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    • 48. 发明授权
      US3580937A 7alpha- and 7beta-methyl-3alpha,5alpha-cycloandrostanes,6-methyl derivatives thereof and the 19-nor analogues of the foregoing 失效
    • 7alpha- and 7beta-methyl-3alpha,5alpha-cycloandrostanes,6-methyl derivatives thereof and the 19-nor analogues of the foregoing
    • 7ALPHA-和7BETA-METHYL-3ALPHA，5ALPHA-CYCLOANDROSTANES，其中6-甲基衍生物和上述的19-非常的类似物
    • US3580937A
    • 1971-05-25
    • US3580937D
    • 1969-07-29
    • UPJOHN CO
    • CAMPBELL J ALLEN , BABCOCK JOHN C
    • C07J53/00 , C07C169/20
    • C07J53/00
    • THIS INVENTION RELATES TO NOVEL 7A- AND 7B- METHYL3A,5A-CYCLOANDROSTANES AND THEIR 19-NOR ANALOGUES EMBRACED BY THE FORMULA

      6-(Z''-O-),7-(CH3-),10-R1-3,5-CYCLOESTRANE WHERE CARBON 17

      OF THE RING IS REPLACED BY THE LETTER M

      WHEREIN $ IS A GENERIC EXPRESSION DENOTING A- AND B- BONDS AND MIXTURES THEREOF; R1 IS SELECTED FROM THE GROUP CONSISTING OF HYDROGEN AND METHYL; Z'' IS SELECTED FROM THE GROUP CONSISTING OF HYDROGEN, ALKYL OF FROM ONE THROUGH TWELVE CARBON ATOMS AND THE ACYL RADICAL OF A HYDROCARBON CARBOXYLIC ACID CONTAINING FROM ONE THROUGH TWELVE CARBON ATOMS; M IS SELECTED FROM THE GROUP CONSISTING OF

      -CO-, -C(-O-Z)(-C*C-A)-, -C(-O-Z)(-R3)-

      WHEREIN A IS SELECTED FROM THE GROUP CONSISTING OF HYDROGEN, ALKYL OF FROM ONE THROUGH FOUR CARBON ATOMS, CHLORINE, BROMINE, AND TRIFLUOROMETHYL; R3 IS SELECTED FROM THE GROUP CONSISTING OF HYDROGEN, ALKYL OF FROM ONE THROUGH TWELVE CARBON ATOMS AND ALKENYL OF FROM TWO THROUGH TWELVE CARBON ATOMS; Z IS SELECTED FROM THE GROUP CONSISTING OF HYDROGEN AND THE ACYL RADICAL OF A HYDROCARBON CARBOXYLIC ACID CONTAINING FROM ONE THROUGH TWELVE CARBON ATOMS. THESE COMPOUNDS (III) HAVE ANTI-FERTILITY, HYPOCHOLESTEREMIC, ANABOLIC, ESTROGENIC, ANTIHORMONAL AND CENTRAL NERVOUS SYSTEM DEPRESSING ACTIVITIES. THEY ARE CONSEQUENTLY USEFUL IN TREATING MAMMALS, INCLUDING HUMANS, AND BIRDS IN THOSE CONDITIONS WHERE THE FOREGOING PROPERTIES MAKE THE NEW COMPOUNDS VALUABLE IN MEDICAL AND VETERINARY PRACTICE. THESE COMPOUNDS ARE ADDITIONALLY USEFUL AS INTERMEDIATES IN THE PREPARATION OF THE CORRESPONDING REARRANGED 3-HYDROXY AND 3-ACYLOXY-$5-7-METHYL STEROIDS (E.G., THOSE PREPARED AND CLAIMED IN U.S. PAT. 3,380,886) WHEREIN R1 AND M ARE THE SAME AS GIVEN ABOVE FOR THE COMPOUNDS OF FORMULA III. THE AFORESAID $5-STEROIDS ARE HIGHLY POTENT ESTROGEN, ANTI-FERTILITY AND CHOLESTEROL-LOWERING AGENTS.
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