Alpha-Ethyltryptamine
Grundinformationen
- CAS
2235-90-7- Standard-SMILES
CCC(N)Cc1c[nH]c2ccccc12- InChIKey
ZXUMUPVQYAFTLF-UHFFFAOYSA-N- Summenformel
- C12H16N2
- Durchschnittliche Molmasse
- 188,27 g/mol
- Monoisotopische Masse
- 188,13134852
Namen und Bezeichner
- Bevorzugter Name
- Alpha-Ethyltryptamine
- IUPAC
- 1-(1H-indol-3-yl)butan-2-amine
- Englischer Name
- α-Ethyltryptamine
- Summenformel
- C12H16N2
- Molmasse
- 188.27
Namen und Synonyme
ETRYPTAMINEalpha-Ethyltryptamine3-(2-Aminobutyl)indole2235-90-73-IndolylbutylamineEtriptaminaMonaseRo 3-1932Etryptaminum1H-Indole-3-ethanamine, alpha-ethyl-alphaETDTXSID1046764
Weitere Namen anzeigen
AURORA KA-7710Ethyltryptamineα-EthyltryptamineA-ETHYLTRYPTAMINE HCL
NSC-88061GR181O3R32DTXCID9026764NSC880612-ethyltryptamine3-(2-aminobutylindole)RefChem:1393041-(1H-indol-3-yl)butan-2-amine
Datenbank-Bezeichner
- CAS
2235-90-7- PubChem CID
- 8367
- DTXSID
DTXSID1046764- ChEMBL
CHEMBL1619758- ChEBI
CHEBI:134838- UNII
- GR181O3R32
- Nikkaji
- J7.373C
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 2,5
- Polarare Oberfläche (TPSA)
- 41,8 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 1
- Frei drehbare Bindungen
- 3
- Schwere Atome
- 14
- Formalladung
- 0
- Komplexität
- 181
Experimentelle und physikochemische Eigenschaften
LogS-2.57
Solubility510
Melting Point221
Kovats Retention Index1848
Physikochemische Eigenschaften
- Schmelzpunkt
- 97 · 97-99°
- Siedepunkt
- 313.29 °C · 313.29°C (rough estimate)
- Dichte
- 0.952 · 0.9520 (rough estimate)
- Brechungsindex
- 1.56 · 1.5600 (estimate)
- Löslichkeit
- 11 mg/ml; · DMF: 11 mg/ml; DMSO: 5 mg/ml; Ethanol: 20 mg/ml; Ethanol:PBS(pH 7.2) (1:1): 0.5 mg/ml
- Aggregatzustand
- A crystalline solid
- pka
- 17.22 · 17.22±0.30(Predicted)
- Wasserlöslichkeit
- 0.51 g/L · 0.51g/L(room temperature)
Sicherheit und Regulatorisches
Gefahrenhinweise
Regulatory InformationDEA schedule I controlled substance
Regulatorische Informationen
Regulatory InformationDEA schedule I controlled substance
Chemie und Industrie
Pharmakologische Informationen
PharmacodynamicsαET is a stimulant and psychedelic with MDMA like physiological effects. Like MDMA, increases in locomotor activity and mood elevation can be seen post administration. [2]
Mechanism of Action
The mechanism of action responsible for its antidepressant activity was believed to lie in its ability to inhibit monoamine oxidase, while its stimulant activity on the central nervous system appeared to result from its structural similarity to indole-based psychedelics. [5] Research discovered αET to be both a monoamine oxidase inhibitor and a potent monoamine releasing agent capable of serotonergic neurotoxicity. [3] The ability to release serotonin was linked to αET's MDMA like properties. [2] αET has been shown to release serotonin pre-synaptically, as well as lesser amounts of norepinephrine and dopamine.
Anwendungen
Verwendenα-Ethyltryptamine (E931900) is used as a stimulant and entactogen that have actions at multiple central nervous system (CNS) receptor sites.
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