Dimethylstilbestrol Explained

Dimethylstilbestrol (DMS) is a nonsteroidal estrogen of the stilbestrol group related to diethylstilbestrol which was never marketed.^{[1] [2] [3] [4] [5]} It is a so-called "weak", "impeded", or "short-acting" estrogen similarly to estriol and meso-butoestrol.^{[6] [7] [8] [9]} The affinity of DMS for the ER was reported as about 10% of that of estradiol.^[10] For comparison, diethylstilbestrol had 140% of the affinity of estradiol for the ER.

The endometrial proliferation dose of DMS in women is 20 mg. A single 12 mg intramuscular injection of DMS has a duration of approximately 12 days in humans.

Notes and References

1. Book: Pincus G . Blastocyst Development and Implantation . The Control of Fertility. https://books.google.com/books?id=ehQlBQAAQBAJ&pg=PA126 . 3 September 2013. Elsevier. 978-1-4832-7088-3. 126–.
2. Book: Emmens CW, Martin L . Anti-Estrogens. Dorfman RI . Steroidal Activity in Experimental Animals and Man. https://books.google.com/books?id=BbLfBAAAQBAJ&pg=PA83. 5 December 2016. Elsevier Science. 978-1-4832-7299-3. 83–.
3. Book: Hilf R, Wittliff JL . Mechanisms of Action of Estrogens . Sartorelli AC, Johns DG . Antineoplastic and Immunosuppressive Agents. https://books.google.com/books?id=aU_oCAAAQBAJ&pg=PA110. 27 November 2013. Springer Science & Business Media. 978-3-642-65806-8. 110–.
4. Book: Horwitz KB, McGuire WL . Antiestrogens: Mechanism of Action and Effects in Breast Cancer. McGuire W . Experimental Biology. https://books.google.com/books?id=q9HkBwAAQBAJ&pg=PA169 . 14 December 2013. Springer Science & Business Media. 978-1-4757-4673-0. 169–.
5. Book: Knörr K, Beller FK, Lauritzen C . Prinzipien der Hormonbehandlung: Die wichtigsten hormonalen Behandlungsmethoden . Lehrbuch der Gynäkologie . https://books.google.com/books?id=ACybBwAAQBAJ&pg=PA213. 17 April 2013. Springer-Verlag. 978-3-662-00942-0 .
6. Katzenellenbogen BS, Iwamoto HS, Heiman DF, Lan NC, Katzenellenbogen JA . Stilbestrols and stilbestrol derivatives: estrogenic potency and temporal relationships between estrogen receptor binding and uterine growth . Molecular and Cellular Endocrinology . 10 . 1 . 103–113 . 1978 . 564791 . 10.1016/0303-7207(78)90063-1 . 45882988 .
7. Martin L . Dimethylstilbestrol and 16-oxo-estradiol: anti-estrogens or estrogens? . Steroids . 13 . 1 . 1–10 . January 1969 . 5764482 . 10.1016/s0039-128x(69)80055-3 .
8. Emmens CW, Cox RI, Martin L . Oestrogen inhibitors of the stilboestrol series . The Journal of Endocrinology . 18 . 4 . 372–380 . July 1959 . 13820198 . 10.1677/joe.0.0180372 .
9. Emmens CW, Cox RI . Dimethylstilboestrol as an oestrogen inhibitor . The Journal of Endocrinology . 17 . 3 . 265–271 . September 1958 . 13587831 . 10.1677/joe.0.0170265 .
10. Jordan VC, Lieberman ME . Estrogen-stimulated prolactin synthesis in vitro. Classification of agonist, partial agonist, and antagonist actions based on structure . Molecular Pharmacology . 26 . 2 . 279–285 . September 1984 . 6541293 . 10.1.1.1064.9508 .