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246557

Sigma-Aldrich

Tryptamine hydrochloride

99%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C10H12N2 · HCl
CAS Number:
Molecular Weight:
196.68
Beilstein:
3568419
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

form

powder

mp

253-255 °C (lit.)

solubility

water: soluble 0.1 g/10 mL, clear to slightly hazy, colorless to yellow

SMILES string

Cl[H].NCCc1c[nH]c2ccccc12

InChI

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

InChI key

KDFBGNBTTMPNIG-UHFFFAOYSA-N

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General description

The fluorescence property of tryptamine hydrochloride was studied in reverse micelles solution made with benzylhexadecyldimethylammonium chloride (BHDC) in benzene.

Application

Reactant for preparation of:
  • Tryptamine derivatives as inhibitors against hepatitis B virus
  • Carbamoyl epipodophyllotoxins as potential antitumor agents
  • Anthranilic acid derivatives as CCK receptor antagonists
  • Brassinin derivatives as indoleamine 2,3-dioxygenase inhibitors
  • Antispasmodic agents
  • β-carbolinium cations as new antimalarial agents

Biochem/physiol Actions

Vasoactive; may have a neuromodulator function.

Other Notes

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)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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C D Borsarelli et al.
Photochemistry and photobiology, 73(2), 97-104 (2001-03-29)
The fluorescence properties of 3-methylindole (MI), 3-indoleacetic acid (IAA), 3-indoleethyltrimethylammonium bromide (IETA), L-tryptophan (Trp) and tryptamine hydrochloride (TA) were studied in reverse micelles solutions made with the cationic surfactant benzylhexadecyldimethylammonium chloride (BHDC) in benzene as a function of the molar
Ashutosh Bahuguna et al.
Scientific reports, 9(1), 5436-5436 (2019-04-02)
Three different forms of garlic, namely, fresh garlic (2%, 6%, 10%), heat-dried (1%, 2%, 3%) and freeze-dried (1%, 2%, 3%), were supplemented in soybean paste to prepare Doenjang and further evaluated for functional, nutritional and safety aspects. Results showed a
Jinxiu Guo et al.
Journal of chromatography. A, 1477, 132-140 (2016-12-03)
Plastic microchips have been broadly used as disposable microfluidic devices, but the poorly defined surface properties limit their application. Herein, we proved that an anionic polymer could be used as the background electrolyte (BGE) to provide a strong and stable
Davood Zare et al.
Food chemistry, 221, 936-943 (2016-12-17)
There is an increasing concern about the quality and quality assessment procedures of seafood. In the present study, a model to assess fish quality based on biogenic amine contents using fuzzy logic model (FLM) is proposed. The fish used was
Andrej Ščavničar et al.
Journal of AOAC International, 101(5), 1542-1547 (2018-03-25)
A new method for determination of underivatized biogenic amines in cheese based on ion exchange chromatography coupled with tandem mass spectrometric detection was proposed. The method was applied to the analysis of 10 biogenic amines (trimethylamine, putrescine, cadaverine, histamine, 2-phenylethylamine

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