Fluoroestradiol F-18

Fluoroestradiol F-18
Clinical data
Trade namesCerianna
Other names[18F]16α-Fluoroestradiol; [18F]16α-Fluoroestra-1,3,5(10)-triene-3,17β-diol
License data
Routes of
administration		Intravenous injection
Drug classEstrogen; Diagnostic radiopharmaceutical
ATC code
Legal status
Legal status
Pharmacokinetic data
MetabolismLiver[1]
ExcretionGallbladder and kidney[1]
Identifiers
IUPAC name
  • (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
PubChem CID
ChemSpider
UNII
KEGG
Chemical and physical data
FormulaC18H23[18F]O2
Molar mass289.37[1]
3D model (JSmol)
SMILES
  • CC12CCC3C(C1CC(C2O)[18F])CCC4=C3C=CC(=C4)O
InChI
  • 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. 1 2 3 4 5 6 7 "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.
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