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Merck

286583

Sigma-Aldrich

5-Methoxytryptamin

97%

Synonym(e):

3-(2-Aminoethyl)-5-methoxy-indol

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About This Item

Empirische Formel (Hill-System):
C11H14N2O
CAS-Nummer:
Molekulargewicht:
190.24
Beilstein:
145587
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22

Qualitätsniveau

Assay

97%

Form

solid

mp (Schmelzpunkt)

121-123 °C (lit.)

SMILES String

COc1ccc2[nH]cc(CCN)c2c1

InChI

1S/C11H14N2O/c1-14-9-2-3-11-10(6-9)8(4-5-12)7-13-11/h2-3,6-7,13H,4-5,12H2,1H3

InChIKey

JTEJPPKMYBDEMY-UHFFFAOYSA-N

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Allgemeine Beschreibung

The protective effect of 5-methoxytryptamine (a metabolite of melatonin) in human keratinocytes against ultraviolet B (UVB) radiation was studied.

Anwendung

5-Methoxytryptamine was used as an agonist in the study of pharmacological profile of the 5-hydroxytryptamine 1 receptor.
Reactant for preparation of:
  • Carboline disaccharide domain of shishijimicin A
  • Melatonin analogs for the reduction of intraocular pressure
  • 5-HT4 receptor ligands
  • inhibitors of sortase A and isocitrate lyase
  • Therapeutic agents for treatment of ischemia/reperfusion (I/R) injury
  • Aurora and epidermal growth factor receptor kinase inhibitors
  • Agents for the treatment of human papillomavirus infection
  • Manzamine analogues for the control of neuroinflammation and cerebral infections
  • Inhibitors of pro-inflammatory cytokines
  • Tacrine-melatonin hybrids as multifunctional agents for alzheimer′s disease

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Piktogramme

Exclamation mark

Signalwort

Warning

H-Sätze

Gefahreneinstufungen

Acute Tox. 4 Oral

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


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Kunden haben sich ebenfalls angesehen

Amir Hanna-Elias et al.
European journal of medicinal chemistry, 44(7), 2952-2959 (2009-02-19)
Twenty-three indole-3-methanamines were designed, synthesized and evaluated as ligands for the 5-HT(4) receptor. Compounds I-d, I-j, I-o, I-q and I-u showed good affinity at 100 microM and I-o was found to be only 5-fold less potent than the agonists serotonin
Melatonin and its metabolites ameliorate ultraviolet B-induced damage in human epidermal keratinocytes.
Janjetovic Z, Nahmias ZP, Hanna S, et al.
Journal of Pineal Research, 57(1), 90-102 (2014)
Rut Vleugels et al.
PloS one, 8(5), e65052-e65052 (2013-06-07)
Serotonin (5-hydroxytryptamine, 5-HT) is known for its key role in modulating diverse physiological processes and behaviors by binding various 5-HT receptors. However, a lack of pharmacological knowledge impedes studies on invertebrate 5-HT receptors. Moreover, pharmacological information is urgently needed in
Brian J Prendergast
Endocrinology, 151(2), 714-721 (2009-12-08)
Environmental day length drives nocturnal pineal melatonin secretion, which in turn generates or entrains seasonal cycles of physiology, reproduction, and behavior. In mammals, melatonin (MEL) binds to a number of receptor subtypes including high-affinity (MT1 and MT2) and low-affinity (MT3
R Hardeland
Reproduction, nutrition, development, 39(3), 399-408 (1999-07-27)
Melatonin seems to be an almost ubiquitous substance, which has been detected not only in metazoans, but also in all major non-metazoan taxa investigated, including bacteria, dinoflagellates, euglenoids, trypanosomids, fungi, rhodophyceans, pheophyceans, chlorophyceans and angiosperms. Despite its vast abundance, little

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