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Sigma-Aldrich

Melatonin

≥99.5%

Synonym(e):

N-Acetyl-5-methoxy-tryptamin

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About This Item

Empirische Formel (Hill-System):
C13H16N2O2
CAS-Nummer:
73-31-4
Molekulargewicht:
232.28
Beilstein:
205542
EG-Nummer:
200-797-7
MDL-Nummer:
MFCD00005655
UNSPSC-Code:
12352200
PubChem Substanz-ID:
329757080

Assay

≥99.5%

Form

powder

mp (Schmelzpunkt)

116.5-118 °C (lit.)

SMILES String

COc1ccc2[nH]cc(CCNC(C)=O)c2c1

InChI

1S/C13H16N2O2/c1-9(16)14-6-5-10-8-15-13-4-3-11(17-2)7-12(10)13/h3-4,7-8,15H,5-6H2,1-2H3,(H,14,16)

InChIKey

DRLFMBDRBRZALE-UHFFFAOYSA-N

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Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 2

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

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Ismail Gögenur et al.
Journal of pineal research, 57(1), 10-15 (2014-04-09)
The aim was to examine the effect of perioperative melatonin treatment on clinical cardiac morbidity and markers of myocardial ischemia in patients undergoing elective surgery for abdominal aortic aneurism. Reperfusion injury results in increased cardiac morbidity in patients undergoing surgery
Mariano Bizzarri et al.
Expert opinion on therapeutic targets, 17(12), 1483-1496 (2013-09-17)
Compelling evidence has highlighted the complex pleiotropic functions elicited by the melatonin in cancer cells. Melatonin behaves as a 'smart killer', i.e., modulating anti-apoptotic processes in normal cells, and triggering pro-apoptotic signals in cancer cells. Melatonin induces programmed cell death
Juan R Calvo et al.
Journal of pineal research, 55(2), 103-120 (2013-07-31)
Melatonin is the major secretory product synthesized and secreted by the pineal gland and shows both a wide distribution within phylogenetically distant organisms from bacteria to humans and a great functional versatility. In recent years, a considerable amount of experimental
P Boyce et al.
Acta psychiatrica Scandinavica. Supplementum, (444)(444), 16-23 (2013-08-09)
Disturbances in circadian rhythms have been associated with major depression and may be an underlying mechanism for the disorder. Resynchronisation of circadian rhythms may provide a new approach to treatment, especially by manipulating melatonin secretion. Melatonin is secreted at night
Jack Falcón et al.
Proceedings of the National Academy of Sciences of the United States of America, 111(1), 314-319 (2013-12-20)
Melatonin (N-acetyl-5-methoxytrypamine) is the vertebrate hormone of the night: circulating levels at night are markedly higher than day levels. This increase is driven by precisely regulated increases in acetylation of serotonin in the pineal gland by arylalkylamine N-acetyltransferase (AANAT), the
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