopolamine. Some of the compounds exhibited potent spasmolytic activity equal to or stronger than scopolamine

Keywords: 1,3-thiazolium; 1,3,4-thiadiazolium; mesoionic derivatives; spasmolytic activity


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About the article

Accepted: 2014-01-21

Published Online: 2014-06-06

Published in Print: 2014-06-01

Citation Information: Acta Pharmaceutica, Volume 64, Issue 2, Pages 233–245, ISSN (Online) 1846-9558, ISSN (Print) 1330-0075, DOI: https://doi.org/10.2478/acph-2014-0016.

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© by José A. S. Luis. This article is distributed under the terms of the Creative Commons Attribution Non-Commercial License, which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited. BY-NC-ND 3.0

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