2- (3-indolyl) ethylamine
Structural formula | |||||||||||||||||||
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General | |||||||||||||||||||
Surname | 2- (3-indolyl) ethylamine | ||||||||||||||||||
other names |
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Molecular formula | C 10 H 12 N 2 | ||||||||||||||||||
Brief description |
Hardly flammable crystalline solid |
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properties | |||||||||||||||||||
Molar mass | 160.22 g mol −1 | ||||||||||||||||||
Physical state |
firmly |
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Melting point |
118 ° C |
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boiling point |
136-138 ° C (0.2 hPa) |
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solubility |
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safety instructions | |||||||||||||||||||
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As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . |
2- (3-Indolyl) ethylamine (tryptamine) is a chemical compound from the tryptamine group and namesake of this group of substances.
Occurrence
2- (3-Indolyl) ethylamine is a monoamine compound that is a precursor molecule for many hormones and neurotransmitters. The biosynthesis generally starts from the amino acid tryptophan . The enzyme aromatic- L- amino acid decarboxylase decarboxylates tryptophan, producing tryptamine. Substitutions lead to a group of compounds collectively known as tryptamines . The most popular tryptamines are serotonin , an important neurotransmitter , and melatonin , a hormone that is involved in regulating the sleep-wake cycle.
Extraction and presentation
Tryptamine can be prepared by the Abramovitch-Shapiro synthesis method.
properties
2- (3-Indolyl) ethylamine is a flammable, difficult to ignite, crystalline solid that is very sparingly soluble in water.
use
2- (3-Indolyl) ethylamine is used in the manufacture of biologically active compounds such as neurotransmitters, psychotropic drugs, and ω-mercaptooctyltryptamide.
Individual evidence
- ↑ a b c d e f g h Entry on 2- (3-indolyl) ethylamine in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .
- ↑ a b Datasheet Tryptamine, 98 +% from AlfaAesar, accessed on April 18, 2017 ( PDF )(JavaScript required) .
- ^ Gerhard Eisenbrand, Peter Schreier: RÖMPP Lexikon Lebensmittelchemie, 2nd edition, 2006 . Georg Thieme Verlag, 2014, ISBN 3-13-179532-8 , p. 1773 ( limited preview in Google Book search).
- ↑ Entry on tryptamines in the Human Metabolome Database (HMDB) , accessed on April 18, 2017.
- ↑ Abramovitch RA, Shapiro D.: 880. Tryptamines, carbolines, and related compounds. Part II. A convenient synthesis of tryptamines and β-carbolines. In: Journal of the Chemical Society (Resumed). 1956, p. 4589, doi : 10.1039 / JR9560004589 .