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Key Documents

193747

Sigma-Aldrich

Tryptamine

≥97%

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:
125513
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥97%

bp

137 °C/0.15 mmHg (lit.)

mp

113-116 °C (lit.)

solubility

water: soluble 1 g/L at 20 °C

functional group

amine

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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Application

Tryptamine was used in:
  • multi-layered analysis, used to differentiate and identify biogenic amines[1]
  • in the synthesis of indole ring-terminated thiol, ω-mercaptooctyltryptamide[2]
  • in surface-enhanced Raman spectroscopic investigation of indole ring-terminated self-assembled monolayer on gold electrode[3]

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.

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

365.0 °F - closed cup

Flash Point(C)

185 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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In-situ surface-enhanced Raman spectroscopic investigation of NH site of indole ring-terminated self-assembled monolayer on gold electrode.
Razmute-Razme I, et al.
Chemija, 18(4), 16-20 (2007)
Surface-enhanced Raman spectroscopy of indole ring-terminated self-assembled monolayer on silver electrode.
Razmute I, et al.
Chemija, 17(1), 25-30 (2006)
Toby L Nelson et al.
The Analyst, 132(10), 1024-1030 (2007-09-26)
Multiple layers of statistical analyses were used to decipher the response from a single, cross-reactive conjugated polymer (1) providing enhanced classification accuracies over traditional multivariate statistical approaches. This analysis was demonstrated by classifying a series of seven biologically relevant, nonvolatile
Martin Grootveld et al.
Foods (Basel, Switzerland), 9(12) (2020-12-10)
Although biogenic amines (BAs) present in fermented foods exert important health-promoting and physiological function support roles, their excessive ingestion can give rise to deleterious toxicological effects. Therefore, here we have screened the BA contents and supporting food quality indices of
Federico Camicia et al.
PloS one, 16(11), e0259104-e0259104 (2021-11-12)
Cestodes are platyhelminth parasites with a wide range of hosts that cause neglected diseases. Neurotransmitter signaling is of critical importance for these parasites which lack circulatory, respiratory and digestive systems. For example, serotonin (5-HT) and serotonergic G-protein coupled receptors (5-HT

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