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608-07-1 molecular structure
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2-(5-methoxy-1H-indol-3-yl)ethan-1-amine

ChemBase ID: 34025
Molecular Formular: C11H14N2O
Molecular Mass: 190.24166
Monoisotopic Mass: 190.11061308
SMILES and InChIs

SMILES:
[nH]1cc(c2c1ccc(c2)OC)CCN
Canonical SMILES:
NCCc1c[nH]c2c1cc(OC)cc2
InChI:
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

Cite this record

CBID:34025 http://www.chembase.cn/molecule-34025.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
2-(5-methoxy-1H-indol-3-yl)ethan-1-amine
IUPAC Traditional name
5-methoxytryptamine
5 methoxytryptamine
Synonyms
5-Methoxytryptamine
2-(5-Methoxyindol-3-yl)ethylamine
3-(2-Aminoethyl)-5-methoxyindole
5-Methoxyindole-3-ethanamine
5-MOT
Deacetylmelatonin
NSC 56422
5-Methoxytryptamine
2-(5-Methoxy-1H-indol-3-yl)ethanamine
2-(5-methoxy-1H-indol-3-yl)ethan-1-amine
5-METHOXYTRYPTAMINE FREE BASE
Mexamine
O-Methylserotonin
2-(5-Methoxy-1H-indol-3-yl)ethylamine
5-Methoxytryptamine
3-(2-Aminoethyl)-5-methoxy-1H-indole
2-(5-Methoxy-1H-indol-3-yl)ethanamine
2-[5-(Methyloxy)-1H-indol-3-yl]ethanamine
5-Methoxy-1H-indole-3-ethanamine
[2-(5-Methoxy-1H-indol-3-yl)ethyl]amine
Methoxytryptamine
5-甲氧基色胺
3-(2-氨基乙基)-5-甲氧基吲哚
5-甲基羟色胺
甲氧色胺
O-甲氧基色胺
CAS Number
608-07-1
66-83-1
EC Number
210-153-7
MDL Number
MFCD00005662
Beilstein Number
145587
PubChem SID
160997332
24857245
24883984
PubChem CID
1833
CHEBI ID
2089
CHEMBL
8165
Chemspider ID
1767
IUPHAR ligand ID
107
KEGG ID
C05659
Wikipedia Title
5-Methoxytryptamine

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 17.44662  H Acceptors
H Donor LogD (pH = 5.5) -1.6793671 
LogD (pH = 7.4) -0.9497424  Log P 1.3287662 
Molar Refractivity 56.8361 cm3 Polarizability 23.225039 Å3
Polar Surface Area 51.04 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
Chloroform expand Show data source
DMSO expand Show data source
Methanol expand Show data source
Apperance
Light Brown Solid expand Show data source
Melting Point
118-120°C expand Show data source
119 - 121°C expand Show data source
120-122 °C expand Show data source
121-123 °C expand Show data source
121-123 °C(lit.) expand Show data source
121-123°C expand Show data source
Hydrophobicity(logP)
1.444 expand Show data source
Storage Condition
2-8°C expand Show data source
Refrigerator expand Show data source
Storage Warning
IRRITANT expand Show data source
Irritant expand Show data source
RTECS
NL4059000 expand Show data source
European Hazard Symbols
Harmful Harmful (Xn) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
22 expand Show data source
Safety Statements
36 expand Show data source
TSCA Listed
false expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H302 expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves expand Show data source
Gene Information
human ... HTR1A(3350), HTR2A(3356), HTR2C(3358)rat ... Htr2a(29595), Htr2c(25187), Htr7(65032) expand Show data source
Purity
≥98.0% (NT) expand Show data source
95% expand Show data source
97% expand Show data source
98% expand Show data source
Grade
purum expand Show data source
Certificate of Analysis
Download expand Show data source
Download expand Show data source
Empirical Formula (Hill Notation)
C11H14N2O expand Show data source
Classification
Genuine Natural Compounds expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich TRC TRC
MP Biomedicals - 02100847 external link
Free Base
Off-white crystals
Sigma Aldrich - 286583 external link
Packaging
1 g in glass bottle
100 mg in glass bottle
Application
Reactant for preparation of:
• Carboline disaccharide domain of shishijimicin A1
• Melatonin analogs for the reduction of intraocular pressure2
• 5-HT4 receptor ligands3
• inhibitors of sortase A and isocitrate lyase4
• Therapeutic agents for treatment of ischemia/reperfusion (I/R) injury5
• Aurora and epidermal growth factor receptor kinase inhibitors6
• Agents for the treatment of human papillomavirus infection7
• Manzamine analogues for the control of neuroinflammation and cerebral infections8
• Inhibitors of pro-inflammatory cytokines9
• Tacrine-melatonin hybrids as multifunctional agents for alzheimer′s disease10
Sigma Aldrich - 65372 external link
Biochem/physiol Actions
Nonselective serotonin receptor agonist that lacks affinity for the 5-HT3 receptor.
Toronto Research Chemicals - M271695 external link
A tryptamine derivative that is closely related to the neurotransmitter Melatonin (M215000) and Serotonin (S274980). It acts as a full agonist at the 5-HT1, 5-HT2, 5-HT4, 5-HT6, and 5-HT7 receptors but has no affinity for the 5-HT3 receptor.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Yamada, J. et al.: Eur. J. Pharmacol., 323, 235 (1997)
  • • Craig, D.A. et al.: NAun. Schmied. Arch. Pharmacol., 342, 9 (1997)
  • • Hemedah, M. et al.: Br. J. Pharmacol., 126, 179 (1997)
  • • Millan-Plano, S. et al.: Int. J. Mol. Sci., 11, 312 (1997)
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PATENTS

PATENTS

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INTERNET

INTERNET

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