Luzindole (N-0774), melatonin receptor antagonist

Key facts

CAS number

117946-91-5

Purity

>96%

Molecular weight

292.4 Da

Molecular formula

C₁₉H₂₀N₂O

PubChem

122162

Nature

Synthetic

Solubility

Soluble in ethanol to 100 mM

Soluble in DMSO to 100 mM

Biochemical name

Luzindole

Biological description

Competitive melatonin receptor antagonist (IC₅₀ = 1 μM). Shows selectivity towards melatonin 1B (K_i values are 45 and 603 nM for MEL-1B and MEL-1A respectively). Inhibits melatonin-induced pigment aggregation (IC₅₀ = 2.1 μM) and shows neuroprotective effects in vivo.

Canonical smiles

CC(=O)NCCC1=C(NC2=CC=CC=C21)CC3=CC=CC=C3

InChi

InChI=1S/C19H20N2O/c1-14(22)20-12-11-17-16-9-5-6-10-18(16)21-19(17)13-15-7-3-2-4-8-15/h2-10,21H,11-13H2,1H3,(H,20,22)

InChiKey

WVVXBPKOIZGVNS-UHFFFAOYSA-N

IUPAC Name

N-[2-(2-benzyl-1H-indol-3-yl)ethyl]acetamide