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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

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

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

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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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)
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)
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
Jaturong Kumla et al.
PloS one, 15(1), e0227478-e0227478 (2020-01-04)
Indole-3-acetic acid (IAA) is an imperative phytohormone for plant growth and development. Ectomycorrhizal fungi (ECM) are able to produce IAA. However, only a few studies on IAA biosynthesis pathways in ECM fungi have been reported. This study aimed to investigate
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