PeptideDB

6-Chloromelatonin

CAS: 63762-74-3 F: C13H15ClN2O2 W: 266.72

6-Chloromelatonin is a potent melatonin receptor agonist with greater metabolic stability than melatonin. 6-Chloromelato
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Bioactivity 6-Chloromelatonin is a potent melatonin receptor agonist with greater metabolic stability than melatonin. 6-Chloromelatonin compete for [3H]-melatonin and 2-[125I]-iodomelatonin binding to MT1 receptors (pKi=8.9 and 9.1, respectively). 6-Chloromelatonin compete for [3H]-melatonin binding to MT2 receptors (pKi=9.77)[1][2].
Invitro 6-Chloromelatonin competes for [3H]-melatonin binding sites in human platelet (Ki=11.4 nM)[3]. 6-chloromelatonin (10 pM, 1 nM, 100 nM, 10 μM; 72 hours) inhibits, in a dose-dependent manner, forskolin-stimulated hCG-beta secretion in JEG-3 and BeWo cells but had no effect on basal human chorionic gonadotrophin (hCG-beta) levels[4].
In Vivo Rats injected with the melatonin agonist, 6-chloromelatonin (0.5 mg/kg) on the day after the phase shift has markedly higher excretion rates of 6-sulphatoxymelatonin compared to those of the controls[5].
Name 6-Chloromelatonin
CAS 63762-74-3
Formula C13H15ClN2O2
Molar Mass 266.72
Transport Room temperature in continental US; may vary elsewhere.
Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Reference [1]. Browning C, et al. Pharmacological characterization of human recombinant melatonin mt(1) and MT(2) receptors. Br J Pharmacol. 2000;129(5):877-886. [2]. Clemens JA, et al. Inhibition of luteinizing hormone release and ovulation by 6-chloro- and 6-fluoromelatonin. Neuroendocrinology. 1980;30(2):83-87. [3]. Vacas MI, et al. Binding sites for [3H]-melatonin in human platelets. J Pineal Res. 1992;13(2):60-65. [4]. Lanoix D, et al. Expression of melatoninergic receptors in human placental choriocarcinoma cell lines. Hum Reprod. 2006;21(8):1981-1989. [5]. Kennaway DJ, et al. A melatonin agonist and N-acetyl-N2-formyl-5-methoxykynurenamine accelerate the reentrainment of the melatonin rhythm following a phase advance of the light-dark cycle. Brain Res. 1989;495(2):349-354.