title: A regioselective synthesis of some new pyrazol-1'-ylpyrazolo[1,5-a]pyrimidines in aqueous medium and their evaluation as antimicrobial agents.
abstract: An efficient and environmental benign regioselective synthesis of some new pyrazol-1'-ylpyrazolo[1,5-a]pyrimidines (7b-h) has been accomplished via treatment of 3(5)-amino-5(3)-hydrazinopyrazole dihydrochloride (5) with several unsymmetrical 1,3-diketones (6b-h) using water as a solvent without any catalysts or additives. The structure of 7b-h was established on the basis of rigorous analysis of (1)H, (13)C NMR, IR spectral data and MS. Eight compounds (7a-h) were screened for their antibacterial activity against two gram-positive and two gram-negative bacteria and compounds (7a, b, d and e) for antifungal activity against four phytopathogenic fungi. Compounds 7c and 7e manifest rather broad antibacterial activity than standard antibiotics. One lead compound, 7a (10mg/ml and 200mg/ml) exhibited equipotent or more potent antifungal activity against all tested microorganisms than standard drug.
authors.affiliation: Department of Chemistry, Kurukshetra University, Kurukshetra 136 119, India. ranjana67in@yahoo.com
authors.forename: Ranjana
authors.initials: R
authors.lastname: Aggarwal
authors.forename: Garima
authors.initials: G
authors.lastname: Sumran
authors.forename: Neelam
authors.initials: N
authors.lastname: Garg
authors.forename: Ashok
authors.initials: A
authors.lastname: Aggarwal
mesh_terms: D000081:Acetamides / Q000494:pharmacology; D000528:Alternaria / Q000187:drug effects / Q000254:growth & development; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001230:Aspergillus / Q000187:drug effects / Q000254:growth & development; D001409:Bacillus cereus / Q000187:drug effects / Q000254:growth & development; D004926:Escherichia coli / Q000187:drug effects / Q000254:growth & development; D005670:Fusarium / Q000187:drug effects / Q000254:growth & development; D005839:Gentamicins / Q000494:pharmacology; D006375:Helminthosporium / Q000187:drug effects / Q000254:growth & development; D000069349:Linezolid; D008826:Microbial Sensitivity Tests; D023303:Oxazolidinones / Q000494:pharmacology; D011550:Pseudomonas aeruginosa / Q000187:drug effects / Q000254:growth & development; D011720:Pyrazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D011743:Pyrimidines / Q000138:chemical synthesis* / Q000494:pharmacology; D013211:Staphylococcus aureus / Q000187:drug effects / Q000254:growth & development; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D000081:Acetamides; D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D005839:Gentamicins; D023303:Oxazolidinones; D011720:Pyrazoles; D011743:Pyrimidines; D000069349:Linezolid