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.pdfAdditional details
Identifiers
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
INIS
- Country of Publication
- Brazil
- Country of Input or Organization
- Brazil
- INIS RN
- 40086772
- Subject category
- S37: INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY;
- Quality check status
- Yes
- Descriptors DEI
- ACETIC ACID; ACETYL RADICALS; ANTIMICROBIAL AGENTS; BENZENE; BENZOYL RADICALS; CARBON 13; CARBONITRIDES; CARBOXYLASE; CINNAMIC ACID; COUMARIN; CYANIDES; DMSO; ETHYL RADICALS; GAS CHROMATOGRAPHY; HYDROGEN 1; MASS SPECTRA; NITRILES; NMR SPECTRA; OXIDATION; PHENYL RADICALS; PYRAZOLES;
- Descriptors DEC
- ACYL RADICALS; ALKYL RADICALS; ANTI-INFECTIVE AGENTS; ANTICOAGULANTS; AROMATICS; ARYL RADICALS; AZOLES; CARBON COMPOUNDS; CARBON ISOTOPES; CARBON-CARBON LYASES; CARBOXY-LYASES; CARBOXYLIC ACIDS; CHEMICAL REACTIONS; CHROMATOGRAPHY; DRUGS; ENZYMES; ESTERS; EVEN-ODD NUCLEI; HEMATOLOGIC AGENTS; HETEROCYCLIC COMPOUNDS; HETEROCYCLIC OXYGEN COMPOUNDS; HYDROCARBONS; HYDROGEN ISOTOPES; ISOTOPES; LACTONES; LIGHT NUCLEI; LYASES; MONOCARBOXYLIC ACIDS; NITROGEN COMPOUNDS; NUCLEI; ODD-EVEN NUCLEI; ORGANIC ACIDS; ORGANIC COMPOUNDS; ORGANIC NITROGEN COMPOUNDS; ORGANIC OXYGEN COMPOUNDS; ORGANIC SULFUR COMPOUNDS; PROTEINS; PYRANS; RADICALS; SEPARATION PROCESSES; SPECTRA; STABLE ISOTOPES; SULFOXIDES;
Optional Information
- Notes
- 39 refs., 1 tab., 3 sch.