2-(5-Methoxyindol-3-yl)ethylamin
5-Methoxyindoleacetate · 2-(5-METHOXY-1H-INDOL-3-YL)ETHANAMINE · 2-(5-methoxy-1H-indol-3-yl)acetic acid · Methoxytryptamine · MEXAMINE · O-METHYLSEROTONIN · Melatonin Related CoMpound A · MEXAMINE HYDROCHLORIDE
Identifikatoren & physikalische Daten
| CAS No. | 608-07-1 |
|---|---|
| Summenformel | C11H14N2O |
| Durchschnittliche Molmasse | 190,24 g/mol |
| Monoisotopische Masse | 190,11061307 g/mol |
| SMILES | COc1ccc2[nH]cc(CCN)c2c1 |
| InChIKey | JTEJPPKMYBDEMY-UHFFFAOYSA-N |
| PubChem CID | 1833 |
| ChEMBL | CHEMBL8165 |
| ChEBI | CHEBI:2089 |
| EC No. | 210-153-7 |
| DTXSID | DTXSID60209638 |
| Lokaler Name | 2-(5-Methoxyindol-3-yl)ethylamin |
Chemische & physikalische Eigenschaften
| XLogP | 0,5 |
|---|---|
| Polarare Oberfläche (TPSA) | 51 |
| H-Brücken-Donoren | 2 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 3 |
| Schwere Atome | 14 |
| Formalladung | 0 |
| Komplexität | 186 |
| Schmelzpunkt | 121.5 °C121-123 °C (lit.) |
| Physical Description | Solid |
| Collision Cross Section | 143.3 Ų [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]142.7 Ų [M+Na]+ [CCS Type: TW141.18 Ų [M-H]- [CCS Type: DTMethod: single field calibrated with Agilent tune mix (Agilent)] |
| Siedepunkt | 325.75°C (rough estimate) |
| Dichte | 1.0815 (rough estimate) |
| Brechungsindex | 1.5700 (estimate) |
| Lagerbedingungen | 2-8°C |
| Löslichkeit | Chloroform (Slightly), Methanol (Slightly) |
| pKa (Säurekonstante) | 16.91±0.30(Predicted) |
| Aggregatzustand | crystalline |
| 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 & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 2% (1 of 49) of reports.WarningH302 (95.9%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 49 reports by companies from 5 notifications to the ECHA C&L Inventory. |
|---|---|
| Regulatorische Informationen | Status: Active Update: 09-06-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/19684 |
| Hazard Classes and Categories | Acute Tox. 4 (95.9%) |
| F | 8 |
| Wassergefährdungsklasse (WGK) | 3 |
| Zollcode | 29339900 |
| RTECS-Nr. | NL4110000 |
| R-Sätze (R) | 22-36/37/38-20/21/22 |
| Toxizität | LD50 intraperitoneal in mouse: 176mg/kg |
| Gefahrensymbole | Xn |
| Sicherheitshinweise (S) | 36-26 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrenklasse | Acute Tox. 4 Oral |
Anwendungen & Verwendung
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.
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.