2-Iodomelatonin

Chemical compound

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

^ 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.

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Melatonin receptor modulators

MT₁Tooltip Melatonin receptor 1

Antagonists: Luzindole

MT₂Tooltip Melatonin receptor 2

Antagonists: Luzindole

Unsorted

Agonists: 2-Phenylmelatonin
5-Methoxyluzindole
6-Chloromelatonin
6-Fluoromelatonin
6-Methoxymelatonin
6,7-Dichloro-2-methylmelatonin
8-M-PDOT
AMMTC
GR-135,531 (of MT₃Tooltip melatonin receptor 1C)
N-Acetyltryptamine
N-Butanoylmelatonin
N-Propionylmelatonin
S-24268
S-25150

Antagonists: 4-P-ADOT
4-P-PDOT
DH-97
N-Acetyltryptamine (of MT₃)
Prazosin (of MT₃)
S-20928
S-22153
S-24601
S-25567
S-26131

See also: Receptor/signaling modulators
Adrenergics
Dopaminergics
Serotonergics
Monoamine metabolism modulators

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