Skip to Content
Merck
All Photos(1)

Documents

T90344

Sigma-Aldrich

Tyramine

≥98.0%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
HOC6H4CH2CH2NH2
CAS Number:
51-67-2
Molecular Weight:
137.18
Beilstein:
1099914
EC Number:
200-115-8
MDL number:
MFCD00008193
UNSPSC Code:
12352100
PubChem Substance ID:
24900582
NACRES:
NA.22

Assay

≥98.0%

bp

175-181 °C/8 mmHg (lit.)

mp

160-162 °C (lit.)

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

Gene Information

rat ... Drd2(24318)

Looking for similar products? Visit Product Comparison Guide

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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 3

1 of 3

Histamine ≥97.0%

Sigma-Aldrich

H7125

Histamine

Cadaverine 95%

Sigma-Aldrich

D22606

Cadaverine

Cadaverine analytical standard

Supelco

52063

Cadaverine

Enzyme-mediated fast in situ formation of hydrogels from dextran-tyramine conjugates.
Jin R, et al.
Biomaterials, 28(18), 2791-2800 (2007)
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)
Simona Distinto et al.
European journal of medicinal chemistry, 48, 284-295 (2012-01-10)
Monoamine oxidase B (MAO-B) is a promising target for the treatment of neurodegenerative disorders. We report the synthesis and the biological evaluation of halogenated derivatives of 1-aryliden-2-(4-phenylthiazol-2-yl)hydrazines. The fluorinated series shows interesting activity and great selectivity toward the human recombinant
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)
Total Synthesis of (−)-Galanthamine by Remote Asymmetric Induction.
Kodama, Sumiaki et al.
Angewandte Chemie (International Edition in English), 43(20), 2659-2661 (2004)
View All Related Papers

Protocols

HPLC Analysis of Biogenic Amines on Ascentis® RP-Amide

HPLC Analysis of Biogenic Amines on Ascentis® RP-Amide

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service