2-Phenylmelatonin

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Cat.No. 0680 - 2-Phenylmelatonin | C19H20N2O2 | CAS No. 151889-03-1
Description: Potent melatonin agonist
Chemical Name: N-[2-(5-Methoxy-2-phenylindol-3-yl)ethyl]acetamide
Purity: ≥98% (HPLC)
Datasheet
Citations (3)
Reviews
Literature (1)

Biological Activity

Highly potent melatonin agonist; displays higher affinity and greater potency than melatonin itself. The EC50 values for G protein activation in MT1 and MT2-transfected cells are 65 and 58 pM respectively.

Technical Data

M. Wt 308.38
Formula C19H20N2O2
Storage Desiccate at +4°C
Purity ≥98% (HPLC)
CAS Number 151889-03-1
PubChem ID 4018512
InChI Key OFCLARYYBGKCHN-UHFFFAOYSA-N
Smiles COC1=CC=C2NC(=C(CCNC(C)=O)C2=C1)C1=CC=CC=C1

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
ethanol 30.84 100
DMSO 30.84 100

Preparing Stock Solutions

The following data is based on the product molecular weight 308.38. 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.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 3.24 mL 16.21 mL 32.43 mL
5 mM 0.65 mL 3.24 mL 6.49 mL
10 mM 0.32 mL 1.62 mL 3.24 mL
50 mM 0.06 mL 0.32 mL 0.65 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.

Nonno et al (1998) Pharmacological characterization of the human melatonin Mel1a receptor following stable transfection into NIH3T3 cells. Br.J.Pharmacol. 124 485 PMID: 9647472

Nonno et al (1999) Ligand efficacy and potency at recombinant human MT2 melatonin receptors: evidence for agonist activity of some mt1-antagonists. Br.J.Pharmacol. 127 1288 PMID: 10455277

Spadoni et al (1993) 2-Substituted 5-methoxy-N-acetyltryptamines: synthesis, binding affinity for the melatonin receptor, and evaluation of the biological activity. J.Med.Chem. 36 4069 PMID: 8258829


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Keywords: 2-Phenylmelatonin, 2-Phenylmelatonin supplier, Potent, melatonin, agonists, MT, Receptors, Melatonin, (MT), 0680, Tocris Bioscience

3 Citations for 2-Phenylmelatonin

Citations are publications that use Tocris products. Selected citations for 2-Phenylmelatonin include:

Akoume et al (2019) A Differential Hypofunctionality of Gαi Proteins Occurs in Adolescent Idiopathic Scoliosis and Correlates with the Risk of Disease Progression. Sci Rep 9 10074 PMID: 31296888

Stauch et al (2019) Structural basis of ligand recognition at the human MT1 melatonin receptor Nature 569 284 PMID: 31019306

Johansson et al (2019) XFEL structures of the human MT2 melatonin receptor reveal the basis of subtype selectivity. Nature 569 289 PMID: 31019305


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Literature in this Area

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