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Methallenestril

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Methallenestril
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
  • 3-(6-Methoxynaphthalen-2-yl)-2,2-dimethylpentanoic acid
CAS Number
PubChemCID
ChemSpider
UNII
CompTox Dashboard(EPA)
ECHA InfoCard100.007.485Edit this at Wikidata
Chemical and physical data
FormulaC18H22O3
Molar mass286.371g·mol−1
3D model (JSmol)
  • CCC(c1ccc2cc(OC)ccc2c1)C(C)(C)C(=O)O
  • InChI=1S/C18H22O3/c1-5-16(18(2,3)17(19)20)14-7-6-13-11-15(21-4)9-8-12(13)10-14/h6-11,16H,5H2,1-4H3,(H,19,20)
  • Key:KHLJKRBMZVNZOC-UHFFFAOYSA-N
(verify)

Methallenestril(INNTooltip International Nonproprietary Name) (brand namesCur-men,Ercostrol,Geklimon,Novestrine,Vallestril), also known asmethallenoestril(BANTooltip British Approved Name) and asmethallenestrol,as well asHoreau's acid,[1][2]is asyntheticnonsteroidal estrogenand aderivativeofallenolic acidandallenestrol(specifically, amethyletherof it) that was formerly used to treatmenstrual issuesbut is now no longer marketed.[3][4][5][6]It is a seco-analogueofbisdehydrodoisynolic acid,and although methallenestril is potentlyestrogenicin rats, in humans it is only weakly so in comparison.[7]Vallestrilwas a brand of methallenestril issued byG. D. Searle & Companyin the 1950s.[8]Methallenestril is takenby mouth.[9]By the oral route, a dose of 25 mg methallenestril is approximately equivalent to 1 mgdiethylstilbestrol,4 mgdienestrol,20 mghexestrol,25 mgestrone,2.5 mgconjugated estrogens,and 0.05 mgethinylestradiol.[9]

See also

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References

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  1. ^Heftmann E (1970).Steroid Biochemistry.Academic Press. p. 144.ISBN9780123366504.
  2. ^Dodds EC (March 1949)."Synthetic oestrogens".The Journal of Pharmacy and Pharmacology.1(3): 137–147.doi:10.1111/j.2042-7158.1949.tb12391.x.PMID18114509.S2CID221921908.
  3. ^Ganellin CR, Triggle DJ (21 November 1996).Dictionary of Pharmacological Agents.CRC Press. pp. 1295–.ISBN978-0-412-46630-4.
  4. ^Morton IK, Hall JM (6 December 2012).Concise Dictionary of Pharmacological Agents: Properties and Synonyms.Springer Science & Business Media. pp. 177–.ISBN978-94-011-4439-1.
  5. ^Thomas JA, Keenan EJ (1986)."Estrogens and Estrogenic Compounds".Principles of Endocrine Pharmacology.Springer Science & Business Media. p. 136.ISBN978-1-4684-5036-1.
  6. ^Herbai G, Ljunghall S (1983). "Normalization of hypercalcaemia of primary hyperparathyroidism by treatment with methallenestril, a synthetic oestrogen with low oestrogenicity".Urologia Internationalis.38(6): 371–373.doi:10.1159/000280925.PMID6659184.
  7. ^Kirk RE, Othmer DF (1980).Encyclopedia of chemical technology.Wiley. p. 670.ISBN978-0-471-02065-3.
  8. ^Catalog of Copyright Entries: Third Series.Vol. 17. Copyright Office, Library of Congress. July–December 1963. pp. 1984–.
  9. ^abSwyer GI (April 1959)."The oestrogens".British Medical Journal.1(5128): 1029–1031.doi:10.1136/bmj.1.5128.1029.PMC1993181.PMID13638626.
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