Hexestrol dipropionate

Hexestrol dipropionate (brand name Hexanoestrol, Retalon Oleosum), or hexestrol dipropanoate, is a synthetic, nonsteroidal estrogen of the stilbestrol group related to diethylstilbestrol.[1] It is an ester of hexestrol,[1] and has been known since at least 1931.[2] The drug has been used in the past to inhibit lactation in women.[3][4]

Parenteral potencies and durations of nonsteroidal estrogens
EstrogenFormMajor brand name(s)EPD (14 days)Duration
Diethylstilbestrol (DES)Oil solutionMetestrol20 mg1 mg ≈ 2–3 days; 3 mg ≈ 3 days
Diethylstilbestrol dipropionateOil solutionCyren B12.5–15 mg2.5 mg ≈ 5 days
Aqueous suspension ?5 mg ? mg = 21–28 days
Dimestrol (DES dimethyl ether)Oil solutionDepot-Cyren, Depot-Oestromon, Retalon Retard20–40 mg ?
Fosfestrol (DES diphosphate)aAqueous solutionHonvan ?<1 day
Dienestrol diacetateAqueous suspensionFarmacyrol-Kristallsuspension50 mg ?
Hexestrol dipropionateOil solutionHormoestrol, Retalon Oleosum25 mg ?
Hexestrol diphosphateaAqueous solutionCytostesin, Pharmestrin, Retalon Aquosum ?Very short
Note: All by intramuscular injection unless otherwise noted. Footnotes: a = By intravenous injection. Sources: See template.
Hexestrol dipropionate
Clinical data
Other namesHexestrol 4,4'-dipropionate
Identifiers
IUPAC name
  • [4-[4-(4-propanoyloxyphenyl)hexan-3-yl]phenyl] propanoate
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
Chemical and physical data
FormulaC24H30O4
Molar mass382.500 g·mol−1
3D model (JSmol)
SMILES
  • CCC(C1=CC=C(C=C1)OC(=O)CC)C(CC)C2=CC=C(C=C2)OC(=O)CC
InChI
  • InChI=1S/C24H30O4/c1-5-21(17-9-13-19(14-10-17)27-23(25)7-3)22(6-2)18-11-15-20(16-12-18)28-24(26)8-4/h9-16,21-22H,5-8H2,1-4H3
  • Key:HZLYMVNJKHJFRO-UHFFFAOYSA-N

See also

References
  1. Elks J, Ganellin CR, Elks J, eds. (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. p. 163. doi:10.1007/978-1-4757-2085-3. ISBN 978-1-4757-2085-3. OCLC 898564124.
  2. Report. U.S. Government Printing Office. 1931. p. 104. LCCN sn85063598.
  3. Prescott F, Basden M (September 1944). "Inhibition of Lactation by Hexoestrol Dipropionate". British Medical Journal. 2 (4369): 428–30. doi:10.1136/bmj.2.4369.428. PMC 2286347. PMID 20785672.
  4. Thomas CC, ed. (1945). Journal of Clinical Endocrinology. p. 194. ISSN 0368-1610. LCCN 45029631. OCLC 1607514.


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