2-Phenylmelatonin (CAS 151889-03-1)
Available in US only.
QUICK LINKS
2-Phenylmelatonin is an antagonist of melatonin. In rabbit parietal cortex tissue characterized by the presence of MEL-1A-R/MEL-1B-R receptors, 2-Phenylmelatonin antagonized melatonin-induced inhibition of neuronal firing in only 80% of the neurons tested, prompting the investigators to suggest a mixed activity. In guinea pig colon cells expressing solely MT3 receptors, 2-phenylmelatonin demonstrates antagonism of melatonin-induced contractions at low (subnanomolar) concentrations, and shows partial agonist induction of contractility at higher (nanomolar/micromolar) concentrations. Comparable antagonism (at 0.01nM) to the MT3-specific antagonist Prazocin (sc-204858) in this system further supports direct interaction of 2-Phenylmelatonin at the MT3 receptor. In a mouse fibroblast NIH3T3 system expressing transfected human MEL1A-R (melatonin receptor), 2-Phenylmelatonin demonstrated full agonism comparable to the action of melatonin (sc-207848) itself. This differential mixed antagonist/agonist activity makes 2-Phenylmelatonin a particularly useful tool in studying melatonin receptor characteristics.
2-Phenylmelatonin (CAS 151889-03-1) References
- Ligand efficacy and potency at recombinant human MT2 melatonin receptors: evidence for agonist activity of some mt1-antagonists. | Nonno, R., et al. 1999. Br J Pharmacol. 127: 1288-94. PMID: 10455277
- Negative regulation of cytosolic phospholipase A(2) by melatonin in the rat pineal gland. | Li, B., et al. 2000. Biochem J. 351 Pt 3: 709-16. PMID: 11042126
- 2-Phenylmelatonin: a partial agonist at enteric melatonin receptors. | Santagostino-Barbone, MG., et al. 2000. Pharmacol Toxicol. 87: 156-60. PMID: 11097268
- Modulation of blood glucose by melatonin: a direct action on melatonin receptors in mouse hepatocytes. | Poon, AM., et al. 2001. Biol Signals Recept. 10: 367-79. PMID: 11721092
- Melatonin receptors in rat hippocampus: molecular and functional investigations. | Musshoff, U., et al. 2002. Hippocampus. 12: 165-73. PMID: 12000116
- Receptor-mediated modulation of avian caecal muscle contraction by melatonin: role of tyrosine protein kinase. | Poon, AM., et al. 2002. J Pineal Res. 32: 199-208. PMID: 12074105
- Melatonin binding sites in the brain of European sea bass (Dicentrarchus labrax). | Bayarri, MJ., et al. 2004. Zoolog Sci. 21: 427-34. PMID: 15118230
- New evidence of melatonin receptor contribution to ram sperm functionality. | Gonzalez-Arto, M., et al. 2016. Reprod Fertil Dev. 28: 924-935. PMID: 25515626
- XFEL structures of the human MT2 melatonin receptor reveal the basis of subtype selectivity. | Johansson, LC., et al. 2019. Nature. 569: 289-292. PMID: 31019305
- 2-Arylmelatonin analogues: Probing the 2-phenyl binding pocket of melatonin MT1 and MT2 receptors. | Mari, M., et al. 2022. Eur J Med Chem. 243: 114762. PMID: 36150258
- 2-Substituted 5-methoxy-N-acyltryptamines: synthesis, binding affinity for the melatonin receptor, and evaluation of the biological activity. | Spadoni, G., et al. 1993. J Med Chem. 36: 4069-74. PMID: 8258829
- 2-[125I]Iodomelatonin binding sites in the quail heart: characteristics, distribution and modulation by guanine nucleotides and cations. | Pang, CS., et al. 1996. Life Sci. 58: 1047-57. PMID: 8622557
- Comparison of the pharmacological characteristics of 2-[125I]iodomelatonin binding sites in the lung, spleen, brain and kidney of chicken. | Pang, CS., et al. 1995. Biol Signals. 4: 311-24. PMID: 8688910
- Pharmacological characterization of the human melatonin Mel1a receptor following stable transfection into NIH3T3 cells. | Nonno, R., et al. 1998. Br J Pharmacol. 124: 485-92. PMID: 9647472
- Synthesis of 2-iodo- and 2-phenyl-[11C]melatonin: potential PET tracers for melatonin binding sites. | Chen, JJ., et al. 1998. Appl Radiat Isot. 49: 1573-9. PMID: 9745693
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
2-Phenylmelatonin, 10 mg | sc-203466 | 10 mg | $245.00 | |||
| US: Only available in the US | ||||||
2-Phenylmelatonin, 50 mg | sc-203466A | 50 mg | $587.00 | |||
| US: Only available in the US | ||||||