6-Chloromelatonin

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].

Product Specifications

CAS Number

[63762-74-3]

UNSPSC

12352005

Hazard Statement

H301-H311-H315-H319-H331-H335-H360

Target

Melatonin Receptor

Type

Reference compound

Related Pathways

GPCR/G Protein; Neuronal Signaling

Applications

Metabolism-protein/nucleotide metabolism

Field of Research

Endocrinology

Assay Protocol

https://www.medchemexpress.com/6-chloromelatonin.html

Solubility

10 mM in DMSO

Smiles

CC(NCCC1=CNC2=C1C=C(OC)C(Cl)=C2)=O

Molecular Formula

C13H15ClN2O2

Molecular Weight

266.72

Precautions

P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P361+P364-P362+P364-P403+P233-P405-P501

References & Citations

[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.