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286583

5-Methoxytryptamine

Name: 5-Methoxytryptamine
Brand: ALDRICH

97%

Synonym(s):

2-(5-Methoxyindol-3-yl)ethylamine, 3-(2-Aminoethyl)-5-methoxyindole, 5-MOT, 5-Methoxyindole-3-ethanamine, Deacetylmelatonin, NSC 56422

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About This Item

Empirical Formula (Hill Notation):

C₁₁H₁₄N₂O

CAS Number:

608-07-1

Molecular Weight:

190.24

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24857245

EC Number:

210-153-7

Beilstein/REAXYS Number:

145587

MDL number:

MFCD00005662

Assay:

97%

Form:

solid

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Properties

Quality Level

200

assay

97%

form

solid

drug control

Új pszichoaktív anyag / New psychoactive substance (Hungary), 78/2022. (XII. 28.) BM rendelet

mp

121-123 °C (lit.)

functional group

amine

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

InChI key

JTEJPPKMYBDEMY-UHFFFAOYSA-N

Gene Information

human ... HTR1A(3350), HTR2A(3356), HTR2C(3358)
rat ... Htr2a(29595), Htr2c(25187), Htr7(65032)

Description

General description

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

Application

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

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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pictograms

GHS07

signalword

Warning

hcodes

H302

pcodes

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Neuropsychotoxicity of abused drugs: molecular and neural mechanisms of neuropsychotoxicity induced by methamphetamine, 3,4-methylenedioxymethamphetamine (ecstasy), and 5-methoxy-N,N-diisopropyltryptamine (foxy).

Takayuki Nakagawa et al.

Journal of pharmacological sciences, 106(1), 2-8 (2008-01-17)

Psychostimulants including amphetamines and cocaine, opioids including morphine, and some recreational drugs share the ability to cause drug dependence and addiction. Although these drugs of abuse primarily act on distinct molecular targets, such as monoamine transporters or receptors, they finally

Melatonin and 5-methoxytryptamine in non-metazoans.

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

Developmental exposure to a serotonin agonist produces subsequent behavioral and neurochemical changes in the adult male prairie vole.

Melissa M Martin et al.

Physiology & behavior, 105(2), 529-535 (2011-10-01)

Autistic spectrum disorders (ASDs) are classified as pervasive developmental disorders characterized by abnormalities in various cognitive and behavioral functions. Although exact underlying causes are still unknown, nearly 30% of autistic patients show elevated blood levels of serotonin (5-HT) and, therefore

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Global Trade Item Number

SKU	GTIN
286583-1G	04061826264751
286583-100MG	04061826264744