Chemistry:4-Fluoroestradiol

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Short description: Chemical compound
4-Fluoroestradiol
4-Fluoroestradiol.svg
Clinical data
Other names4-FE2; 4-F-17β-E2; 4-Fluoro-17β-estradiol; 4-Fluoroestra-1,3,5-(10)-triene-3,17β-diol; NSC-94528
Drug classEstrogen
Identifiers
CAS Number
PubChem CID
ChemSpider
ChEMBL
Chemical and physical data
FormulaC18H23FO2
Molar mass290.378 g·mol−1
3D model (JSmol)

4-Fluoroestradiol (4-FE2) is a synthetic estrogen and a derivative of estradiol which was never marketed.[1] It is specifically the 4-fluoro analogue of estradiol.[1] 4-Fluoroestradiol has 180 ± 43% of the affinity of estradiol for the estrogen receptor of rat uterine cytosol and shows potent uterotrophic activity similar to that of estradiol in mice and rats.[1][2] It has been labeled with fluorine-18 (18F) for potential use in medical imaging.[3][4][5]


See also

  • 16α-Fluoroestradiol

References

  1. 1.0 1.1 1.2 "The role of 2-methoxyestrone in estrogen action". Journal of Steroid Biochemistry 19 (1B): 635–638. July 1983. doi:10.1016/0022-4731(83)90229-7. PMID 6310247. 
  2. "Biological activities of 4-fluoro estrogen analogues". Journal of Steroid Biochemistry 19 (3): 1325–1328. September 1983. doi:10.1016/0022-4731(83)90158-9. PMID 6621038. 
  3. "Studies in the rat with 18F-4-fluoro-oestradiol and 18F-4-fluoro-oestrone as potential prostate scanning agents: comparison with 125I-2-iodo-oestradiol and 125I-2,4-di-iodo-oestradiol". The International Journal of Applied Radiation and Isotopes 30 (11): 695–700. November 1979. doi:10.1016/0020-708x(79)90111-x. PMID 544526. 
  4. "Radiolabeled steroidal estrogens in cancer research". Steroids 58 (6): 245–259. June 1993. doi:10.1016/0039-128x(93)90069-y. PMID 8212070. 
  5. "Fluorinated steroids and their derivatives". Journal of Fluorine Chemistry 185: 48–85. 2016. doi:10.1016/j.jfluchem.2016.03.009. ISSN 0022-1139.