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Abandoned drugs
Oxogestone phenpropionate
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    Oxogestone phenpropionate

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    Oxogestone phenpropionate
    Oxogestone phenpropionate.svg
    Clinical data
    Other names Oxogesterone phenpropionate; Xinogestone; Oxageston; 20β-Hydroxy-19-norprogesterone phenylpropionate; 20β-Dihydro-19-norprogesterone 20β-(3-phenylpropionate); 20β-Hydroxy-19-norpregn-4-en-3-one 20β-(3-phenylpropionate); (20R)-3-Oxo-19-norpregn-4-en-20-yl 3-phenylpropanoate
    Routes of
    administration    		 intramuscular injection
    Drug class Progestogen; Progestogen ester
    Identifiers
    • [(1R)-1-[(8R,9S,10R,13S,14S,17S)-13-methyl-3-oxo-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl] 3-phenylpropanoate
    CAS Number
    PubChem CID
    ChemSpider
    UNII
    KEGG
    ChEMBL
    CompTox Dashboard (EPA)
    Chemical and physical data
    Formula C29H38O3
    Molar mass 434.620 g·mol−1
    3D model (JSmol)
    • CC(C1CCC2C1(CCC3C2CCC4=CC(=O)CCC34)C)OC(=O)CCC5=CC=CC=C5
    • InChI=1S/C29H38O3/c1-19(32-28(31)15-8-20-6-4-3-5-7-20)26-13-14-27-25-11-9-21-18-22(30)10-12-23(21)24(25)16-17-29(26,27)2/h3-7,18-19,23-27H,8-17H2,1-2H3/t19-,23+,24-,25-,26-,27+,29-/m1/s1
    • Key:LHPBUFXEIOLURH-GQZONRFDSA-N

    Oxogestone phenpropionate (OPP; USAN) (former developmental code name or tentative brand name Oxageston), also known as xinogestone, as well as 20β-hydroxy-19-norprogesterone 20β-(3-phenylpropionate), is a progestin related to the 19-norprogesterone derivatives which was developed as an injectable hormonal contraceptive, specifically a progestogen-only injectable contraceptive, in the 1960s and early 1970s but was never marketed. It was studied at a dose of 50 to 75 mg once a month by intramuscular injection but was associated with a high failure rate with this regimen and was not further developed. OPP is the 20β-(3-phenylpropionate) ester of oxogestone, which, similarly, was never marketed.

    Parenteral potencies and durations of progestogens
    Compound Form Dose for specific uses (mg) DOA
    TFD POICD CICD
    Algestone acetophenide Oil soln. - – 75–150 14–32 d
    Gestonorone caproate Oil soln. 25–50 – – 8–13 d
    Hydroxyprogest. acetate Aq. susp. 350 – – 9–16 d
    Hydroxyprogest. caproate Oil soln. 250–500 – 250–500 5–21 d
    Medroxyprog. acetate Aq. susp. 50–100 150 25 14–50+ d
    Megestrol acetate Aq. susp. - – 25 >14 d
    Norethisterone enanthate Oil soln. 100–200 200 50 11–52 d
    Progesterone Oil soln. 200 – – 2–6 d
    Aq. soln. ? – – 1–2 d
    Aq. susp. 50–200 – – 7–14 d
    Notes and sources:

    See also



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