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2-(5-Methoxyindol-3-yl)ethylamin

5-Methoxytryptamine  Struktur
608-07-1
CAS-Nr.
608-07-1
Bezeichnung:
2-(5-Methoxyindol-3-yl)ethylamin
Englisch Name:
5-Methoxytryptamine
Synonyma:
5-Methoxyindoleacetate;Methoxytryptamine;2-(5-METHOXY-1H-INDOL-3-YL)ETHANAMINE;Melatonin Related CoMpound A;2-(5-methoxy-1H-indol-3-yl)acetic acid;MEXAMINE;MEXAMINE HYDROCHLORIDE;5-METHOXYTRYPTAMINE HCL;2-(5-methoxyindol-3-yl)ethylamine;5MOT
CBNumber:
CB0676885
Summenformel:
C11H14N2O
Molgewicht:
190.24
MOL-Datei:
608-07-1.mol

2-(5-Methoxyindol-3-yl)ethylamin Eigenschaften

Schmelzpunkt:
121-123 °C (lit.)
Siedepunkt:
325.75°C (rough estimate)
Dichte
1.0815 (rough estimate)
Brechungsindex
1.5700 (estimate)
storage temp. 
2-8°C
L?slichkeit
Chloroform (Slightly), Methanol (Slightly)
Aggregatzustand
crystalline
pka
16.91±0.30(Predicted)
Farbe
white
Merck 
13,6032
BRN 
145587
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
SMILES
N1C2=C(C=C(OC)C=C2)C(CCN)=C1
CAS Datenbank
608-07-1(CAS DataBase Reference)
NIST chemische Informationen
5-Methoxytryptamine(608-07-1)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher Xn
R-S?tze: 22-36/37/38-20/21/22
S-S?tze: 36-26
WGK Germany  3
RTECS-Nr. NL4110000
8
HS Code  29339900
Toxizit?t LD50 intraperitoneal in mouse: 176mg/kg
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H302 Gesundheitssch?dlich bei Verschlucken. Akute Toxizit?t oral Kategorie 4 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P270, P301+P312, P330, P501
Sicherheit

2-(5-Methoxyindol-3-yl)ethylamin Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R22:Gesundheitssch?dlich beim Verschlucken.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R20/21/22:Gesundheitssch?dlich beim Einatmen,Verschlucken und Berührung mit der Haut.

S-S?tze Betriebsanweisung:

S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.

Beschreibung

5-Methoxytryptamine (5-MT), also known as mexamine, is a tryptamine derivative closely related to the neurotransmitters serotonin and melatonin. 5-MT has been shown to occur naturally in the body in low levels.It is biosynthesized via the deacetylation of melatonin in the pineal gland.
The protective effect of 5-methoxytryptamine (a metabolite of melatonin) in human keratinocytes against ultraviolet B (UVB) radiation was studied.
Melatonin and its metabolites ameliorate ultraviolet B-induced damage in human epidermal keratinocytes.

Chemische Eigenschaften

White to tan crystalline powder

Verwenden

5-Methoxytryptamine (Mexamine, Methoxytryptamine) is 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.

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

Definition

ChEBI: 5-methoxytryptamine is a member of the class of tryptamines that is the methyl ether derivative of serotonin. It has a role as a serotonergic agonist, a human metabolite, a mouse metabolite, a 5-hydroxytryptamine 2A receptor agonist, a 5-hydroxytryptamine 2C receptor agonist, a 5-hydroxytryptamine 2B receptor agonist, an antioxidant, a radiation protective agent, a neuroprotective agent and a cardioprotective agent. It is a member of tryptamines, an aromatic ether and a primary amino compound. It derives from a serotonin. It is a conjugate base of a 5-methoxytryptamine(1+).

Allgemeine Beschreibung

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

2-(5-Methoxyindol-3-yl)ethylamin Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


2-(5-Methoxyindol-3-yl)ethylamin Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

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608-07-1(2-(5-Methoxyindol-3-yl)ethylamin)Verwandte Suche:


  • 1H-Indole-3-ethanamine, 5-methoxy-
  • 3-(2-aminoethyl)-5-methoxy-indol
  • 5-methoxy-1h-indole-3-ethanamin
  • 5MOT
  • Ethanamine,2-(5-methoxy-3-indolyl)-
  • Indole, 3-(2-aminoethyl)-5-methoxy-
  • Meksamin (free base)
  • Mexamine base
  • ART-CHEM-BB B028531
  • AURORA KA-7772
  • BIO-FARMA BF000967
  • METHOXYTRYPTAMINE, 5-
  • 5-METHOXYTRYPTAMINE FREE BASE
  • 5-METHOXY-TRYPTAMIN
  • 2-[5-(Methyloxy)-1H-indol-3-yl]ethanaMine
  • 3-(2-Aminoethyl)-5-methoxyindole O-Methylserotonin
  • TIMTEC-BB SBB003309
  • RARECHEM AL BW 2333
  • O-METHYLSEROTONIN
  • O-METHYLSEROTONIN HYDROCHLORIDE
  • 5 - Methoxyl priMary aMine
  • 5-METHOXYTRYPTAMINE
  • AKOS JY2083095
  • AKOS B028531
  • AKOS BB-5620
  • 2-[5-METHOXYINDOL-3-YL]ETHYLAMINE HYDROCHLORIDE
  • 2-(5-METHOXY-1H-INDOL-3-YL)ETHANAMINE HYDROCHLORIDE
  • 2-(5-METHOXY-1H-INDOL-3-YL)-ETHYLAMINE
  • 3-(2-AMINOETHYL)-5-METHOXYINDOLE
  • 5-METHOXYTRYPTAMINE 98+%
  • Methyl sulfone(MSM)
  • 3-(2-Aminoethyl)-5-methoxyindole, 5-Methoxytryptamine, Mexamine
  • 5-Methoxy-1H-indole-3-ethan-1-amine
  • 5-METHOXYTRYPTAMINE(5MeOTry)
  • 5-Methoxytryptamine,97%
  • 3-(Aminoethyl)-5-methoxyindole
  • 5-Methoxy-[1H]-indole-3-ethanamine
  • Meksamin
  • 5-Methoxyindole-3-ethanamine
  • NSC 56422
  • 2-(5-methoxy-1H-indol-3-yl)ethanamine(SALTDATA: HCl)
  • 5-MethyltrptaMine
  • 2-(5-Methoxy-1H-indol-3-yl)ethylamine, 5-Methoxytryptamine
  • 3-(2-Aminoethyl)-5-methoxy-1H-indole
  • Melatonin Related Compound A (15 mg) (2-(5-methoxy-1H-indol-3-yl)ethanamine)
  • Deacetylmelatonin
  • EOS-62441
  • 2-(5-Methoxy-1H-indol-3-yl)ethanami
  • 5-Methoxy-3-indoleaceate
  • Melatonin USP Related Compound A
  • Melatonin USP RC A
  • Melatonin Impurity 1 (Melatonin USP Related Compound A)
  • 5-Methoxytryptamine ISO 9001:2015 REACH
  • Melatonin Related Compound A (N-Desacetyl Melatonin/ 5-Methoxytryptamine)
  • Melatonin Related Compound A (2-(5-methoxy-1H-indol-3-yl)ethanamine) (1380116)
  • Methoxytryptamine
  • 2-(5-methoxyindol-3-yl)ethylamine
  • MEXAMINE
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