Fosfestrol

Fosfestrol
Clinical data
Trade namesHonvan, others
Other namesDiethylstilbestrol diphosphate; Stilbestrol diphosphate; DESDP; DESP; DES-DP; DES-P
AHFS/Drugs.comInternational Drug Names
Routes of
administration		Intravenous, by mouth
Drug classNonsteroidal estrogen; Estrogen ester
ATC code
Legal status
Legal status
  • In general: ℞ (Prescription only)
Identifiers
  • [4-[4-(4-phosphonooxyphenyl)hex-3-en-3-yl]phenoxy]phosphonic acid
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.007.573 Edit this at Wikidata
Chemical and physical data
FormulaC18H22O8P2
Molar mass428.314 g·mol−1
3D model (JSmol)
  • O=P(Oc1ccc(cc1)\C(=C(\c2ccc(OP(=O)(O)O)cc2)CC)CC)(O)O
  • InChI=1S/C18H22O8P2/c1-3-17(13-5-9-15(10-6-13)25-27(19,20)21)18(4-2)14-7-11-16(12-8-14)26-28(22,23)24/h5-12H,3-4H2,1-2H3,(H2,19,20,21)(H2,22,23,24)/b18-17+ checkY
  • Key:NLORYLAYLIXTID-ISLYRVAYSA-N checkY
  (verify)

Fosfestrol, sold under the brand name Honvan and also known as diethylstilbestrol diphosphate (DESDP), is an estrogen medication which is used in the treatment of prostate cancer in men.[1][2][3] It is given by slow intravenous infusion once per day to once per week or by mouth once per day.[3][2]

Side effects of fosfestrol include nausea and vomiting, cardiovascular complications, blood clots, edema, and genital skin reactions, among others.[2] Fosfestrol is an estrogen, and hence is an agonist of the estrogen receptor, the biological target of estrogens like estradiol.[2][1][4] It acts as a prodrug of diethylstilbestrol.[2][1][5]

Fosfestrol was patented in 1941 and was introduced for medical use in 1955.[6] It was previously marketed widely throughout the world, but now remains available in only a few countries.[7][8][6][3]

  1. ^ a b c Droz JP, Kattan J, Bonnay M, Chraibi Y, Bekradda M, Culine S (February 1993). "High-dose continuous-infusion fosfestrol in hormone-resistant prostate cancer". Cancer. 71 (3 Suppl): 1123–1130. doi:10.1002/1097-0142(19930201)71:3+<1123::AID-CNCR2820711434>3.0.CO;2-T. PMID 8428334. S2CID 23078614.
  2. ^ a b c d e von Bruchhausen F, Dannhardt G, Ebel S, Frahm AW, Hackenthal E, Holzgrabe U (2 July 2013). Hagers Handbuch der Pharmazeutischen Praxis: Band 8: Stoffe E-O. Springer-Verlag. pp. 301–. ISBN 978-3-642-57994-3.
  3. ^ a b c Sweetman SC, ed. (2009). "Sex hormones and their modulators". Martindale: The Complete Drug Reference (36th ed.). London: Pharmaceutical Press. pp. 2104–2105. ISBN 978-0-85369-840-1.
  4. ^ Cite error: The named reference Oettel1999 was invoked but never defined (see the help page).
  5. ^ Cite error: The named reference Urotext2001 was invoked but never defined (see the help page).
  6. ^ a b Cite error: The named reference Publishing2013 was invoked but never defined (see the help page).
  7. ^ Cite error: The named reference IndexNominum2000 was invoked but never defined (see the help page).
  8. ^ Cite error: The named reference Drugs.com was invoked but never defined (see the help page).