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Fluoroestradiol (18F)

From Wikipedia, the free encyclopedia
(Redirected from16α-Fluoroestradiol)
Chemical compound

Pharmaceutical compound
Fluoroestradiol (18F)
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 andkidney[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
PubChemCID
ChemSpider
UNII
KEGG
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC18H23[18F]O2
Molar mass289.37 [1]
3D model (JSmol)
  • 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 nameCerianna, is aradioactive diagnostic agent indicated for use withpositron emission tomography (PET)imaging.[1][2][3][4][5] It is ananalog ofestrogen and is used to detectestrogen receptor-positivebreast cancerlesions.[1]

Chemistry

[edit]

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

History

[edit]

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

References

[edit]
  1. ^abcdefg"Cerianna- fluoroestradiol f 18 injection".DailyMed. 20 May 2020. Retrieved24 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). Archived fromthe original on 20 August 2020. Retrieved22 May 2020.

External links

[edit]
Central nervous system
Skeletal system
Renal
Gastrointestinal/Hepatic
Respiratory system
Cardiovascular system
Inflammation/infection
Tumor
Adrenal cortex
Radionuclides
(includingtracers)
positron (PETlist)
gamma ray/photon (SPECT/scintigraphy)
ERTooltip Estrogen receptor
Agonists
Mixed
(SERMsTooltip Selective estrogen receptor modulators)
Antagonists
GPERTooltip G protein-coupled estrogen receptor
Agonists
Antagonists
Unknown
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