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Merck
CN

461326

Melatonin

≥99.5%

Synonym(s):

N-Acetyl-5-methoxytryptamine

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About This Item

Empirical Formula (Hill Notation):
C13H16N2O2
CAS Number:
Molecular Weight:
232.28
EC Number:
200-797-7
UNSPSC Code:
12352200
PubChem Substance ID:
Beilstein/REAXYS Number:
205542
MDL number:
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InChI key

DRLFMBDRBRZALE-UHFFFAOYSA-N

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)

SMILES string

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

assay

≥99.5%

form

powder

mp

116.5-118 °C (lit.)

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Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Reuben K Wong et al.
Digestive diseases and sciences, 60(1), 186-194 (2014-08-06)
Probiotics have treatment efficacy in irritable bowel syndrome (IBS), but the exact mechanism remains obscure. One hypothesis is the mediation of melatonin levels, leading to changes in IBS symptoms. The purpose of this study was to evaluate the effects of
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
Wen-Long Sheng et al.
PloS one, 10(2), e0117967-e0117967 (2015-02-26)
Intrinsically photosensitive retinal ganglion cells (ipRGCs) are involved in circadian and other non-image forming visual responses. An open question is whether the activity of these neurons may also be under the regulation mediated by the neurohormone melatonin. In the present
Valérie Biran et al.
Developmental medicine and child neurology, 56(8), 717-723 (2014-03-01)
The prevention of neurological disabilities following preterm birth remains a major public health challenge and efforts are still needed to test the neuroprotective properties of candidate molecules. Melatonin serves as a neuroprotectant in adult models of cerebral ischemia through its
Silvia Rivara et al.
Journal of medicinal chemistry, 50(26), 6618-6626 (2007-12-07)
A novel series of melatonin receptor ligands, characterized by a N-(substituted-anilinoethyl)amido scaffold, along with preliminary structure-activity relationships (SARs), is presented. MT1 and MT2 receptor binding affinity and intrinsic activity have been modulated by the introduction of different substituents on the

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