Luzindole

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Cat.No. 0877 - Luzindole | C19H20N2O | CAS No. 117946-91-5
Description: Competitive melatonin MT1/MT2 antagonist
Chemical Name: N-Acetyl-2-benzyltryptamine
Purity: ≥99% (HPLC)
Datasheet
Citations (16)
Reviews
Literature (1)

Biological Activity

Melatonin antagonist.

Compound Libraries

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Technical Data

M. Wt 292.38
Formula C19H20N2O
Storage Store at -20°C
Purity ≥99% (HPLC)
CAS Number 117946-91-5
PubChem ID 122162
InChI Key WVVXBPKOIZGVNS-UHFFFAOYSA-N
Smiles CC(=O)NCCC1=C(CC2=CC=CC=C2)NC2=CC=CC=C12

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 29.24 100
ethanol 29.24 100

Preparing Stock Solutions

The following data is based on the product molecular weight 292.38. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 3.42 mL 17.1 mL 34.2 mL
5 mM 0.68 mL 3.42 mL 6.84 mL
10 mM 0.34 mL 1.71 mL 3.42 mL
50 mM 0.07 mL 0.34 mL 0.68 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References

References are publications that support the biological activity of the product.

Dubocovich (1988) Luzindole (N-0774): a novel melatonin receptor antagonist. J.Pharmacol.Exp.Ther. 246 902 PMID: 2843633

Dubocovich et al (1990) Anti-depressant-like activity of the melatonin receptor antagonist, luzindole (N-0774), in mouse behavioural despair test. Eur.J.Pharmacol. 182 313 PMID: 2168835

Dubocovich (1995) Melatonin receptors: are there multiple subtypes? TiPS 16 50 PMID: 7762083


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Keywords: Luzindole, Luzindole supplier, Competitive, melatonin, MT1, MT2, antagonists, Receptors, Melatonin, (MT), 0877, Tocris Bioscience

16 Citations for Luzindole

Citations are publications that use Tocris products. Selected citations for Luzindole include:

Hou et al (2017) Homeostatic Plasticity Mediated by Rod-Cone Gap Junction Coupling in Retinal Degenerative Dystrophic RCS Rats. Front Cell Neurosci 11 98 PMID: 28473754

Cecon et al (2015) Amyloid β peptide directly impairs pineal gland melatonin synthesis and melatonin receptor signaling through the ERK pathway. FASEB J 29 2566 PMID: 25757565

Mickle et al (2010) Antinociceptive effects of melatonin in a rat model of post-inflammatory visceral hyperalgesia: a centrally mediated process. Pain 149 555 PMID: 20413219

Savinainen et al (2005) Identification of WIN55212-3 as a competitive neutral antagonist of the human cannabinoid CB2 receptor. Br J Pharmacol 145 636 PMID: 15852035

Chen et al (2014) Antinociceptive effects of novel melatonin receptor agonists in mouse models of abdominal pain. J Clin Invest 20 1298 PMID: 24574803

Roy et al (2001) Cyclical regulation of GnRH gene expression in GT1-7 GnRH-Secr.g neurons by melatonin. World J Gastroenterol 142 4711 PMID: 11606436

Sjöblom et al (2001) Peripheral melatonin mediates neural stimulation of duodenal mucosal bicarbonate secretion. J Pharmacol Exp Ther 108 625 PMID: 11518737

Legros et al (2014) Melatonin MT1 and MT2 receptors display different molecular pharmacologies only in the G-protein coupled state. Br J Pharmacol 171 186 PMID: 24117008

Nishiyama and Hirai (2014) The melatonin agonist rame. induces duration-dependent clock gene expression through cAMP signaling in pancreatic INS-1 β-cells. PLoS One 9 e102073 PMID: 25013953

Letra-Vilela et al (2016) Distinct roles of N-acetyl and 5-methoxy groups in the antiproliferative and neuroprotective effects of melatonin Molecular and Cellular Endocrinology 434 238 PMID: 27402602

Muxel et al (2013) NF-κB drives the synthesis of melatonin in RAW 264.7 macrophages by inducing the transcription of the arylalkylamine-N-acetyltransferase (AA-NAT) gene. Endocrinology 7 e52010 PMID: 23284853

Kojima et al (2011) Melatonin inhibits tachykinin NK2 receptor-triggered 5-HT release from guinea pig isolated colonic mucosa. Br J Pharmacol 162 1179 PMID: 21091649

Tunstall et al (2011) MT2 receptors mediate the inhibitory effects of melatonin on nitric oxide-induced relaxation of porcine isolated coronary arteries. J Neuroinflammation 336 127 PMID: 20959363

Silva et al (2007) Melatonin inhibits nitric oxide production by microvascular endothelial cells in vivo and in vitro. Br J Pharmacol 151 195 PMID: 17375079

Baba et al (2013) Heteromeric MT1/MT2 melatonin receptors modulate photoreceptor function. Sci Signal 6 ra89 PMID: 24106342

Faria et al (2013) Melatonin acts through MT1/MT2 receptors to activate hypothalamic Akt and suppress hepatic gluconeogenesis in rats. Am J Physiol Endocrinol Metab 305 E230 PMID: 23695212


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