286583

5-Methoxytryptamine

97%

• Synonym(s): 2-(5-Methoxyindol-3-yl)ethylamine, 3-(2-Aminoethyl)-5-methoxyindole, 5-MOT, 5-Methoxyindole-3-ethanamine, Deacetylmelatonin, NSC 56422
• Empirical Formula (Hill Notation): C₁₁H₁₄N₂O
• CAS Number: 608-07-1
• Molecular Weight: 190.24
• Beilstein/REAXYS Number: 145587
• EC Number: 210-153-7
• MDL number: MFCD00005662
• UNSPSC Code: 12352100
• PubChem Substance ID: 24857245
• NACRES: NA.22

Properties

• assay: 97%
• form: solid
• mp: 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
• 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.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• pcodes: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves