2-Phenylmelatonin - CAS 151889-03-1
Category: Inhibitor
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Molecular Formula:
C19H20N2O2
Molecular Weight:
308.38
COA:
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Targets:
Melatonin Receptor
Description:
2-Phenylmelatonin is an antagonist of the MEL-1A-R, MEL-1B-R, MT3, observed to demonstrate mixed antagonist/agonist activity in systems with differential expression of the receptor subtypes. And it is a highly potent melatonin agonist and displays higher affinity and greater potency than melatonin itself.
Purity:
≥98% by HPLC
Synonyms:
N-[2-(5-Methoxy-2-phenylindol-3-yl)ethyl]acetamide
Storage:
Store in a cool and dry place (or refer to the Certificate of Analysis).
MSDS:
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InChIKey:
OFCLARYYBGKCHN-UHFFFAOYSA-N
InChI:
InChI=1S/C19H20N2O2/c1-13(22)20-11-10-16-17-12-15(23-2)8-9-18(17)21-19(16)14-6-4-3-5-7-14/h3-9,12,21H,10-11H2,1-2H3,(H,20,22)
Canonical SMILES:
CC(=O)NCCC1=C(NC2=C1C=C(C=C2)OC)C3=CC=CC=C3
1.2-Phenylmelatonin: a partial agonist at enteric melatonin receptors.
Santagostino-Barbone MG1, Masoero E, Spelta V, Lucchelli A. Pharmacol Toxicol. 2000 Oct;87(4):156-60.
The effect of the melatonin receptor ligand, 2-phenylmelatonin, has been assessed in isolated strips of the guinea-pig proximal colon. 2-Phenylmelatonin (0.01 nM-1 microM) caused a concentration-dependent contractile response. The potency value (-log EC50) was 9.3 +/- 1.0. The maximum effect was 25 +/- 4%, of that elicited by the maximally effective concentration (0.3 microM) of 5-HT and 43 +/- 3%, of that by the maximally effective concentration (10 microM) of melatonin. When used as an antagonist, 2-phenylmelatonin (0.01 nM and 0.1 nM) concentration-dependently inhibited melatonin-induced contractions with depression of the maximum response by 25% and 54%, respectively. Higher (1 nM) 2-phenylmelatonin concentrations failed to antagonize melatonin-induced response. Prazosin (0.3 microM), a selective antagonist of melatonin MT3 sites, antagonized melatonin-induced contractions to an extent similar to that induced by 0.01 nM 2-phenylmelatonin (with 30% reduction of the maximum effect to melatonin).
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CAS 151889-03-1 2-Phenylmelatonin

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