2-Iodomelatonin

2-Iodomelatonin is a melatonin analog used as a radiolabelled ligand for the melatonin receptors, MT1, MT2, and MT3. It acts as a full agonist at both MT1 and MT2 receptors.[1]

2-Iodomelatonin
Identifiers
IUPAC name
  • N-[2-(2-iodo-5-methoxy-1H-indol-3-yl)ethyl]acetamide
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
ChEBI
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC13H15IN2O2
Molar mass358.179 g·mol−1
3D model (JSmol)
SMILES
  • CC(=O)NCCC1=C(NC2=C1C=C(C=C2)OC)I
InChI
  • InChI=1S/C13H15IN2O2/c1-8(17)15-6-5-10-11-7-9(18-2)3-4-12(11)16-13(10)14/h3-4,7,16H,5-6H2,1-2H3,(H,15,17)
  • Key:FJDDSMSDZHURBJ-UHFFFAOYSA-N

References
  1. Audinot V, Mailliet F, Lahaye-Brasseur C, Bonnaud A, Le Gall A, Amossé C, Dromaint S, Rodriguez M, Nagel N, Galizzi JP, Malpaux B, Guillaumet G, Lesieur D, Lefoulon F, Renard P, Delagrange P, Boutin JA (June 2003). "New selective ligands of human cloned melatonin MT1 and MT2 receptors". Naunyn Schmiedebergs Arch Pharmacol. 367 (6): 553–61. doi:10.1007/s00210-003-0751-2. PMID 12764576.
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