flumedroxone

{{Short description|Chemical compound}}

{{About|a non-clinically used progesterone derivative|the pharmaceutical drug|flumedroxone acetate}}

{{Drugbox

| verifiedrevid = 447816182

| IUPAC_name = (2R,8S,14S,15S)-14-acetyl-14-hydroxy-2,15-dimethyl-8-(trifluoromethyl)tetracyclo[8.7.0.02,7.011,15]heptadec-6-en-5-one

| image = Flumedroxone.svg

| alt = Skeletal formula of flumedroxone

| image2 = Flumedroxone 3D ball.png

| alt2 = Ball-and-stick model of the flumedroxone molecule

| tradename =

| pregnancy_AU =

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| CAS_number_Ref = {{cascite|correct|CAS}}

| CAS_number = 15687-21-5

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| PubChem = 71881

| DrugBank_Ref = {{drugbankcite|correct|drugbank}}

| DrugBank =

| ChEMBL = 2104932

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = K80185F39X

| ChemSpiderID = 16736667

| index2_label = Acetate salt

| CAS_number2_Ref = {{cascite|correct|CAS}}

| CAS_number2 = 987-18-8

| UNII2_Ref = {{fdacite|correct|FDA}}

| UNII2 = S0S93EK936

| C=22 | H=29 | F=3 | O=3

| smiles = 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)O

| StdInChI = 1S/C22H29F3O3/c1-12(26)21(28)9-6-16-14-11-18(22(23,24)25)17-10-13(27)4-7-19(17,2)15(14)5-8-20(16,21)3/h10,14-16,18,28H,4-9,11H2,1-3H3/t14-,15+,16+,18+,19-,20+,21+/m1/s1

| StdInChIKey = CDZJOBWKHSYNMO-SCUQKFFVSA-N

| synonyms = 17α-Hydroxy-6α-(trifluoromethyl)pregn-4-ene-3,20-dione; 6α-Trifluoromethyl-17α-hydroxyprogesterone

}}

Flumedroxone is a steroidal progestogen of the 17α-hydroxyprogesterone group that was never marketed.{{cite book | vauthors = J Elks J |title=The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies|url=https://books.google.com/books?id=0vXTBwAAQBAJ&pg=PA560|date=14 November 2014|publisher=Springer|isbn=978-1-4757-2085-3|pages=560–}} The C17α acetate ester of flumedroxone, flumedroxone acetate, has been marketed as an antimigraine drug.

References

{{Reflist}}

{{Progesterone receptor modulators}}

Category:Trifluoromethyl compounds

Category:Pregnanes

Category:Progestogens

Category:Abandoned drugs

{{Steroid-stub}}

{{Analgesic-stub}}