Melatonin

• Catalog No.: Bio-0635
• CAS Number: 73-31-4
• M. F.: C13H16N2O2
• M. W.: 232.27834

SYNONYMS

• IUPAC name: N-[2-(5-methoxy-1H-indol-3-yl)ethyl]acetamide
• IUPAC Traditional name: N-[2-(5-methoxy-1H-indol-3-yl)ethyl]acetamide
• Synonyms: N -Acetyl-5-methoxytryptamine; N -[2-(5-Methoxy-1 H -indol-3-yl)ethyl]acetamide

DATABASE IDS

• CAS Number: 73-31-4

PROPERTIES

• Application(s): Product of tryptophan metabolism by the pineal gland
• Application(s): Potent effects on the control of seasonal reproduction in mammals
• Application(s): Synthesis and secretion subject to photoperiodic control
• Application(s): May influence circadian rhythms in humans
• Application(s): Tumour-inhibiting props. and role in immune system under investigation
• Biological Source: Isol. from bovine pineal glands
• Mechanism of Action: Prolactin antagonist
• Mechanism of Action: Dopamine antagonist

REFERENCES

• Aldrich Library of FT-IR Spectra, 1st edn., 1985, 2, 663A
• Aldrich Library of FT-IR Spectra, 1st edn., 1985, 2, 677A, (ir)
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• Szmuszkovicz, J. et al., J.O.C., 1960, 25, 857, (synth, uv)
• Quarles, W.G. et al., Acta Cryst. B, 1974, 30, 99, (cryst struct)
• Mattox, S.E. et al., Biomed. Mass Spectrom., 1975, 2, 272, (synth, ms)
• Minneman, K.P. et al., Life Sci., 1975, 17, 1189, (rev, pharmacol)
• Arendt, J., Clin. Endocrinol. (Oxford), 1988, 29, 205, (Melatonin, rev)
• Neville, S. et al., J. Pineal Res., 1989, 6, 73, (mutagenicity)
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• Reiter, R.J., Endocr. Rev., 1991, 12, 151, (Melatonin, rev)
• Guerrero, J.M. et al., Endocr. Rev., 1992, 18, 91, (Melatonin)
• Vivien-Roels, B. et al., Experientia, 1993, 49, 642, (rev, Melatonin)
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 1385, (Melatonin)
• Weniger, B. et al., Planta Med., 1995, 61, 569-570, (isol, deriv)
• Marais, W. et al., Synth. Commun., 1998, 28, 3681-3691, (Melatonin)
• Hwang, K.-J. et al., Synth. Commun., 1999, 29, 2099-2104, (Melatonin, synth, pmr)
• Somei, M. et al., Heterocycles, 2000, 53, 1725-1736, (Melatonin, synth)
• Somei, M. et al., Chem. Pharm. Bull., 2001, 49, 87-96, (synth, deriv, Melatonin)
• Amat, M. et al., Synthesis, 2001, 267-275, (Melatonin)
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, MCB350; MFT000; MFS400