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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:
61-54-1
Molecular Weight:
160.22
Beilstein:
125513
EC Number:
200-510-5
MDL number:
MFCD00005661
UNSPSC Code:
12352100
PubChem Substance ID:
24851608
NACRES:
NA.22

Quality Level

100

Assay

≥97%

bp

137 °C/0.15 mmHg (lit.)

mp

113-116 °C (lit.)

solubility

water: soluble 1 g/L at 20 °C

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

Gene Information

human ... CYP1A2(1544)

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Application

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

Biochem/physiol Actions

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

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H317,H318

Hazard Classifications

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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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
Surface-enhanced Raman spectroscopy of indole ring-terminated self-assembled monolayer on silver electrode.
Razmute I, et al.
Chemija, 17(1), 25-30 (2006)
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
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)
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