2-Iodomelatonin

2-Iodomelatonin

Identifiers
IUPAC name N-[2-(2-iodo-5-methoxy-1H-indol-3-yl)ethyl]acetamide
CAS Number	93515-00-5  Y
PubChem CID	115348
IUPHAR/BPS	1343
DrugBank	DB08190
ChemSpider	103191
UNII	2Q5TZ5754A
ChEBI	CHEBI:109558
ChEMBL	ChEMBL289233
CompTox Dashboard (EPA)	DTXSID30239462
Chemical and physical data
Formula	C13H15IN2O2
Molar mass	358.179 g·mol−1
3D model (JSmol)	Interactive image
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

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]

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-Schmiedeberg's Arch Pharmacol. 367 (6): 553–61. doi:10.1007/s00210-003-0751-2. PMID   12764576. S2CID   20279702.