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W421501

Sigma-Aldrich

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:
51-67-2
Molecular Weight:
137.18
FEMA Number:
4215
Beilstein:
1099914
EC Number:
200-115-8
MDL number:
MFCD00008193
UNSPSC Code:
12164502
PubChem Substance ID:
329830683
Flavis number:
11.007
NACRES:
NA.21

biological source

synthetic

Quality Level

400

grade

FG

reg. compliance

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

Assay

98%

bp

175-181 °C/8 mmHg (lit.)

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

SMILES string

NCCc1ccc(O)cc1

InChI

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

InChI key

DZGWFCGJZKJUFP-UHFFFAOYSA-N

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Biochem/physiol Actions

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

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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Certificates of Analysis (COA)

Lot/Batch Number
SHBN7388
SHBN5574
SHBM2788
SHBL7434
MKCH7524

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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
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
Stephan A Chalon et al.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 28(9), 1685-1693 (2003-06-05)
Evidence suggests that compounds that increase the synaptic availability of more than one neurotransmitter have greater efficacy in the treatment of depression than single-acting drugs. Preclinical studies indicate that duloxetine acts to inhibit serotonin (5-HT) and norepinephrine (NE) transporters. The
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
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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