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WAY-166818

From Wikipedia - Reading time: 7 min
WAY-166818
Identifiers
  • 2-(4-Hydroxyphenyl)-1,3-benzoxazol-5-ol
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC13H9NO3
Molar mass227.219 g·mol−1
3D model (JSmol)
  • OC1=CC=C(C=C1)C1=NC2=CC(O)=CC=C2O1
  • InChI=1S/C13H9NO3/c15-9-3-1-8(2-4-9)13-14-11-7-10(16)5-6-12(11)17-13/h1-7,15-16H
  • Key:DPAMLAKLEWYMGF-UHFFFAOYSA-N

WAY-166818 is a synthetic, nonsteroidal estrogen related to WAY-200070 which is used in scientific research.[1][2] It acts as a highly selective full agonist of the ERβ, with 57- and 164-fold selectivity for the ERβ over the ERα in the rat and mouse, respectively.[1][2] At the human ERβ and ERα, WAY-166818 has IC50 values of 29 nM and 1227 nM (25-fold difference), respectively.[1] The compound has been verified to cross the blood-brain-barrier in rodents.[1][2]

See also

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References

[edit]
  1. ^ a b c d Malamas MS, Manas ES, McDevitt RE, Gunawan I, Xu ZB, Collini MD, Miller CP, Dinh T, Henderson RA, Keith JC, Harris HA (2004). "Design and synthesis of aryl diphenolic azoles as potent and selective estrogen receptor-beta ligands". J. Med. Chem. 47 (21): 5021–40. doi:10.1021/jm049719y. PMID 15456246.
  2. ^ a b c Merchenthaler I, Hoffman GE, Lane MV (2005). "Estrogen and estrogen receptor-{beta} (ER{beta})-selective ligands induce galanin expression within gonadotropin hormone-releasing hormone-immunoreactive neurons in the female rat brain". Endocrinology. 146 (6): 2760–5. doi:10.1210/en.2004-1562. PMID 15790727.


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