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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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