ChemicalBook > CAS DataBase List > N-Acetyltyramine

N-Acetyltyramine

Product Name
N-Acetyltyramine
CAS No.
1202-66-0
Chemical Name
N-Acetyltyramine
Synonyms
N-ACETYLTYRAMINE;Acetyltyramine, N-;4-(2-Acetylaminoethyl)phenol;N-(2-(4-HYDROXYPHENYL)ETHYL)-;N-Acetyltyramine, 10 mM in DMSO;N-(4-Hydroxyphenethyl)acetamide;N-(p-Hydroxyphenethyl)acetamide;N-[2-(4-Hydroxyphenyl)ethyl]acetamide;N-Acetyl-2-(4-hydroxyphenyl)ethaneamine;Acetamide, N-[2-(4-hydroxyphenyl)ethyl]-
CBNumber
CB4392228
Molecular Formula
C10H13NO2
Formula Weight
179.22
MOL File
1202-66-0.mol
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N-Acetyltyramine Property

Melting point:
169 °C
Boiling point:
424.1±28.0 °C(Predicted)
Density 
1.122±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Store in freezer, under -20°C
solubility 
Soluble in DMSO
pka
10.01±0.15(Predicted)
form 
A solid
color 
Light brown to brown
NIST Chemistry Reference
N-(p-hydroxyphenethyl) acetamide(1202-66-0)
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Safety

Hazard Codes 
Xi
Risk Statements 
41
Safety Statements 
26-39
WGK Germany 
3
HS Code 
2924297099
Toxicity
mouse,LD50,intravenous,> 500mg/kg (500mg/kg),BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)SKIN AND APPENDAGES (SKIN): HAIR: OTHERCARDIAC: CARDIOMYOPATHY INCLUDING INFARCTION,Acta Pharmacologica et Toxicologica. Vol. 38, Pg. 474, 1976.
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H318Causes serious eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SMB00019
Product name
N-Acetyltyramine
Purity
≥95% (LC/MS-ELSD)
Packaging
1mg
Price
$723
Updated
2025/07/31
TCI Chemical
Product number
A3518
Product name
N-(4-Hydroxyphenethyl)acetamide
Packaging
1G
Price
$114
Updated
2025/07/31
TCI Chemical
Product number
A3518
Product name
N-(4-Hydroxyphenethyl)acetamide
Packaging
5G
Price
$343
Updated
2025/07/31
Cayman Chemical
Product number
9001373
Product name
N-Acetyltyramine
Purity
≥95%
Packaging
5mg
Price
$81
Updated
2024/03/01
Cayman Chemical
Product number
9001373
Product name
N-Acetyltyramine
Purity
≥95%
Packaging
25mg
Price
$278
Updated
2024/03/01
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N-Acetyltyramine Chemical Properties,Usage,Production

Uses

N-[2-(4-Hydroxyphenyl)ethyl]acetamide maintains anti-tumor properties and is derived from a marine bacterium named Streptoverticillium. Cytotoxin.

Definition

ChEBI: N-acetyltyramine is a member of the class of tyramines that is tyramine in which one of the hydrogens of the amino group is replaced by an acetyl group. It has a role as a marine metabolite, a bacterial metabolite, an Aspergillus metabolite, an animal metabolite and a quorum sensing inhibitor. It is a member of acetamides and a member of tyramines. It is functionally related to a tyramine.

Synthesis

51-67-2

108-24-7

1202-66-0

General Steps: 1. In a dry reaction flask, add p-hydroxyphenethylamine and an appropriate amount of anhydrous dichloromethane and stir to dissolve. 2. Place the reaction vial in an ice-water bath and cool to 0-5°C. Slowly add the acetic anhydride dropwise, controlling the rate of addition to maintain a reaction temperature of not more than 10°C. 3. After the dropwise addition is complete, remove the ice water bath, allow the reaction mixture to warm slowly to room temperature, and continue to stir the reaction for 2-3 hours. 4. Upon completion of the reaction, the reaction mixture was poured into ice water and the pH adjusted to neutral with dilute hydrochloric acid. 5. The aqueous phase was extracted with dichloromethane, the organic phases were combined and dried over anhydrous sodium sulfate. 6. The desiccant was removed by filtration and the filtrate was concentrated under reduced pressure to give the crude product N-acetyltyramine. 7. The crude product can be further purified by column chromatography or recrystallization.

References

[1] Patent: US9522908, 2016, B2. Location in patent: Page/Page column 57
[2] Biochemical Pharmacology, 1998, vol. 55, # 1, p. 37 - 43
[3] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2014, vol. 53, # 1, p. 83 - 89

N-Acetyltyramine Preparation Products And Raw materials

Raw materials

Preparation Products

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1202-66-0, N-AcetyltyramineRelated Search:


  • N-ACETYLTYRAMINE
  • Acetamide, N-[2-(4-hydroxyphenyl)ethyl]-
  • N-[2-(4-Hydroxyphenyl)ethyl]acetamide
  • N-(2-(4-HYDROXYPHENYL)ETHYL)-
  • 4-(2-Acetylaminoethyl)phenol
  • N-(4-Hydroxyphenethyl)acetamide
  • N-Acetyl-2-(4-hydroxyphenyl)ethaneamine
  • N-(p-Hydroxyphenethyl)acetamide
  • quorum-sensing,N-Acetyltyramine,leukemia,Inhibitor,cytotoxicity,murine,inhibit,P388,Bacterial,N Acetyltyramine,cells,NAcetyltyramine
  • Acetyltyramine, N-
  • N-Acetyltyramine, 10 mM in DMSO
  • 1202-66-0