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Sigma-Aldrich

Tryptamine hydrochloride

99%

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Synonym(s):
2-(3-Indolyl)ethylamine hydrochloride, 3-(2-Aminoethyl)indole hydrochloride
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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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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
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