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Merck

T90344

Tyramine

≥98.0%

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:
12352100
NACRES:
NA.22
PubChem Substance ID:
24900582
EC Number:
200-115-8
Beilstein/REAXYS Number:
1099914
MDL number:
MFCD00008193

Product Name

Tyramine, ≥98.0%

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

assay

≥98.0%

bp

175-181 °C/8 mmHg (lit.)

mp

160-162 °C (lit.)

Quality Level

200

Gene Information

rat ... Drd2(24318)

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Application

  • Tyramine is extensively used in the preparation of a variety of hydrogels for biomedical applications.
  • It is used as a key precursor in the total synthesis of (−)-mesembrine and (−)-galanthamine.
  • It can also be used in the preparation of tyramine-functionalized graphene quantum dots (GQDs) as fluorescence reporters for optical sensing of metabolites.

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

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN3625
BCCL3777
BCCK5829
BCCG5676
BCCF3845

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Enzyme-mediated fast in situ formation of hydrogels from dextran-tyramine conjugates.
Jin R, et al.
Biomaterials, 28(18), 2791-2800 (2007)
Total Synthesis of (−)-Galanthamine by Remote Asymmetric Induction.
Kodama, Sumiaki et al.
Angewandte Chemie (International Edition in English), 43(20), 2659-2661 (2004)
Ultrasensitive profiling of metabolites using tyramine-functionalized graphene quantum dots.
Li N, et al.
ACS Nano, 10(3), 3622-3629 (2016)
Desymmetrization of cyclohexadienones via cinchonine derived thiourea-catalyzed enantioselective aza-Michael reaction and total synthesis of (−)-Mesembrine
Gu Q and You S-L
Chemical Science, 2(8), 1519-1522 (2011)
In situ forming hydrogels based on tyramine conjugated 4-Arm-PPO-PEO via enzymatic oxidative reaction.
Park KM, et al.
Biomacromolecules, 11(3), 706-712 (2010)
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