N-Trans-feruloyltramine

Base Information

• Chemical Name: N-Trans-feruloyltramine
• CAS No.: 66648-43-9
• Molecular Formula: C18H19NO4
• Molecular Weight: 313.353
• UNII: WC99S6JM5Y
• ChEMBL ID: CHEMBL206555
• DSSTox Substance ID: DTXSID30904143
• Metabolomics Workbench ID: 43791
• Nikkaji Number: J326.122K,J3.084.485H
• Wikidata: Q27102643
• Mol file: 66648-43-9.mol

Synonyms:feruloyltyramine;feruloyltyramine, (E)-isomer;feruloyltyramine, (Z)-isomer;moupinamide;N-feruloyltyramine

Chemical Property of N-Trans-feruloyltramine

Chemical Property:

• Vapor Pressure: 3.78E-15mmHg at 25°C
• Melting Point: 138-140 °C(Solv: chloroform (67-66-3); methanol (67-56-1))
• Boiling Point: 603.3°Cat760mmHg
• PKA: 9.83±0.31(Predicted)
• Flash Point: 318.7°C
• PSA: 78.79000
• Density: 1.248g/cm³
• LogP: 2.86940
• Storage Temp.: ?20°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 313.13140809
• Heavy Atom Count: 23
• Complexity: 391

Purity/Quality:

98%min ^*data from raw suppliers

Alfrutamide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: N
• Statements: 50
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)C=CC(=O)NCCC2=CC=C(C=C2)O)O
• Isomeric SMILES: COC1=C(C=CC(=C1)/C=C/C(=O)NCCC2=CC=C(C=C2)O)O

Technology Process of N-Trans-feruloyltramine

There total 18 articles about N-Trans-feruloyltramine 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: 80.0%

tyrosamine (51-67-2) + (E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid (1135-24-6,537-98-4) → (E)-N-feruloyltyramine (66648-43-9)

Guidance literature:

With diethyl cyanophosphonate; In N,N-dimethyl-formamide; at 0 ℃; for 6h;

DOI:10.1016/0031-9422(95)92653-P

Reference yield: 57.5%

N,O-di-(trans-acetylferuloyl)-tyramine (76733-94-3) → (E)-N-feruloyltyramine (66648-43-9)

Guidance literature:

With potassium hydroxide; In methanol; Ambient temperature;

Reference yield:

Acetic acid 4-{(E)-2-[2-(4-hydroxy-phenyl)-ethylcarbamoyl]-vinyl}-2-methoxy-phenyl ester → (E)-N-feruloyltyramine (66648-43-9)

Guidance literature:

With sodium carbonate; In ethanol; for 2h; Yield given; Heating;

DOI:10.1248/cpb.40.396

upstream raw materials:

tyrosamine

(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid

N,O-di-(trans-acetylferuloyl)-tyramine

ferulic acid N-hydroxysuccinimidyl ester

Downstream raw materials:

tyramine hydrochloride

(Z)-N-feruloyltyramine

N-trans-feruloyal tyramine diacetate

trans-grossamide

Refernces

• 1、 Takao, Koichi,Toda, Kazuhiro,Saito, Takayuki,Sugita, Yoshiaki. "Synthesis of amide and ester derivatives of cinnamic acid and its analogs: Evaluation of their free radical scavenging and monoamine oxidase and cholinesterase inhibitory activities". . p. 1020 - 1027. Retrieved 2017/11/17.
• 2、 Cardullo, Nunzio,Pulvirenti, Luana,Spatafora, Carmela,Musso, Nicolò,Barresi, Vincenza,Condorelli, Daniele Filippo,Tringali, Corrado. "Dihydrobenzofuran Neolignanamides: Laccase-Mediated Biomimetic Synthesis and Antiproliferative Activity". . p. 2122 - 2134. Retrieved 2016/09/09.