6-Fluoronorepinephrine

6-Fluoronorepinephrine (6-FNE) is a selective α1- and α2-adrenergic receptor full agonist related to norepinephrine.[1][2] It is the only selective full agonist for the α-adrenergic receptors known to date and has been used to study their function in scientific research.[2] Infusion of 6-FNE into the locus coeruleus of rodents produces marked hyperactivity and behavioral disinhibition by suppressing activity in the area via stimulation of α1-adrenergic receptors.[2][3]

6-Fluoronorepinephrine
Clinical data
ATC code
  • none
Legal status
Legal status
  • In general: uncontrolled
Identifiers
IUPAC name
  • 4-(2-amino-1-hydroxy-ethyl)-5-fluoro-benzene-1,2-diol
CAS Number
PubChem CID
IUPHAR/BPS
ChemSpider
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC8H10FNO3
Molar mass187.170 g·mol−1
3D model (JSmol)
SMILES
  • Fc1cc(O)c(O)cc1C(O)CN
InChI
  • InChI=1S/C8H10FNO3/c9-5-2-7(12)6(11)1-4(5)8(13)3-10/h1-2,8,11-13H,3,10H2 Y
  • Key:SBUQBFTXTZSRMH-UHFFFAOYSA-N Y
 NY (what is this?)  (verify)

References
  1. Kirk KL, Cantacuzene D, Nimitkitpaisan Y, McCulloh D, Padgett WL, Daly JW, Creveling CR (1979). "Synthesis and biological properties of 2-, 5-, and 6-fluoronorepinephrines". Journal of Medicinal Chemistry. 22 (12): 1493–7. doi:10.1021/jm00198a012. PMID 231654.
  2. Stone EA, Lin Y, Sarfraz Y, Quartermain D (2009). "Marked behavioral activation from inhibitory stimulation of locus coeruleus α1-adrenoceptors by a full agonist". Brain Research. 1291: 21–31. doi:10.1016/j.brainres.2009.07.049. PMC 2735576. PMID 19632210.
  3. Stone EA, Grunewald GL, Lin Y, Ahsan R, Rosengarten H, Kramer HK, Quartermain D (2003). "Role of epinephrine stimulation of CNS α1-adrenoceptors in motor activity in mice". Synapse. 49 (1): 67–76. doi:10.1002/syn.10212. PMID 12710017. S2CID 35324292.
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