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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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Functional human 5-HT6 receptor assay for high throughput screening of chemical ligands and binding proteins.

Hyun-Ji Kim et al.

Combinatorial chemistry & high throughput screening, 11(4), 316-324 (2008-05-14)

Continuous identification and validation of novel drug targets require the development of rapid, reliable, and sensitive cell-based high-throughput screening (HTS) methods for proposed targets. Recently, the 5-HT(6) receptor (5-HT(6)R), a member of the class of recently discovered 5-HT receptors, has

The catalytic competence of cytochrome P450 in the synthesis of serotonin from 5-methoxytryptamine in the brain: an in vitro study.

Anna Haduch et al.

Pharmacological research, 67(1), 53-59 (2012-10-27)

Brain serotonin has been implicated in the pathophysiology of a wide spectrum of psychiatric disorders, as well as in the mechanism of action of psychotropic drugs. The aim of present study was to identify rat cytochrome P450 (CYP) isoforms which

Synthesis and preliminary screening of novel indole-3-methanamines as 5-HT4 receptor ligands.

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

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Global Trade Item Number

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