N-Acetyltyramine

Base Information

• Chemical Name: N-Acetyltyramine
• CAS No.: 1202-66-0
• Molecular Formula: C10H13 N O2
• Molecular Weight: 179.219
• Hs Code.: 2924299090
• UNII: BZB50E9QVY
• DSSTox Substance ID: DTXSID60152731
• Nikkaji Number: J365.633K
• Wikidata: Q27216226
• Metabolomics Workbench ID: 114692
• ChEMBL ID: CHEMBL152117
• Mol file: 1202-66-0.mol

Synonyms:Acetamide, N-(p-hydroxyphenethyl);N-acetyltyramine;Tyramine, N-acetyl

Chemical Property of N-Acetyltyramine

Chemical Property:

• Appearance/Colour: Off-White
• Vapor Pressure: 8.62E-08mmHg at 25°C
• Melting Point: 169 °C
• Refractive Index: 1.546
• Boiling Point: 424.1 °C at 760 mmHg
• PKA: 10.01±0.15(Predicted)
• Flash Point: 210.3 °C
• PSA: 49.33000
• Density: 1.122 g/cm³
• LogP: 1.46170
• Storage Temp.: ?20°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 179.094628657
• Heavy Atom Count: 13
• Complexity: 162

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-[2-(4-Hydroxyphenyl)ethyl]acetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NCCC1=CC=C(C=C1)O
• Uses: N-[2-(4-Hydroxyphenyl)ethyl]acetamide maintains anti-tumor properties and is derived from a marine bacterium named Streptoverticillium. Cytotoxin.

Technology Process of N-Acetyltyramine

There total 22 articles about N-Acetyltyramine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

tyrosamine (51-67-2) + ethyl acetate (141-78-6) → N-acetyltyramine (1202-66-0)

Guidance literature:

With Trimethylacetic acid; at 90 ℃; for 24h; chemoselective reaction; Inert atmosphere;

DOI:10.1016/j.tetlet.2017.02.015

Reference yield: 98.0%

tyrosamine (51-67-2) + N-acetyl-1,3-oxazol-2-one (60759-49-1) → N-acetyltyramine (1202-66-0)

Guidance literature:

In N,N-dimethyl-formamide; for 1h; Ambient temperature;

DOI:10.1016/S0040-4039(01)90289-8

Reference yield: 96.0%

tyrosamine (51-67-2) + N-acetyl-N-methoxyacetamide (128459-09-6) → N-acetyltyramine (1202-66-0)

Guidance literature:

In N,N-dimethyl-formamide; for 4h; Ambient temperature;

DOI:10.1016/S0040-4039(00)94382-X

upstream raw materials:

tyramine hydrochloride

acetic anhydride

tyrosamine

N-acetyl-N-methoxyacetamide

Downstream raw materials:

4-[2-(acetylamino)ethyl]phenyl acetate

ethyl 2-[4-(2-acetaminoethyl)-phenoxy]-2-methyl-propionate

4-(2'-(acetylamino)ethyl)-4-ethoxy-2,5-cyclohexadienone

N-acetyl-3,5-dibromo-4-hydroxylphenylethamine

Refernces

• 1、 Mori, Seiji,Uchiyama, Katsuya,Hayashi, Yujiro,Narasaka, Koichi,Nakamura, Eiichi. "SN2 substitution on sp2 nitrogen of protonated oxime". . p. 111 - 112. Retrieved 1998.
• 2、 Comin,Keller-Schierlein. "-". . p. 1730. Retrieved 1959.
• 3、 Correia, Mário S.P.,Ballet, Caroline,Meistermann, Hannes,Conway, Louis P.,Globisch, Daniel. "Comprehensive kinetic and substrate specificity analysis of an arylsulfatase from Helix pomatia using mass spectrometry". . p. 955 - 962. Retrieved 2019/02/09.
• 4、 Yoshida, Tomoki,Kawamura, Shimpei,Nakata, Kenya. "Chemoselective N-acetylation of primary aliphatic amines promoted by pivalic or acetic acid using ethyl acetate as an acetyl donor". supporting information. p. 1181 - 1184. Retrieved 2017/03/02.