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286583 Aldrich

5-Methoxytryptamine

97%

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

  • CAS Number 608-07-1

  • Empirical Formula (Hill Notation) C11H14N2O

  • Molecular Weight 190.24

  •  Beilstein Registry Number 145587

  •  EC Number 210-153-7

  •  MDL number MFCD00005662

  •  PubChem Substance ID 24857245

  • Popular Documents:  FTNMR (PDF)  

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Properties

Related Categories Building Blocks, C11, Chemical Synthesis, Heterocyclic Building Blocks, Indoles More...
InChI Key   JTEJPPKMYBDEMY-UHFFFAOYSA-N
assay   97%
mp   121-123 °C(lit.)
Gene Information   human ... HTR1A(3350), HTR2A(3356), HTR2C(3358)
rat ... Htr2a(29595), Htr2c(25187), Htr7(65032)

Description

Packaging

1 g in glass bottle

100 mg in poly bottle

Bottomless glass bottle. Contents are inside inserted fused cone.

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

General description

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

Price and Availability

Suggested Laboratory Gloves


Laboratory GlovesThis substance has been tested against several types of hand protection for CE compliance. Click below to find the recommended gloves for handling this product.



Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
RTECS 
NL4059000

Documents

Certificate of Analysis

Certificate of Origin

Protocols & Articles

Articles

Indoles

Sigma-Aldrich is proud to offer a new series of ChemFiles—called Privileged Structures, to our Drug Discovery and Organic Synthesis customers. Each piece will highlight a specific motif, selected app...
Chemfiles Volume 4 Article 8
Keywords: Applications, Building blocks, Cardiovascular, Chemfiles, Company, Diabetes, Diseases, Drug discovery, Medicinal chemistry, Organic synthesis, Respiratory

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Indoles, Purines, and Their Isosteres

Substituted indoles and purines have frequently been referred to as “privileged structures” since they are capable of binding to multiple receptors with high affinity, and thus have applications acro...
Keywords: Building blocks, Medicinal chemistry

Peer-Reviewed Papers
15

References

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