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α-Ethyltryptamine

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α-Ethyltryptamine Basic information

Product Name:
α-Ethyltryptamine
Synonyms:
  • AURORA KA-7710
  • 1-(1H-INDOL-3-YLMETHYL)-PROPYLAMINE
  • 3-(2-AMINOBUTYL)INDOLE
  • ALPHA-ETHYLTRYPTAMINE
  • 3-(2-Aminobutyl)-1H-indole
  • α-Ethyl-1H-indole-3-ethan-1-amine
  • α-Ethyltryptamine
  • 1H-Indole-3-ethanamine, .alpha.-ethyl-
CAS:
2235-90-7
MF:
C12H16N2
MW:
188.27
Product Categories:
  • Amines, Drug Analogues, Indole Derivatives, Pharmaceuticals, Intermediates & Fine Chemicals
Mol File:
2235-90-7.mol
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α-Ethyltryptamine Chemical Properties

Melting point:
97-99°
Boiling point:
313.29°C (rough estimate)
Density 
0.9520 (rough estimate)
refractive index 
1.5600 (estimate)
solubility 
DMF: 11 mg/ml; DMSO: 5 mg/ml; Ethanol: 20 mg/ml; Ethanol:PBS(pH 7.2) (1:1): 0.5 mg/ml
form 
A crystalline solid
pka
17.22±0.30(Predicted)
Water Solubility 
0.51g/L(room temperature)
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α-Ethyltryptamine Usage And Synthesis

Originator

Monase,Upjohn,US,1961

Uses

α-Ethyltryptamine (E931900) is used as a stimulant and entactogen that have actions at multiple central nervous system (CNS) receptor sites.

Definition

ChEBI: Etryptamine is a member of indoles.

Manufacturing Process

A mixture of 5 parts of 3-(2'-ethyl-2'-nitrovinyl)indole in 80 parts of ethanol saturated with ammonia gas is shaken in an atmosphere of hydrogen at 100 atmospheres pressure and at 20°C in the presence of 1 part of a 5%
palladium on carbon catalyst until the theoretical amount of hydrogen is absorbed. The catalyst is removed by filtration. The ethanol and ammonia are then removed from the filtrate by distillation under reduced pressure. The residual oil is dissolved in 170 parts of dry ether, 50 parts of potassium hydroxide pellets are added and the solution is kept at 18°C to 22°C for 2 hours. The mixture is filtered and hydrogen chloride is passed into the filtrate to precipitate crude (α-ethyltryptamine hydrochloride. This is purified by crystallization from methanol/ethyl acetate and it then has a MP of 221°C.

Therapeutic Function

Central stimulant

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