Fluoroestradiol F-18

Chemical compound

  • US DailyMed: Fluoroestradiol
Routes of
administrationIntravenous injectionDrug classEstrogen; Diagnostic radiopharmaceuticalATC code
  • V09IX11 (WHO)
Legal statusLegal status
  • US: ℞-only[1]
Pharmacokinetic dataMetabolismLiver[1]ExcretionGallbladder and kidney[1]Identifiers
  • (8R,9S,13S,14S,16R,17R)-16-(18F)fluoranyl-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol
CAS Number
  • 94153-53-4
PubChem CID
  • 10869981
ChemSpider
  • 9045262
UNII
  • T32277KB09
KEGG
  • D11829
CompTox Dashboard (EPA)
  • DTXSID101027872 Edit this at Wikidata
Chemical and physical dataFormulaC18H23[18F]O2Molar mass289.37 [1]3D model (JSmol)
  • Interactive image
  • CC12CCC3C(C1CC(C2O)[18F])CCC4=C3C=CC(=C4)O
  • InChI=1S/C18H23FO2/c1-18-7-6-13-12-5-3-11(20)8-10(12)2-4-14(13)15(18)9-16(19)17(18)21/h3,5,8,13-17,20-21H,2,4,6-7,9H2,1H3/t13-,14-,15+,16-,17+,18+/m1/s1/i19-1
  • Key:KDLLNMRYZGUVMA-ZYMZXAKXSA-N

Fluoroestradiol F-18, also known as [18F]16α-fluoroestradiol and sold under the brand name Cerianna, is a radioactive diagnostic agent indicated for use with positron emission tomography (PET) imaging.[1][2][3][4][5] It is an analog of estrogen and is used to detect estrogen receptor-positive breast cancer lesions.[1]

Chemistry

Chemically, fluoroestradiol F-18 is [18F]16α-fluoro-3,17β-diol-estratriene-1,3,5(10).[1]

History

Fluoroestradiol F-18 was approved for medical use in the United States in May 2020.[6]

See also

References

  1. ^ a b c d e f g "Cerianna- fluoroestradiol f 18 injection". DailyMed. 20 May 2020. Retrieved 24 September 2020.
  2. ^ Katzenellenbogen JA (February 2020). "The quest for improving the management of breast cancer by functional imaging: The discovery and development of 16α-[18F]fluoroestradiol (FES), a PET radiotracer for the estrogen receptor, a historical review". Nucl. Med. Biol. 92: 24–37. doi:10.1016/j.nucmedbio.2020.02.007. ISSN 0969-8051. PMC 7442693. PMID 32229068.
  3. ^ Evangelista L, Guarneri V, Conte PF (2016). "18F-Fluoroestradiol Positron Emission Tomography in Breast Cancer Patients: Systematic Review of the Literature & Meta-Analysis". Curr Radiopharm. 9 (3): 244–257. doi:10.2174/1874471009666161019144950. PMID 27774910.
  4. ^ Liao GJ, Clark AS, Schubert EK, Mankoff DA (August 2016). "18F-Fluoroestradiol PET: Current Status and Potential Future Clinical Applications". J. Nucl. Med. 57 (8): 1269–75. doi:10.2967/jnumed.116.175596. PMID 27307345.
  5. ^ Sundararajan L, Linden HM, Link JM, Krohn KA, Mankoff DA (November 2007). "18F-Fluoroestradiol". Semin Nucl Med. 37 (6): 470–6. doi:10.1053/j.semnuclmed.2007.08.003. PMID 17920354.
  6. ^ "Cerianna: FDA-Approved Drugs". U.S. Food and Drug Administration (FDA). Retrieved 22 May 2020.

External links

  • "Fluoroestradiol F-18". Drug Information Portal. U.S. National Library of Medicine.
  • "Fluoroestradiol F-18". NCI Thesaurus. 4 May 2020.
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Central nervous system
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Radionuclides
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gamma ray/photon (SPECT/scintigraphy)
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  • 81mKr
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ERTooltip Estrogen receptor
Agonists
Mixed
(SERMsTooltip Selective estrogen receptor modulators)
Antagonists
  • Coregulator-binding modulators: ERX-11
GPERTooltip G protein-coupled estrogen receptor
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See also
Receptor/signaling modulators
Estrogens and antiestrogens
Androgen receptor modulators
Progesterone receptor modulators
List of estrogens
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