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Merck

W421501

Tyramine

98%, FG

Synonym(s):

2-(4-Hydroxyphenyl)ethylamine, 4-(2-Aminoethyl)phenol, 4-Hydroxyphenethylamine

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About This Item

Linear Formula:
HOC6H4CH2CH2NH2
CAS Number:
Molecular Weight:
137.18
Flavis number:
11.007
PubChem Substance ID:
UNSPSC Code:
12164502
FEMA Number:
4215
NACRES:
NA.21
EC Number:
200-115-8
MDL number:
Beilstein/REAXYS Number:
1099914
Organoleptic:
meaty; phenolic
Grade:
FG
Biological source:
synthetic
Food allergen:
no known allergens
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InChI

1S/C8H11NO/c9-6-5-7-1-3-8(10)4-2-7/h1-4,10H,5-6,9H2

SMILES string

NCCc1ccc(O)cc1

InChI key

DZGWFCGJZKJUFP-UHFFFAOYSA-N

biological source

synthetic

grade

FG

reg. compliance

EU Regulation 1334/2008 & 872/2012, FDA 21 CFR 110

assay

98%

bp

175-181 °C/8 mmHg (lit.)

Quality Level

mp

160-162 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

organoleptic

meaty; phenolic

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Biochem/physiol Actions

Can enter catecholaminergic terminals and be released as a false transmitter.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Tony Huynh et al.
The Journal of pathology, 231(2), 223-235 (2013-06-25)
The over-expression of NF-κB signalling in both muscle and immune cells contribute to the pathology in dystrophic muscle. The anti-inflammatory properties of glucocorticoids, mediated predominantly through monomeric glucocorticoid receptor inhibition of transcription factors such as NF-κB (transrepression), are postulated to
Giris Jacob et al.
Circulation, 107(19), 2475-2479 (2003-04-23)
Despite the widespread use of tyramine as a pharmacological tool to assess the effects of norepinephrine release from sympathetic nerve terminals, its vascular effects are not adequately characterized. In particular, previous results indicate that intravenous tyramine produces little if any
D R Varma et al.
The Journal of pharmacology and experimental therapeutics, 265(3), 1096-1104 (1993-06-01)
At concentrations higher than that required to produce maximal vasoconstriction, tyramine caused concentration-dependent relaxation of rat aortic strips contracted maximally by tyramine, norepinephrine, phenylephrine, 5-hydroxytryptamine, prostaglandin F2 alpha, endothelin, angiotensin II and potassium; isoproterenol did not relax potassium-contracted strips. The
Keming Xu et al.
Journal of controlled release : official journal of the Controlled Release Society, 166(3), 203-210 (2013-01-19)
We report an injectable hydrogel system that incorporates interferon-α2a (IFN-α2a) for liver cancer therapy. IFN-α2a was incorporated in hydrogels composed of hyaluronic acid-tyramine (HA-Tyr) conjugates through the oxidative coupling of Tyr moieties with hydrogen peroxide (H2O2) and horseradish peroxidase (HRP).
Adam B Braunschweig et al.
Nano letters, 7(7), 2030-2036 (2007-06-15)
Tyrosinase activity is monitored by pi-donor-acceptor force interactions between a bipyridinium-modified AFM tip and the biocatalytic reaction product generated on a tyramine- (or dopamine-) modified surface. Upon oxidation of the surface to dopaquinone as a result of tyrosinase activity, force

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