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193747

Sigma-Aldrich

Tryptamine

≥97%

Synonym(s):

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

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10 G
$46.20
50 G
$159.00

About This Item

Empirical Formula (Hill Notation):
C10H12N2
CAS Number:
Molecular Weight:
160.22
Beilstein/REAXYS Number:
125513
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

$46.20


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Quality Level

assay

≥97%

bp

137 °C/0.15 mmHg (lit.)

mp

113-116 °C (lit.)

solubility

water: soluble 1 g/L at 20 °C

functional group

amine

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[1]
  • in the synthesis of indole ring-terminated thiol, ω-mercaptooctyltryptamide[2]
  • in surface-enhanced Raman spectroscopic investigation of indole ring-terminated self-assembled monolayer on gold electrode[3]

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

signalword

Danger

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

365.0 °F - closed cup

flash_point_c

185 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)


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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)
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
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
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

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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