17-Alpha-propadienyl-19-nortestosterone and related compounds. A new series of potent orally active progestogens
| Autor: | Wendell H. Rooks, P. Crabbe, R. M. Landeros, J. H. Fried, M. Biollaz, J. A. Edwards, L. Cuellar |
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| Rok vydání: | 1971 |
| Předmět: |
Magnetic Resonance Spectroscopy
Optical Rotation Infrared Rays Ultraviolet Rays Allene Spectrum Analysis ALUMINUM HYDRIDE Alpha (ethology) Ether Pharmacology Alkenes chemistry.chemical_compound Health services Orally active Fertility chemistry Drug Discovery Molecular Medicine Organic chemistry Nandrolone Progestins Propadiene Contraceptives Oral |
| Zdroj: | Journal of medicinal chemistry. 14(12) |
| ISSN: | 0022-2623 |
| Popis: | The synthesis of several 17alpha-propadienyl of 18-methyl propadiene and of 17alpha allene steroids in the 19-nortestosterone and estradiol series is described. Of 2 methods described reduction of the monotetrahydropyranyloxy ether with lithium aluminum hydride was the most efficient; the second method involved the 17alpha-chloropropynyl intermediate. Oral progestagenic activites in the McPhail assay relative to norethindrone were 10-fold for 17beta-hydroxy-17alpha-propadienylestr-4-en-3-one 12-fold for 18-methyl-delta4-3-keto-propadiene 4-fold for 17alpha-propadienyl-4-ene-3beta17beta-diol. All had the same antiestrogenic activity. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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