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
Literature

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.

Compound Libraries

2-Phenylmelatonin is also offered as part of the Tocriscreen Plus. Find out more about compound libraries available from Tocris.

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.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 30.84 100
ethanol 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 solvent 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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Safety Datasheet

References

References are publications that support the products' biological activity.

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: Potent melatonin agonists MT Receptors Melatonin (MT) Receptors

Citations for 2-Phenylmelatonin

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GPCR

GPCR Product Listing

A collection of over 450 products for G protein-coupled receptors, the listing includes research tools for the study of:

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  • Frizzled Receptors
  • GPCR Signaling

Pathways for 2-Phenylmelatonin

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