Published 2009 | Version v1
Journal article

Synthesis and antimicrobial evaluation of some new pyrazole, pyrazoline and chromeno[3,4-c]pyrazole derivatives

  • 1. Al-Aqsa University, Gaza (Palestinian Territory, Occupied). Faculty of Applied Sciences. Dept. of Chemistry
  • 2. Cairo University, Cairo (Egypt). Faculty of Science. Dept. of Chemistry
  • 3. Al-Aqsa University, Gaza (Palestinian Territory, Occupied). Faculty of Applied Sciences. Dept. of Biology

Description

Some new pyrazole-5-carbonitrile derivatives 8,9 and pyrazole-5-carboxamide 13 were synthesized by the cycloaddition reaction of nitrilimines 3,4 to alpha-cyanocinnamonitriles 5a-f and alpha-cyanocinnamamide 12a,b respectively. On the other hand 3,4 add to ethyl alpha-cyanocinnamate 14a-f to give ethyl 2-pyrazoline-5-carboxylate derivatives 15,16. Also, cycloaddition of 3,4 to 3-cyanocoumarin 19a or 3-phenylsulphonylcoumarin 19b or 3-bromocoumarin 19c give chromeno[3,4-c]pyrazol-4(3H)-one derivatives 20. In the same direction, the cycloaddition of 3,4 to 3-acetylcoumarin 22 and 3-benzoylcoumarin 23 gives the corresponding dihydrochromeno[3,4-]pyrazol-4(3H)-one 24 and 25 respectively. Oxidation of 24 and 25 give 20. Most of the prepared compounds showed good to moderate antibacterial and antifungal activities. (author)

Availability note (English)

Available from http://www.scielo.br/pdf/jbchs/v20n5/v20n5a24.pdf

Additional details

Publishing Information

Journal Title
Journal of the Brazilian Chemical Society
Journal Volume
20
Journal Issue
5
Journal Page Range
p. 975-987
ISSN
0103-5053
CODEN
JOCSET

Optional Information

Notes
39 refs., 1 tab., 3 sch.