Substance
ID:449608
Names and Identifiers
IUPAC name
N-[2-(5-methoxy-1H-indol-3-yl)ethyl]acetamide
Synonyms
MelatoninN -Acetyl-5-methoxytryptamineN -[2-(5-Methoxy-1 H -indol-3-yl)ethyl]acetamide
IUPAC Traditional name
N-[2-(5-methoxy-1H-indol-3-yl)ethyl]acetamide
Registration numbers
CAS Number
Properties
Product Information
Application(s)
Product of tryptophan metabolism by the pineal gland
Potent effects on the control of seasonal reproduction in mammals
Synthesis and secretion subject to photoperiodic control
Tumour-inhibiting props. and role in immune system under investigation
May influence circadian rhythms in humans
Biological Source
Isol. from bovine pineal glands
Pharmacology Properties
Mechanism of Action
Dopamine antagonist
Prolactin antagonist
Molecule Details
No Data Available
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Molecular Spectra
No Data Available
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References
• Aldrich Library of FT-IR Spectra, 1st edn., 1985, 2, 677A, (ir)
• Neville, S. et al., J. Pineal Res., 1989, 6, 73, (mutagenicity)
• Dubcovich, M.L., Adv. Pineal Res., 1991, 5, 343-349, (Melatonin, pharmacol)
• Reiter, R.J., Endocr. Rev., 1991, 12, 151, (Melatonin, rev)
• Guerrero, J.M. et al., Endocr. Rev., 1992, 18, 91, (Melatonin)
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 1385, (Melatonin)
• Minneman, K.P. et al., Life Sci., 1975, 17, 1189, (rev, pharmacol)
• Amat, M. et al., Synthesis, 2001, 267-275, (Melatonin)
• Aldrich Library of FT-IR Spectra, 1st edn., 1985, 2, 663A
• Arendt, J., Clin. Endocrinol. (Oxford), 1988, 29, 205, (Melatonin, rev)
• Somei, M. et al., Chem. Pharm. Bull., 2001, 49, 87-96, (synth, deriv, Melatonin)
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, MCB350; MFT000; MFS400
• 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)
• Marais, W. et al., Synth. Commun., 1998, 28, 3681-3691, (Melatonin)
• Mattox, S.E. et al., Biomed. Mass Spectrom., 1975, 2, 272, (synth, ms)
• Vivien-Roels, B. et al., Experientia, 1993, 49, 642, (rev, Melatonin)
• Weniger, B. et al., Planta Med., 1995, 61, 569-570, (isol, deriv)
• Adlerova, I. et al., Coll. Czech. Chem. Comm., 1960, 25, 784; CA, 54, 13095f
• 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)