Flumedroxone acetate

Source: Wikipedia, the free encyclopedia.
Flumedroxone acetate
Progestin; Progestogen ester
ATC code
)
Identifiers
  • [(6S,8R,9S,10R,13S,14S,17R)-17-acetyl-10,13-dimethyl-3-oxo-6-(trifluoromethyl)-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] acetate
JSmol)
  • CC(=O)[C@]1(CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C[C@@H](C4=CC(=O)CC[C@]34C)C(F)(F)F)C)OC(=O)C
  • InChI=1S/C24H31F3O4/c1-13(28)23(31-14(2)29)10-7-18-16-12-20(24(25,26)27)19-11-15(30)5-8-21(19,3)17(16)6-9-22(18,23)4/h11,16-18,20H,5-10,12H2,1-4H3/t16-,17+,18+,20+,21-,22+,23+/m1/s1
  • Key:MXZYUFNILISKBC-WXLIAARGSA-N

Flumedroxone acetate, sold under the brand names Demigran and Leomigran, is a

antimigraine agent.[2][3][4] It is taken by mouth.[1]

Medical uses

Flumedroxone acetate has been assessed in over 1,000 patients for the treatment of migraine, with effectiveness ranging from excellent to less than that of the reference antimigraine drug methysergide.[5] Other progestogens including medroxyprogesterone acetate, lynestrenol, allylestrenol, dydrogesterone, and normethandrone have also been found to be effective for migraine in a high percentage of women.[5]

Side effects

In accordance with its

menstrual irregularities, namely polymenorrhea, and breast tension as side effects in women.[5][6][7]

Pharmacology

Pharmacodynamics

Flumedroxone acetate is said to have weak or slight progestogenic activity without other hormonal activity, including no estrogenic, antiestrogenic, androgenic, anabolic, or glucocorticoid activity.[5][1]

Chemistry

See also: List of progestogens, Progestogen ester, and List of progestogen esters

Flumedroxone acetate, also known as 6α-(trifluoromethyl)-17α-acetoxyprogesterone or as 6α-(trifluoromethyl)-17α-acetoxypregn-4-ene-3,20-dione, is a

trifluoromethyl derivative of hydroxyprogesterone acetate (17α-acetoxyprogesterone).[2]

History

Flumedroxone acetate was introduced for medical use in the 1960s.[4]

Society and culture

Generic names

Flumedroxone is the

INNTooltip International Nonproprietary Name and BANTooltip British Approved Name of the free alcohol form of the drug, flumedroxone.[2] Flumedroxone acetate is also known by its developmental code name WG-537.[2]

Brand names

Flumedroxone acetate is or has been marketed under the brand names Demigran and Leomigran.[2][4]

Availability

Flumedroxone acetate is or has been marketed in Europe.[4]

See also

References

  1. ^
    ISBN 978-3-13-589501-7
    . Lundberg (1969) recommended the oral application of a steroid (flumedroxone) which has only a weak progesterone effect and does not display any other gonadotropic effects.
  2. ^
    ISBN 978-1-4757-2085-3
    .
  3. ^
    ISBN 978-0-470-28187-1
    .
  4. ^
    PMID 6020856
    .
  5. ^
    ISBN 978-3-642-88581-5
    .
  6. PMID 4877801
    .
  7. S2CID 9835328
    .
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