Chemistry:Estradiol 17β-tetrahydropyranyl ether

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Short description: Chemical compound
Estradiol 17β-tetrahydropyranyl ether
Estradiol 17β-tetrahydropyranyl ether.svg
Clinical data
Other namesRS-2290; NSC-99694; Estra-1,3,5(10)-triene-17β-diol 17β-(tetrahydropyran-2-yl) ether; 17β-(Tetrahydro-2H-pyran-2-yloxy)estra-1,3,5(10)-trien-3-ol
Routes of
administration
By mouth[1][2][3][4]
Drug classEstrogen; Estrogen ether
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC23H32O3
Molar mass356.506 g·mol−1
3D model (JSmol)

Estradiol 17β-tetrahydropyranyl ether is a synthetic estrogen and estrogen ether which was never marketed.[1][3][4][2][5][6][7] It has been reported to possess improved oral activity relative to estradiol.[1][3][4] One study in animals found that it had 15 times the oral activity of estradiol.[1][3]

See also

References

  1. 1.0 1.1 1.2 1.3 Foye's Principles of Medicinal Chemistry. Lippincott Williams & Wilkins. 24 January 2012. pp. 1395–. ISBN 978-1-60913-345-0. https://books.google.com/books?id=Sd6ot9ul-bUC&pg=PA1395. 
  2. 2.0 2.1 "[Clinical pharmacology and biological characteristics of 3-tetrahydropyranyl ether of 17-beta-estradiol"] (in it). Minerva Ginecologica 24 (2): 70–81. February 1972. PMID 4603402. https://www.popline.org/node/486526. 
  3. 3.0 3.1 3.2 3.3 "Steroids CCLXX. Biologically-active labile ethers II. A new group of potent orally-active estrogens". Steroids 4 (3): 423–432. 1964. doi:10.1016/0039-128X(64)90155-2. ISSN 0039-128X. 
  4. 4.0 4.1 4.2 "Antifertility activity of various steroids in the female rat". Journal of Reproduction and Fertility 10: 105–113. August 1965. doi:10.1530/jrf.0.0100105. PMID 14337800. 
  5. "[On some pharmacobiological characteristics of a new estrogen derivative (3-tetrahydropyranyl ether of 17-beta-estradiol)]" (in it). Minerva Ginecologica 23 (17): 671–678. September 1971. PMID 5131894. 
  6. "[Clinical pharmacological aspects of a new hormone derivative (3-tetrahydropyranyl ether of 17-beta-estradiol)]" (in it). Minerva Ginecologica 23 (18): 711–724. September 1971. PMID 5131179. 
  7. "Proton and carbon-13 nuclear magnetic resonance spectroscopy of diastereoisomeric 3- and 17 beta-tetrahydropyranyl ether derivatives of estrone and estradiol". Steroids 55 (5): 209–221. May 1990. doi:10.1016/0039-128X(90)90018-7. PMID 2163125.