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:
Molecular Weight:
137.18
Beilstein:
1099914
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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)
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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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
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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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)
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
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)
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