All Photos(2)
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:
Molecular Weight:
190.24
Beilstein:
145587
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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)
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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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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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
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
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
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
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
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