4-(2-aminoethyl)phenol

• ChemBase ID: 69897
• Molecular Formular: C8H11NO
• Molecular Mass: 137.17904
• Monoisotopic Mass: 137.08406398
• SMILES: NCCc1ccc(O)cc1
• Canonical SMILES: NCCc1ccc(cc1)O
• InChI: InChI=1S/C8H11NO/c9-6-5-7-1-3-8(10)4-2-7/h1-4,10H,5-6,9H2
• InChIKey: DZGWFCGJZKJUFP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(2-aminoethyl)phenol
• IUPAC Traditional name: tyramine
• Synonyms: 4-Hydroxyphenethylamine; 2-(4-Hydroxyphenyl)ethylamine; 4-(2-Aminoethyl)phenol Hydrochloride; 2-(4'-Hydroxyphenyl)ethylamine; 2-(p-Hydroxyphenyl)ethylamine; 4-Hydroxy-β-phenylethylamine; 4-Hydroxyphenylethylamine; 4-Hydroxybenzeneethanamine; NSC 249188; Systogene; Tocosine; Tyramin; Tyramine; Tyrosamine; Uteramine; p-(2-Aminoethyl)phenol; p-Hydroxy-β-phenylethylamine; p-Hydroxyphenylethylamine; p-Tyramine; p-β-Aminoethylphenol; .alpha.-(4-Hydroxyphenyl)-β-aminoethane; β-(4-Hydroxyphenyl)ethylamine; p-Tyramine; Tyramine; 4-(2-Aminoethyl)phenol; TYRAMINE FREE BASE; 4-(2-aminoethyl)phenol; Tyramine; Tyloxapol; 2-(4-羟基苯基)乙胺; 4-(2-氨乙基)苯酚; 4-羟基苯乙胺; 酪胺

Database IDs

• CAS Number: 51-67-2; 25301-02-4
• EC Number: 200-115-8
• MDL Number: MFCD00008193; MFCD00002368
• Beilstein Number: 1099914
• PubChem SID: 24900582; 162035622
• PubChem CID: 5610
• CHEBI ID: 15760
• CHEMBL: 11608
• Chemspider ID: 5408
• FEMA ID: 4215
• KEGG ID: C00483
• MeSH Name: Tyramine
• Unique Ingredient Identifier: X8ZC7V0OX3
• Wikipedia Title: Tyramine
• Flavis Number: 11.007

CALCULATED PROPERTIES

• Acid pKa: 10.410818
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -1.9262791
• LogD (pH = 7.4): -1.2292765
• Log P: 0.6797132
• Molar Refractivity: 41.2673 cm^3
• Polarizability: 16.070105 Å^3
• Polar Surface Area: 46.25 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 1 g in 95 mL at 15°C in water; DMSO; Methanol; Water
• Apperance: colorless solid; Yellow Solid
• Melting Point: 149-151°C; 160-162 °C(lit.); 164-165 °C; 164-165°C
• Boiling Point: 175-181 °C/8 mmHg(lit.); 205-207; 166; 205-207°C at 25 mm Hg; 166°C at 2 mm Hg
• Density: 1.20 g/cm ^3
• pKa: 9.74 (OH); 10.52 (NH₃^+)

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere; Room Temperature (15-30°C)
• Storage Warning: IRRITANT
• RTECS: SJ5950000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: rat ... Drd2(24318)

Product Information

• Purity: 95+%; 98%; 99%
• Grade: NI
• Linear Formula: HOC6H4CH2CH2NH2

DETAILS

MP Biomedicals - 02103172

Free Base
Useful reagent in a fluorescence enzyme immunoassay for insulin.

Sigma Aldrich - T90344

Biochem/physiol Actions
Can enter catecholaminergic terminals and be released as a false transmitter.1
Packaging
5, 25 g in glass bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. T90344.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - W421501

Biochem/physiol Actions
Can enter catecholaminergic terminals and be released as a false transmitter.1
Packaging
1 kg in poly bottle
1 sample in glass bottle
25, 100 g in poly bottle

Toronto Research Chemicals - T898500

Adrenergic.

REFERENCES

• Matsuoko, K., et al., Chem. Pharm. Bull. , 27 : 2345, (1979).
• Brandacher, G., et al.: Curr. Drug Metab., 8, 289 (2007)
• Oresic, M., et al.: J. Exp. Med., 205, 2975 (2007)