Antiprogestational agents. The synthesis of 7-alkyl steroidal ketones with anti-implantational and antidecidual activity |
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Authors: | Joyce F. Grunwell,Harvey D. Benson,J.O Neal Johnston,Vladimir Petrow |
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Affiliation: | Merrell-National Laboratories Division of Richardson-Merrell Inc. Cincinnati, Ohio 45215 U.S.A. |
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Abstract: | A series of 7α- and 7β- alkyl derivatives of steroidal 4-en- and 5-en-3-ones were prepared by 1,6-conjugate addition of organocopper reagents to various steroidal 4,6-dien-3-ones of the androstane, estrane and gonane series. Biological study of these and related compounds revealed that 17β-hydroxy-7α-methyl-5-androsten-3-one (2), 17β-hydroxy-7α-methyl-5-estren-3-one acetate and 17β-hydroxy-7α-methyl-4-estren-3-one acetate had significant anti-implantational and antidecidual activities. The contragestative effects were associated with the latter antihormonal properties, and not with the androgenicity of these compounds. |
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Keywords: | Address reprint requests to Dr. Harvey D. Benson Merrell-National Laboratories Division of Richardson-Merrell Inc. Cincinnati Ohio 45215. |
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