Chemistry:Methallenestril

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Short description: Chemical compound
Methallenestril
Methallenestril.png
Clinical data
Trade namesCur-men, Ercostrol, Geklimon, Novestrine, Vallestril (also spelled Vallestrol or Vallestryl)
Other namesMethallenoestril; Methallenestrol; Methallenoestrol; Horeau's acid; Allenestrol 6-methyl ether; α,α-Dimethyl-β-ethylallenolic acid 6-methyl ether; β-Ethyl-6-methoxy-α,α-dimethyl-2-naphthalenepropionic acid
Routes of
administration
By mouth
Drug classNonsteroidal estrogen
ATC code
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC18H22O3
Molar mass286.371 g·mol−1
3D model (JSmol)
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Methallenestril (INN) (brand names Cur-men, Ercostrol, Geklimon, Novestrine, Vallestril), also known as methallenoestril (BAN) and as methallenestrol, as well as Horeau's acid,[1][2] is a synthetic nonsteroidal estrogen and a derivative of allenolic acid and allenestrol (specifically, a methyl ether of it) that was formerly used to treat menstrual issues but is now no longer marketed.[3][4][5][6] It is a seco-analogue of bisdehydrodoisynolic acid, and although methallenestril is potently estrogenic in rats, in humans it is only weakly so in comparison.[7] Vallestril was a brand of methallenestril issued by G. D. Searle & Company in the 1950s.[8] Methallenestril is taken by mouth.[9] By the oral route, a dose of 25 mg methallenestril is approximately equivalent to 1 mg diethylstilbestrol, 4 mg dienestrol, 20 mg hexestrol, 25 mg estrone, 2.5 mg conjugated estrogens, and 0.05 mg ethinylestradiol.[9]

See also

References

  1. Steroid Biochemistry. Academic Press. 1970. p. 144. ISBN 9780123366504. https://books.google.com/books?id=gAlrAAAAMAAJ. 
  2. "Synthetic oestrogens". The Journal of Pharmacy and Pharmacology 1 (3): 137–147. March 1949. doi:10.1111/j.2042-7158.1949.tb12391.x. PMID 18114509. 
  3. Dictionary of Pharmacological Agents. CRC Press. 21 November 1996. pp. 1295–. ISBN 978-0-412-46630-4. https://books.google.com/books?id=A0THacd46ZsC&pg=PA1295. 
  4. Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. 6 December 2012. pp. 177–. ISBN 978-94-011-4439-1. https://books.google.com/books?id=tsjrCAAAQBAJ&pg=PA177. 
  5. "Estrogens and Estrogenic Compounds". Principles of Endocrine Pharmacology. Springer Science & Business Media. 1986. pp. 136. ISBN 978-1-4684-5036-1. https://books.google.com/books?id=mTagBQAAQBAJ&pg=PT136. 
  6. "Normalization of hypercalcaemia of primary hyperparathyroidism by treatment with methallenestril, a synthetic oestrogen with low oestrogenicity". Urologia Internationalis 38 (6): 371–373. 1983. doi:10.1159/000280925. PMID 6659184. 
  7. Encyclopedia of chemical technology. Wiley. 1980. p. 670. ISBN 978-0-471-02065-3. https://books.google.com/books?id=yb9TAAAAMAAJ. 
  8. Catalog of Copyright Entries: Thrid Series. 17. Copyright Office, Library of Congress. July–December 1963. pp. 1984–. https://books.google.com/books?id=DB0hAQAAIAAJ&pg=PA1984. 
  9. 9.0 9.1 "The oestrogens". British Medical Journal 1 (5128): 1029–1031. April 1959. doi:10.1136/bmj.1.5128.1029. PMID 13638626.