Chemistry:Luzindole

Luzindole
Clinical data
ATC code	None;
Legal status
Legal status	In general: non-regulated;
Identifiers
	IUPAC name N-[2-(2-benzyl-1H-indol-3-yl)ethyl]acetamide;
CAS Number	117946-91-5 ;
PubChem CID	122162;
ChemSpider	108959;
UNII	B31Y10A9UR;
ChEBI	CHEBI:131788 ;
Chemical and physical data
Formula	C19H20N2O
Molar mass	292.382 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C(NCCc2c1ccccc1[nH]c2Cc3ccccc3)C;
	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); Key:WVVXBPKOIZGVNS-UHFFFAOYSA-N;

Short description: Chemical compound

Luzindole (N-0774), (N-acetyl-2-benzyltryptamine), is a drug used in scientific research to study the role of melatonin in the body. Luzindole acts as a selective melatonin receptor antagonist,^[1] with approximately 11- to 25-fold greater affinity for the MT₂ over the MT₁ receptor.^[2]^[3] In animal studies, it has been observed to disrupt the circadian rhythm as well as produce antidepressant effects.^[2]^[4]

References

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Original source: https://en.wikipedia.org/wiki/Luzindole. Read more

v t e Melatonin receptor modulators
MT₁	Agonists: 6-Hydroxymelatonin Agomelatine Fabomotizole (afobazole) GR-196,429 Melatonin N-Acetylserotonin (normelatonin) Piromelatine Ramelteon Tasimelteon TIK-301 (LY-156,735) Antagonists: Luzindole
MT₂	Agonists: 6-Hydroxymelatonin Agomelatine GR-196,429 Melatonin N-Acetylserotonin (normelatonin) Piromelatine Ramelteon Tasimelteon TIK-301 (LY-156,735) Antagonists: Luzindole
Unsorted	Agonists: 2-Iodomelatonin 2-Phenylmelatonin 5-Methoxyluzindole 6-Chloromelatonin 6-Fluoromelatonin 6-Methoxymelatonin 6,7-Dichloro-2-methylmelatonin 8-M-PDOT AMMTC GR-135,531 (of MT₃) 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

Clinical data

ATC code	None
Legal status
Legal status	In general: non-regulated
Identifiers
IUPAC name N-[2-(2-benzyl-1H-indol-3-yl)ethyl]acetamide
CAS Number	117946-91-5^Y
PubChem CID	122162
ChemSpider	108959
UNII	B31Y10A9UR
ChEBI	CHEBI:131788^Y
Chemical and physical data
Formula	C₁₉H₂₀N₂O
Molar mass	292.382 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O=C(NCCc2c1ccccc1[nH]c2Cc3ccccc3)C
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) Key:WVVXBPKOIZGVNS-UHFFFAOYSA-N