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V900719

Sigma-Aldrich

Tryptamine

Vetec, reagent grade, 98%

Synonym(s):

2-(3-Indolyl)ethylamine, 3-(2-Aminoethyl)indole

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About This Item

Empirical Formula (Hill Notation):
C10H12N2
CAS Number:
Molecular Weight:
160.22
Beilstein/REAXYS Number:
125513
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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grade

reagent grade

product line

Vetec

assay

98%

bp

137 °C/0.15 mmHg (lit.)

mp

113-116 °C (lit.)

storage temp.

2-8°C

SMILES string

NCCc1c[nH]c2ccccc12

InChI

1S/C10H12N2/c11-6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5-6,11H2

InChI key

APJYDQYYACXCRM-UHFFFAOYSA-N

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Biochem/physiol Actions

Vasoactive; may have a neuromodulator function.
Vasoactive; may have a neuromodulator function; biogenic amine formed from the decarboxylation of tryptophan by L-aromatic amino acid decarboxylase.

Legal Information

Vetec is a trademark of Merck KGaA, Darmstadt, Germany

pictograms

CorrosionExclamation mark

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Sens. 1A

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

365.0 °F - closed cup

flash_point_c

185 °C - closed cup


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Tryptamine may couple dopaminergic and serotonergic transmission in the brain.
A V Juorio et al.
General pharmacology, 21(5), 613-616 (1990-01-01)
A J Greenshaw
Progress in neuro-psychopharmacology & biological psychiatry, 13(3-4), 431-443 (1989-01-01)
1. The relevance of trace amine research is outlined for PEA and T in the context of psychotherapeutic drug action, particularly in relation to the actions of MAO-inhibitor antidepressant drugs. 2. Evidence for the neuronal localization of these amines and
Gabriele Loers et al.
Journal of neurochemistry, 128(1), 88-100 (2013-08-21)
Polysialic acid (PSA) is a major regulator of cell-cell interactions in the developing nervous system and in neural plasticity in the adult. As a polyanionic molecule with high water-binding capacity, PSA increases the intercellular space generating permissive conditions for cell
6-halogenochromones bearing tryptamine: one-step access to potent and highly selective inhibitors of breast cancer resistance protein.
Glaucio Valdameri et al.
ChemMedChem, 7(7), 1177-1180 (2012-05-23)
Marika Righi et al.
The Journal of organic chemistry, 77(14), 6351-6357 (2012-06-26)
An efficient, one-pot reductive alkylation of indoles with N-protected aminoethyl acetals in the presence of TES/TFA is reported. It represents the first general method for the direct synthesis of tryptamine derivatives from indoles and nitrogen-functionalized acetals. This convergent and versatile

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