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T2891

Sigma-Aldrich

Tryptamine

≥99%, crystalline

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

Assay

≥99%

form

crystalline

color

white

bp

137 °C/0.15 mmHg (lit.)

mp

113-116 °C (lit.)

storage temp.

−20°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; 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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Tryptamine may couple dopaminergic and serotonergic transmission in the brain.
A V Juorio et al.
General pharmacology, 21(5), 613-616 (1990-01-01)
A J Greenshaw
Progress in neuro-psychopharmacology & biological psychiatry, 13(3-4), 431-443 (1989-01-01)
1. The relevance of trace amine research is outlined for PEA and T in the context of psychotherapeutic drug action, particularly in relation to the actions of MAO-inhibitor antidepressant drugs. 2. Evidence for the neuronal localization of these amines and
D D Mousseau
Metabolic brain disease, 8(1), 1-44 (1993-03-01)
Although early interest in the biomedical relevance of tryptamine has waned in recent years, it is clear from the above discussion that the study of tryptamine is worthy of serious consideration as a factor in neuropsychiatric disorders. The study of
Parawee Kanjanaphachoat et al.
Plant molecular biology, 78(6), 525-543 (2012-02-03)
A mutant M47286 with a stunted growth, low fertility and dark-brown phenotype was identified from a T-DNA-tagged rice mutant library. This mutant contained a copy of the T-DNA tag inserted at the location where the expression of two putative tryptophan
Desirée Cigaran Schuck et al.
Cytometry. Part A : the journal of the International Society for Analytical Cytology, 79(11), 959-964 (2011-10-22)
Melatonin and its derivatives modulate the Plasmodium falciparum and Plasmodium chabaudi cell cycle. Flow cytometry was employed together with the nucleic acid dye YOYO-1 allowing precise discrimination between mono- and multinucleated forms of P. falciparum-infected red blood cell. The use
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