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Merck
CN

80345

Tyramine

analytical standard

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
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329768808
EC Number:
200-115-8
Beilstein/REAXYS Number:
1099914
MDL number:
MFCD00008193

Key Documents

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Product Name

Tyramine, analytical standard

InChI key

DZGWFCGJZKJUFP-UHFFFAOYSA-N

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

grade

analytical standard

assay

≥98.5% (GC)
98.0-102.0% (wt., NT)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

bp

175-181 °C/8 mmHg (lit.)

mp

160-162 °C (lit.)

suitability

conforms to structure for Infrared spectrum

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

format

neat

storage temp.

2-8°C

Quality Level

100

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

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

pictograms

Exclamation mark
GHS07

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM4984
BCCJ9693
BCCG2965
BCCD2623
BCBZ8695

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Thomas Roeder
Annual review of entomology, 50, 447-477 (2004-09-10)
Octopamine (OA) and tyramine (TA) are the invertebrate counterparts of the vertebrate adrenergic transmitters. They are decarboxylation products of the amino acid tyrosine, with TA as the biological precursor of OA. Nevertheless, both compounds are independent neurotransmitters that act through
Thomas Roeder et al.
Archives of insect biochemistry and physiology, 54(1), 1-13 (2003-08-28)
The phenolamines tyramine and octopamine are decarboxylation products of the amino acid tyrosine. Although tyramine is the biological precursor of octopamine, both compounds are independent neurotransmitters, acting through various G-protein coupled receptors. Especially, octopamine modulates a plethora of behaviors, peripheral
C Brown et al.
Journal of clinical pharmacology, 29(6), 529-532 (1989-06-01)
Reports of hypertensive reactions from monoamine oxidase inhibitors (MAOI) began to proliferate in the early 1960s. Asatoor did extensive research and found that the combination of an MAOI and a food containing tyramine resulted in the hypertensive interaction ("the cheese
Sabine Balfanz et al.
Journal of neurochemistry, 129(2), 284-296 (2013-11-26)
G protein-coupled receptors are important regulators of cellular signaling processes. Within the large family of rhodopsin-like receptors, those binding to biogenic amines form a discrete subgroup. Activation of biogenic amine receptors leads to transient changes of intracellular Ca²⁺-([Ca²⁺](i)) or 3',5'-cyclic
R J Kohlenberg
Headache, 22(1), 30-34 (1982-01-01)
The hypothesis that oral tyramine causes migraine headache in certain patients was proposed by Hanington in 1967. In all, there are 11 published reports that experimentally test the hypothesis. Six of these studies provide support for the hypothesis whereas the
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