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Merck
CN

93639

Tryptamine

purum, ≥98.0% (NT)

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
EC Number:
200-510-5
UNSPSC Code:
12352100
MDL number:
MFCD00005661
Beilstein/REAXYS Number:
125513

Key Documents

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grade

purum

assay

≥98.0% (NT)

bp

137 °C/0.15 mmHg (lit.)

mp

113-116 °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

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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.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

365.0 °F - closed cup

flash_point_c

185 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Elizabeth McCoy et al.
Bioorganic & medicinal chemistry letters, 16(9), 2475-2478 (2006-02-17)
Strictosidine synthase catalyzes a Pictet-Spengler reaction in the first step in the biosynthesis of terpene indole alkaloids to generate strictosidine. The substrate requirements for strictosidine synthase are systematically and quantitatively examined and the enzymatically generated compounds are processed by the
Mónica S Estevão et al.
European journal of medicinal chemistry, 45(11), 4869-4878 (2010-08-24)
The present study envisaged the development of novel antioxidant candidates using the indole scaffold. Several tryptophan and tryptamine derivatives were synthesized, in particular prenylated indole compounds, and their scavenging activity for reactive oxygen species (ROS) and reactive nitrogen species (RNS)
Huixi Zou et al.
Journal of natural products, 72(1), 44-52 (2008-12-31)
This study reports that a series of tryptophan derivatives with modifications on the side chain or at the indole ring were accepted by two cyclic dipeptide prenyltransferases, CdpNPT and FtmPT1, and converted to prenylated derivatives. The structures of the enzymatic
Rafael Gozalbes et al.
Bioorganic & medicinal chemistry, 18(19), 7078-7084 (2010-09-03)
Solubility plays a very important role in the selection of compounds for drug screening. In this context, a QSAR model was developed for predicting water solubility of drug-like compounds. First, a set of relevant parameters for establishing a drug-like chemical
Ashley A Reinke et al.
Bioorganic & medicinal chemistry letters, 19(17), 4952-4957 (2009-07-31)
Aggregated amyloid-beta (Abeta) peptide is implicated in the pathology of Alzheimer's disease. In vitro and in vivo, these aggregates are found in a variety of morphologies, including globular oligomers and linear fibrils, which possess distinct biological activities. However, known chemical
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