Luzindole

Modify Date: 2024-01-11 18:41:03

Luzindole structure	Common Name	Luzindole
	CAS Number	117946-91-5	Molecular Weight	292.375
	Density	1.2±0.1 g/cm3	Boiling Point	559.6±38.0 °C at 760 mmHg
	Molecular Formula	C₁₉H₂₀N₂O	Melting Point	44-46°C
	MSDS	USA	Flash Point	292.2±26.8 °C

Use of Luzindole

Luzindole (N-0774) is a selective melatonin receptor antagonist. Luzindole preferentially targets MT2 (Mel1b) over MT1 (Mel1a) with Ki values of 10.2 and 158 nM for human MT2 and MT1, respectively. Luzindole suppresses experimental autoimmune encephalomyelitis (EAE), and exerts antidepressant-like activity[1][2][3].

Name	N-[2-(2-benzyl-1H-indol-3-yl)ethyl]acetamide
Synonym	More Synonyms

Description	Luzindole (N-0774) is a selective melatonin receptor antagonist. Luzindole preferentially targets MT2 (Mel1b) over MT1 (Mel1a) with Ki values of 10.2 and 158 nM for human MT2 and MT1, respectively. Luzindole suppresses experimental autoimmune encephalomyelitis (EAE), and exerts antidepressant-like activity[1][2][3].
Related Catalog	Signaling Pathways >> Neuronal Signaling >> Melatonin Receptor Signaling Pathways >> GPCR/G Protein >> Melatonin Receptor Research Areas >> Neurological Disease
Target	Ki :10.2 nM (human MT2), 158 nM (human MT1)[1]
In Vitro	Luzindole (N-0774) (5-10 μg/ml) inhibits antigen-specific proliferation of the MBP-reactive LV-4 T cell line[1].
In Vivo	Luzindole (N-0774) (30 mg/kg; i.p.; days 0-5) suppresses experimental autoimmune encephalomyelitis[2]. Luzindole (N-0774) (30 mg/kg i.p.) reduces the time of immobility in a dose-dependent manner, the effect being more pronounced at midnight (60% reduction) than at noon (39% reduction). The effect of luzindole is time-dependent, showing a maximal effect at 60 min. The anti-immobility effect of luzindole (10 mg/kg i.p.) is prevented by the administration of melatonin (30 mg/kg i.p.). Luzindole (30 mg/kg i.p.) did not modify the time of immobility either at noon or midnight in the albino ND/4 mouse, or in the C57BL/6J mouse, which does not produce melatonin[3]. Animal Model: Twenty-three- to 12-week-old(SJL X PL/J ) F1 mice[2] Dosage: 30 mg/kg Administration: i.p.; days 0-5 (between 23: 00 and 1: 00 under conditions of minimal lighting) Result: Effectively prevented experimental autoimmune encephalomyelitis.
References	[1]. Dubocovich ML, et al. Melatonin receptor antagonists that differentiate between the human Mel1a and Mel1b recombinant subtypes are used to assess the pharmacological profile of the rabbit retina ML1 presynaptic heteroreceptor. Naunyn Schmiedebergs Arch Pharmacol. 1997 Mar;355(3):365-75. [2]. Constantinescu CS, et al. Luzindole, a melatonin receptor antagonist, suppresses experimental autoimmune encephalomyelitis. Pathobiology. 1997;65(4):190-4. [3]. Dubocovich ML Antidepressant-like activity of the melatonin receptor antagonist, luzindole (N-0774), in the mouse behavioral despair test. Eur J Pharmacol. 1990 Jul 3;182(2):313-25.

Density	1.2±0.1 g/cm3
Boiling Point	559.6±38.0 °C at 760 mmHg
Melting Point	44-46°C
Molecular Formula	C₁₉H₂₀N₂O
Molecular Weight	292.375
Flash Point	292.2±26.8 °C
Exact Mass	292.157562
PSA	44.89000
LogP	3.04
Vapour Pressure	0.0±1.5 mmHg at 25°C
Index of Refraction	1.632
Storage condition	−20°C
Stability	Store at -20°C
Water Solubility	DMSO: 5 mg/mL

Luzindole MSDS(Chinese)

Personal Protective Equipment	Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Safety Phrases	S24/25
RIDADR	NONH for all modes of transport
WGK Germany	3

tryptamine

CAS#:61-54-1

Luzindole

CAS#:117946-91-5

Literature: US5093352 A1, ; US 5093352 A

2-Benzyl-1H-indole

CAS#:3377-72-8

N-(2,2-Dimethox...

CAS#:62005-48-5

~73%

Luzindole

CAS#:117946-91-5

Literature: Journal of Organic Chemistry, , vol. 77, # 14 p. 6351 - 6357

Precursor 3
CAS#:61-54-1 tryptamine CAS#:3377-72-8 2-Benzyl-1H-indole CAS#:62005-48-5 N-(2,2-Dimethox...
DownStream 0

Inhibitory effect of melatonin on testosterone synthesis is mediated via GATA-4/SF-1 transcription factors.

Reprod. Biomed. Online 31 , 638-46, (2015)

The aim of the present study was to elucidate whether the GATA-4/SF-1 signalling pathway is involved in the inhibitory effects of melatonin on testosterone production in both the TM3 Leydig cell line ...

Selective protection of the cerebellum against intracerebroventricular LPS is mediated by local melatonin synthesis.

Brain Struct. Funct. 220(2) , 827-40, (2015)

Although melatonin is mainly produced by the pineal gland, an increasing number of extra-pineal sites of melatonin synthesis have been described. We previously demonstrated the existence of bidirectio...

The influence od melatonin receptors antagonists, luzindole and 4-phenyl-2-propionamidotetralin (4-P-PDOT), on melatonin-dependent vasopressin and adrenocorticotropic hormone (ACTH) release from the rat hypothalamo-hypophysial system. In vitro and in vivo studies.

J. Physiol. Pharmacol. 65(6) , 777-84, (2015)

Melatonin exerts its biological role acting via G protein-coupled membrane receptors - MT1 and MT2, as well as through cytoplasmic and/or nuclear receptors. Melatonin has previously been shown to chan...

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

Luzindole

Acetamide, N-[2-[2-(phenylmethyl)-1H-indol-3-yl]ethyl]-

N-Acetyl-2-benzyltryptamine

2-Benzyl-N-acetyltryptamine

N-0774

N-Acetyl-2-benzyltryptamine N-[2-[2-(Phenylmethyl)-1H-indol-3-yl]ethyl]acetamide

MFCD00672498

Arachidonyl serotonin

Tocris-0877

DC Chemicals Limited
China
Product Name: Luzindole
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Luzindole

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