title: Parallel Synthesis of bis-heterocyclic isoxazolylmethyl- and isoxazolinylmethylpyrazoles.
abstract: The solution-phase parallel synthesis of a 136-member library of isoxazol(in)e-CH(2)-pyrazoles is described. X-ray crystallographic structure determination verified the regioselectivities of the N-alkylation and nitrile oxide 1,3-dipolar cycloaddition steps. The construction of these pharmaceutically relevant heterocycles on solid support under microwave irradiation is also demonstrated. The resulting library of drug-like compounds has been added to the National Institutes of Health repository (approximately 10 mg of each with >or=90% purity) for pilot-scale biomedical studies with bioassay data available at the National Center for Biotechnology Information PubChem database. A subset of these compounds has been broadly screened by Dow AgroSciences for herbicidal, fungicidal, and insecticidal activity.
authors.affiliation: Department of Chemistry, University of California, Davis, Davis, California 95616, USA.
authors.forename: Liping
authors.initials: L
authors.lastname: Meng
authors.forename: Beth A
authors.initials: BA
authors.lastname: Lorsbach
authors.forename: Thomas C
authors.initials: TC
authors.lastname: Sparks
authors.forename: James C
authors.initials: JC
authors.lastname: Fettinger
authors.forename: Mark J
authors.initials: MJ
authors.lastname: Kurth
mesh_terms: D020650:Combinatorial Chemistry Techniques / Q000379:methods*; D018360:Crystallography, X-Ray; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010069:Oxadiazoles / Q000138:chemical synthesis* / Q000737:chemistry; D004364:Pharmaceutical Preparations / Q000138:chemical synthesis*; D011720:Pyrazoles / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D006571:Heterocyclic Compounds; D010069:Oxadiazoles; D004364:Pharmaceutical Preparations; D011720:Pyrazoles