Diels-Alder adducts of fulvenes and halogenated dienes. Synthesis and insecticidal activity
| Autor: | W. J. Collins, D. B. Knight, N. J. Lewis |
|---|---|
| Rok vydání: | 1979 |
| Předmět: |
Male
Steric effects Insecticides Magnetic Resonance Spectroscopy Bicyclic molecule Cycloparaffins Nuclear magnetic resonance spectroscopy Carbon-13 NMR Fulvenes Medicinal chemistry Adduct Structure-Activity Relationship chemistry.chemical_compound chemistry Cyclization Houseflies Drug Discovery Animals Molecular Medicine Structure–activity relationship Female |
| Zdroj: | Journal of Medicinal Chemistry. 22:1505-1509 |
| ISSN: | 1520-4804 0022-2623 |
| DOI: | 10.1021/jm00198a014 |
| Popis: | A series of eight adducts (1--8) of substituted fulvenes and polychlorinated cyclodienes was synthesized by Diels-Alder cyclization. The products isolated were the endo bicyclo adducts as determined by detailed 1H and 13C NMR spectral analysis. Steric hindrance of end-product bridge substituents coupled with bulky substituents at C6 of the fulvenes led to one isomeric product in most cases. Compounds 1--8 demonstrated weak insecticidal action in Musca domestica as determined by topical LD50 and oral LC50 assays. |
| Databáze: | OpenAIRE |
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