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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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5 G

€47.40

25 G

€97.75

€47.40


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About This Item

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

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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

Gene Information

rat ... Drd2(24318)

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This Item
W42150165390776505
assay

≥98.0%

assay

98%

assay

99% (AT)

assay

-

Quality Level

200

Quality Level

400

Quality Level

200

Quality Level

100

bp

175-181 °C/8 mmHg (lit.)

bp

175-181 °C/8 mmHg (lit.)

bp

-

bp

-

mp

160-162 °C (lit.)

mp

160-162 °C (lit.)

mp

212-215 °C, 213-215 °C (lit.)

mp

123-128 °C

Gene Information

rat ... Drd2(24318)

Gene Information

-

Gene Information

-

Gene Information

-

Application

  • Tyramine is extensively used in the preparation of a variety of hydrogels for biomedical applications.[1][2]
  • It is used as a key precursor in the total synthesis of (−)-mesembrine[3] and (−)-galanthamine.[4]
  • It can also be used in the preparation of tyramine-functionalized graphene quantum dots (GQDs) as fluorescence reporters for optical sensing of metabolites.[5]

Biochem/physiol Actions

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

pictograms

Exclamation mark

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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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)
Enzyme-mediated fast in situ formation of hydrogels from dextran-tyramine conjugates.
Jin R, et al.
Biomaterials, 28(18), 2791-2800 (2007)
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)

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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