Molecular structure of 2-Iodomelatonin, CAS Number: 93515-00-5
2-Iodomelatonin (CAS 93515-00-5)
See product citations (2)
Alternate Names:
N-[2-(2-Iodo-5-methoxyindol-3-yl)ethyl]acetamide
Application:
2-Iodomelatonin is a potent agonist of the melatonin receptors (MEL-1)
CAS Number:
93515-00-5
Purity:
≥98%
Molecular Weight:
358.18
Molecular Formula:
C13H15IN2O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
Available in US only.
Available in US only.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
2-Iodomelatonin is a potent agonist of MEL-1(melatonin receptors) with higher affinity than Melatonin (sc-207848) itself (30-fold more potent in CHO cells). 2-Iodomelatonin has been utilized for this strong agonist activity in probing and elucidating the behaviors of the melatonin MEL-1A-R, MEL-1B-R, and MT3 receptors. 2-[125I]-iodomelatonin is a useful radiolabel tool for identifying, characterizing, and localizing melatonin binding sites. In addition, this compound modulates the activity of various enzymes, such as nitric oxide synthase and cyclooxygenase, as well as various hormones, such as serotonin and melatonin. Studies have found antioxidant, anti-inflammatory, anti-cancer, neuroprotective, cardioprotective, and hepatoprotective activities of 2-Iodomelatonin.
2-Iodomelatonin (CAS 93515-00-5) References
- Pharmacological characterization of human recombinant melatonin mt(1) and MT(2) receptors. | Browning, C., et al. 2000. Br J Pharmacol. 129: 877-86. PMID: 10696085
- Potential involvement of mt1 receptor and attenuated sex steroid-induced calcium influx in the direct anti-proliferative action of melatonin on androgen-responsive LNCaP human prostate cancer cells. | Xi, SC., et al. 2000. J Pineal Res. 29: 172-83. PMID: 11034115
- 2-Bromomelatonin: synthesis and characterization of a potent melatonin agonist. | Duranti, E., et al. 1992. Life Sci. 51: 479-85. PMID: 1322481
- Melatonin receptor agonist 2-iodomelatonin prevents apoptosis of cerebellar granule neurons via K(+) current inhibition. | Jiao, S., et al. 2004. J Pineal Res. 36: 109-16. PMID: 14962062
- 2-iodomelatonin prevents apoptosis of cerebellar granule neurons via inhibition of A-type transient outward K+ currents. | Hu, CL., et al. 2005. J Pineal Res. 38: 53-61. PMID: 15617537
- Inhibitory action of melatonin and structurally related compounds on testosterone production by mouse Leydig cells in vitro. | Persengiev, S. and Kehajova, J. 1991. Cell Biochem Funct. 9: 281-6. PMID: 1807859
- Signal transduction of receptor-mediated antiproliferative action of melatonin on human prostate epithelial cells involves dual activation of Gα(s) and Gα(q) proteins. | Shiu, SY., et al. 2010. J Pineal Res. 49: 301-11. PMID: 20695976
- Characteristics and autoradiographic localization of 2-[125I]iodomelatonin binding sites in Djungarian hamster brain. | Duncan, MJ., et al. 1989. Endocrinology. 125: 1011-8. PMID: 2752961
- Antigonadal activity of the melatonin analogs 2-iodomelatonin and 2-chloromelatonin in the juvenile Djungarian hamster, Phodopus sungorus campbelli. | Sugden, D. 1989. J Pineal Res. 7: 205-9. PMID: 2769572
- Pharmacology and function of melatonin receptors. | Dubocovich, ML. 1988. FASEB J. 2: 2765-73. PMID: 2842214
- Luzindole (N-0774): a novel melatonin receptor antagonist. | Dubocovich, ML. 1988. J Pharmacol Exp Ther. 246: 902-10. PMID: 2843633
- Melatonin analogues induce pigment granule condensation in isolated Xenopus laevis melanophores in tissue culture. | Sugden, D. 1989. J Endocrinol. 120: R1-3. PMID: 2918260
- Use of 2-[125I]iodomelatonin to characterize melatonin binding sites in chicken retina. | Dubocovich, ML. and Takahashi, JS. 1987. Proc Natl Acad Sci U S A. 84: 3916-20. PMID: 3035559
- 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
- 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
Activator of:
MEL-1, and MEL-1B-R.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
2-Iodomelatonin, 10 mg | sc-203463 | 10 mg | $73.00 | |||
| US: Only available in the US | ||||||
2-Iodomelatonin, 50 mg | sc-203463A | 50 mg | $269.00 | |||
| US: Only available in the US | ||||||