Date published: 2025-12-8

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6-Chloromelatonin (CAS 63762-74-3)

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Application:
6-Chloromelatonin is a potent agonist of the melatonin receptors
CAS Number:
63762-74-3
Purity:
≥99%
Molecular Weight:
266.73
Molecular Formula:
C13H15ClN2O2
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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6-Chloromelatonin is a Melatonin (sc-207848) derivative and a potent agonist of the MEL-1 (melatonin receptors) with affinity comparable to Melatonin. Along with the Melatonin analogs 2-Iodomelatonin (sc-203463) and 2-Phenylmelatonin (sc-203466), 6-Chloromelatonin is used as part of a panel of agonists and antagonists in binding studies to probe the behavior of melatonin receptors. During characterization studies of a rabbit retinal melatonin receptor, Melatonin and 6-Chloromelatonin demonstrated similar agonist potency at inhibiting calcium-dependent dopamine release from the retina (IC50 = 40 pM for both compounds). Melatonin (at 0.1-2.0 mM) and 6-Chloromelatonin (at 0.1-0.5 mM) both depressed evoked hippocampal potentials similarly, and this action was perturbed by the MEL-1B-R partial antagonist Luzindole (sc-202700), elucidating the mechanism for Melatonin- and 6-Chloromelatonin-induced modulation of neuron potentials. 6-Chloromelatonin is an activator of MEL-1A-R and MEL-1B-R.


6-Chloromelatonin (CAS 63762-74-3) References

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  2. The modulation of neuronal activity by melatonin: in vitro studies on mouse hippocampal slices.  |  Hogan, MV., et al. 2001. J Pineal Res. 30: 87-96. PMID: 11270484
  3. Binding sites for [3H]-melatonin in human platelets.  |  Vacas, MI., et al. 1992. J Pineal Res. 13: 60-5. PMID: 1333527
  4. Characterization of a retinal melatonin receptor.  |  Dubocovich, ML. 1985. J Pharmacol Exp Ther. 234: 395-401. PMID: 2991499
  5. 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
  6. Reproductive effects of 6-chloromelatonin implants and/or injections in male and female Syrian hamsters (Mesocricetus auratus).  |  Vaughan, MK., et al. 1986. J Reprod Fertil. 78: 381-7. PMID: 3100781
  7. Inhibition of luteinizing hormone release and ovulation by 6-chloro- and 6-fluoromelatonin.  |  Clemens, JA., et al. 1980. Neuroendocrinology. 30: 83-7. PMID: 7188789
  8. Melatonin receptor-mediated inhibition of cyclic AMP accumulation in chick retinal cell cultures.  |  Iuvone, PM. and Gan, J. 1994. J Neurochem. 63: 118-24. PMID: 7515941
  9. Central-type benzodiazepine receptors mediate the antidopaminergic effect of clonazepam and melatonin in 6-hydroxydopamine lesioned rats: involvement of a GABAergic mechanism.  |  Tenn, CC. and Niles, LP. 1995. J Pharmacol Exp Ther. 274: 84-9. PMID: 7616453
  10. Melatonin receptor-mediated stimulation of phosphoinositide breakdown in chick brain slices.  |  Popova, JS. and Dubocovich, ML. 1995. J Neurochem. 64: 130-8. PMID: 7798906
  11. Melatonin receptor antagonists that differentiate between the human Mel1a and Mel1b recombinant subtypes are used to assess the pharmacological profile of the rabbit retina ML1 presynaptic heteroreceptor.  |  Dubocovich, ML., et al. 1997. Naunyn Schmiedebergs Arch Pharmacol. 355: 365-75. PMID: 9089668
  12. Reaction of melatonin and related indoles with hydroxyl radicals: EPR and spin trapping investigations.  |  Matuszak, Z., et al. 1997. Free Radic Biol Med. 23: 367-72. PMID: 9214572
  13. Pulse radiolysis studies of melatonin and chloromelatonin.  |  Roberts, JE., et al. 1998. J Photochem Photobiol B. 42: 125-32. PMID: 9540219

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

6-Chloromelatonin, 10 mg

sc-203481
10 mg
$87.00

6-Chloromelatonin, 50 mg

sc-203481A
50 mg
$325.00