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Melatonin

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Definition: A biogenic amine that is found in animals and plants. In mammals, melatonin is produced by the PINEAL GLAND. Its secretion increases in darkness and decreases during exposure to light. Melatonin is implicated in the regulation of SLEEP, mood, and REPRODUCTION. Melatonin is also an effective antioxidant.     
Pharmacological Action Antioxidants; Central Nervous System Depressants
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
4-azamelatonin  0   Melatonin/*analogs & derivatives. J Org Chem. 2008 Sep 19;73(18):7390-3
7-azamelatonin  0   Melatonin/*analogs & derivatives. ChemMedChem. 2007 Jul;2(7):1071-5
benzyl-tribromomelatonin  0   Melatonin/*analogs & derivatives. J Pineal Res 2008 Apr;44(3):326-34
N-(4-chlorobenzoyl)melatonin  0   Melatonin/*analogs & derivatives. Biochem Pharmacol 2008 Jan 15;75(2):484-93
melatoninolipoamide  0   Thioctic Acid/*analogs & derivatives Melatonin/*analogs & derivatives. Bioorg Med Chem 2006 Sep 15;14(18):6414-9
3-(acetylaminomethyl)-2-(ethoxycarbonyl)-6-methoxy-1,3,4,5-tetrahydrobenzo(cd)indole  0   Melatonin/*analogs & derivatives. Bioorg Med Chem 2006 May 15;14(10):3383-91
2,3-dihydromelatonin  0   Melatonin/*analogs & derivatives. Pharmacol Res 2006 Jan;53(1):22-7
N1-nitrosomelatonin  0   *Nitroso Compounds Melatonin/*analogs & derivatives. J Org Chem. 2005 Jul 22;70(15):5790-8
beta-methyl-6-chloromelatonin  0   Melatonin/*analogs & derivatives. Life Sci 2004 Aug 27;75(15):1843-56
N-(2-(5-methoxy-2-oxo-2,3-dihydro-1H-indol-3-yl)ethyl)acetamide  0   Melatonin/*analogs & derivatives. J Pineal Res 2003 Nov;35(4):269-75
N-((1-(4-chlorobenzyl)-4-methoxy-1H-indol-2-yl)methyl)propanamide  0   *Indoles Melatonin/antagonists & inhibitors. J Med Chem 2001 Aug 30;44(18):2900-12
N-pentanoyl-2-benzyltryptamine  0   *Tryptamines Melatonin/antagonists & inhibitors. Cell Tissue Res 2000 Mar;299(3):299-306
S 22153  0   *Thiophenes Melatonin. Brain Res 1999 May 22;829(1-2):160-6
5-sulfatoxy-N-acetylserotonin  0   Serotonin/*analogs & derivatives Melatonin. J Pineal Res 1999 May;6(4):221-6
S 20304  0   *Cyclopropanes *Imides Melatonin Receptors, Cell Surface/agonists. Neuroreport 1998 Jan 26;9(2):249-53
N-(2-(1-naphthalenyl)ethyl)cyclobutanecarboxamide  152302-33-5   *Naphthalenes Melatonin/antagonists & inhibitors. Neurosci Lett 1997 Apr 25;226(2):119-22
2-phenylmelatonin  0   Melatonin/*analogs & derivatives. Biol Signals 1995 Nov-Dec;4(6):311-24
N-butanoyl-5-methoxytryptamine  153342-21-3   Melatonin/*analogs & derivatives. J Pineal Res 1993 Sep;15(2):104-7
S 20098  138112-76-2   *Acetamides Melatonin/agonists.
Pharma Action Hypnotics and Sedatives
Pharmacol Biochem Behav 1993 Sep;46(1):45-9
5-methoxy-N-isobutanoyltryptamine  66012-84-8   Melatonin/*analogs & derivatives. Endocrinology 1993 Mar;132(3):1329-36
2-bromomelatonin  142959-59-9   Melatonin/*analogs & derivatives. Life Sci 1992;51(7):479-85
5-methoxyluzindole  122853-28-5   Melatonin/*analogs & derivatives. J Pineal Res 1990;9(4):231
2-chloromelatonin  118747-02-7   Melatonin/*analogs & derivatives. J Pineal Res 1989;7(2):205
6-sulfatoxymelatonin  2208-40-4   Melatonin/*analogs & derivatives. Horm Metab Res 1987;19(9):437
1-acetyl-1,2,3,3a,8,8a-hexahydro-8a-hydroxy-5-methoxypyrrolo(2,3-b)indole  109210-52-8   Melatonin/*analogs & derivatives. Endocrinology 1987;120(6):2453
6-hydroxymelatonin glucuronide  94840-69-4   Melatonin/*analogs & derivatives. Clin Chem 1987;33(4):453
2-methyl-6,7-dichloromelatonin  104513-29-3   Melatonin/*analogs & derivatives. J Neural Transm (Suppl) 1986;21:451
2-iodomelatonin  93515-00-5 Acetamide, N-(2-(2-iodo-5-methoxy-1H-indol-3-yl)ethyl)-, (3beta)  Melatonin/*analogs & derivatives. Anal Biochem 1984;142(2):284
6-chloromelatonin  63762-74-3 N-(2-(6-chloro-5-methoxy-1H-indol-3-yl)ethyl)acetamide  Melatonin/*analogs & derivatives. Neuroendocrinology 30(2):83;1980
6-fluoromelatonin  62106-00-7 N-(2-(6-fluoro-5-methoxy-1H-indol-3-yl)ethyl)acetamide  Melatonin/*analogs & derivatives. Endocrinology 106(1):398;1980; Neuroendocrinology 30(2):83;1980
4,6-difluoromelatonin  62106-01-8   Melatonin/*analogs & derivatives. Endocrinology 106(1):398;1980
6-hydroxymelatonin  2208-41-5 N-(2(6-hydroxy-5-methoxy-1H-indol-3-yl)ethyl)acetamide  Melatonin/*analogs & derivatives.
Pharma Action Cardiotonic Agents
Endocrinology 1980;106(1):398; Hormone Res 8:84;1977; J Endocrinol 68(3):397;1976; Life Sci 1979;25(9):803

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Sources: NLM Medical Subject Headings, NIH UMLS, Drugs@FDA, FDA AERS original data copyright United States Government. No endorsement implied. Last modified 6/6/2012

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