<abstract xmlns="http://www.w3.org/1999/xhtml"><p> 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</p></abstract>

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

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

Centro de Educação e Saúde Universidade Federal de Campina Grande 58175-000, Cuité-PB, Brazil

Instituto de Química e Biotecnologia Universidade Federal de Alagoas 57072-970, Maceió-AL, Brazil

Departamento de Química, Universidade Federal da Paraíba, 58051-900 João Pessoa-PB, Brazil

Departamento de Engenharia e Meio Ambiente, Universidade Federal da Paraíba Campus IV, 58297-000, Rio Tinto-PB, Brazil

Departamento de Ciências Biológicas Universidade Estadual da Paraíba CCBSA, João Pessoa-PB 58070-450 Brazil

Acta Pharmaceutica

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.

Seven new compounds have been synthetized in satisfactory yields (51-78 %) through the treatment of mesoionic 1,3-thiazolium-5-thiolate (4a-d) and...

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

Pubblicato online: 06 giu 2014

Pagine: 233 - 245

Accettato: 21 gen 2014

DOI: https://doi.org/10.2478/acph-2014-0016

Parole chiave
1,3-thiazolium, 1,3,4-thiadiazolium, mesoionic derivatives, spasmolytic activity

© 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.

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

Pubblicato online: 06 giu 2014

Pagine: 233 - 245

Accettato: 21 gen 2014

DOI: https://doi.org/10.2478/acph-2014-0016

Parole chiave1,3-thiazolium, 1,3,4-thiadiazolium, mesoionic derivatives, spasmolytic activity

© 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.

Parole chiave
1,3-thiazolium, 1,3,4-thiadiazolium, mesoionic derivatives, spasmolytic activity