Chemistry:Mestilbol

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Short description: Chemical compound
Mestilbol
Mestilbol.svg
Clinical data
Trade namesMonomestro, Monomestrol
Other namesMonomethylstilbestrol; Diethylstilbestrol monomethyl ether
Drug classNonsteroidal estrogen; Estrogen ether
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
ChEBI
Chemical and physical data
FormulaC19H22O2
Molar mass282.383 g·mol−1
3D model (JSmol)

Mestilbol (brand name Monomestro or Monomestrol), also known as diethylstilbestrol monomethyl ether, is a synthetic nonsteroidal estrogen of the stilbestrol group related to diethylstilbestrol.[1][2][3] It was developed by Wallace & Tiernan Company,[3] patented in 1940,[4] and introduced for medical use in the 1940s,[5] but is now no longer marketed. Mestilbol was available both as oral tablets and in oil for intramuscular injection.[3][6] The drug is gradually demethylated in the body into diethylstilbestrol and hence is a prodrug of diethylstilbestrol.[7] Mestilbol is a highly active estrogen,[6] although somewhat less so than diethylstilbestrol,[8] but is longer-lasting in comparison.[9]

See also

References

  1. The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. 14 November 2014. p. 396. ISBN 978-1-4757-2085-3. https://books.google.com/books?id=0vXTBwAAQBAJ&pg=PA396. 
  2. Organic-chemical drugs and their synonyms: (an international survey). VCH Publishers. 1987. p. 923. ISBN 978-0-89573-552-2. https://books.google.com/books?id=k6fwAAAAMAAJ&q=%22monomestro%22. 
  3. 3.0 3.1 3.2 Council on Drugs (American Medical Association) (1955). New and Nonofficial Drugs. Lippincott. pp. 419–420. https://books.google.com/books?id=0n4YAQAAIAAJ&q=%22Monomestrol%22. 
  4. Emmet RE, "Monoalkyl ethers of diethylstilboestrol", US patent 2385468, issued 25 September 1945, assigned to US Filter Wallace and Tiernan Inc
  5. "Therapy of the Patient in the Menopause: Endocrine Methods". The Journal of Clinical Endocrinology & Metabolism 4 (12): 597–604. 1944. doi:10.1210/jcem-4-12-597. ISSN 0021-972X. 
  6. 6.0 6.1 Postgraduate Medicine. McGraw-Hill. 1949. p. 347. https://books.google.com/books?id=Cq7yAAAAMAAJ. 
  7. Annales de Bourgogne. Centre d'études bourguignonnes. 1940. https://books.google.com/books?id=JYlNAAAAMAAJ. 
  8. A Textbook of Medicine. Saunders. 1951. https://books.google.com/books?id=QUtBAAAAYAAJ. 
  9. A Textbook of Pharmacology: Principles and Application of Pharmacology to the Practice of Medicine. Saunders. 1952. https://books.google.com/books?id=rFzZT45hG6kC.