C0331
6-Chloromelatonin
Synonym(s):
N-Acetyl-6-chloro-5-methoxytryptamine
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About This Item
Empirical Formula (Hill Notation):
C13H15ClN2O2
CAS Number:
Molecular Weight:
266.72
MDL number:
UNSPSC Code:
12352103
solubility
alcohol: soluble
storage temp.
2-8°C
SMILES string
COc1cc2c(CCNC(C)=O)c[nH]c2cc1Cl
Gene Information
human ... MTNR1A(4543), MTNR1B(4544)
Biochem/physiol Actions
Melatonin agonist active at nanomolar concentrations; binds more strongly than melatonin at the receptor. Also has binding sites outside the CNS, i.e., at the adrenal gland. Possesses antiproliferative activity.
Regulatory Information
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S W Ying et al.
European journal of pharmacology, 246(2), 89-96 (1993-07-15)
In order to explore the potential oncostatic properties of the pineal hormone, melatonin, we have investigated its binding characteristics and functional effects in a human malignant melanoma (M-6) cell line. Binding studies in M-6 membranes showed the coexistence of 2-[125I]iodomelatonin
S P Persengiev
Life sciences, 51(9), 647-651 (1992-01-01)
Specific binding sites for 2-[125I] iodomelatonin, a selective radiolabeled melatonin receptor ligand, were detected and characterized in rat adrenal membranes. Saturation studies demonstrated that 2-[125I]iodomelatonin binds to a single class of sites with an affinity constant (Kd) of 541 pM
C Browning et al.
British journal of pharmacology, 129(5), 877-886 (2000-03-01)
We have pharmacologically characterized recombinant human mt(1) and MT(2) receptors, stably expressed in Chinese hamster ovary cells (CHO-mt(1) and CHO-MT(2)), by measurement of [(3)H]-melatonin binding and forskolin-stimulated cyclic AMP (cAMP) production. [3H]-melatonin bound to mt(1) and MT(2) receptors with pK(D)
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