N-trans-feruloylmethoxytyramine

Base Information

• Chemical Name: N-trans-feruloylmethoxytyramine
• CAS No.: 78510-19-7
• Molecular Formula: C19H21NO5
• Molecular Weight: 343.37400
• NSC Number: 723670
• UNII: 693Y4AOA91
• DSSTox Substance ID: DTXSID201304540
• Nikkaji Number: J366.478C,J692.202C
• Wikidata: Q27135870
• Metabolomics Workbench ID: 127627
• ChEMBL ID: CHEMBL226588
• Mol file: 78510-19-7.mol

Synonyms:(E)-3-(4-hydroxy-3-methoxyphenyl)-N-(2-(4-hydroxy-3-methoxyphenyl)ethyl)-2-propenamide;3-(4-hydroxy-3-methoxyphenyl)-N-(2-(4-hydroxy-3-methoxyphenyl)ethyl)-2-propenamide;3-(4-hydroxy-3-methoxyphenyl)-N-(2-(4-hydroxy-3-methoxyphenyl)ethyl)-2-propenamide, (E)-isomer;HMP-HMPEP

Chemical Property of N-trans-feruloylmethoxytyramine

Chemical Property:

• PSA: 88.02000
• LogP: 2.87800
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 343.14197277
• Heavy Atom Count: 25
• Complexity: 442

Purity/Quality:

99% ^*data from raw suppliers

N-trans-Feruloyl-3-Methoxytyramine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)CCNC(=O)C=CC2=CC(=C(C=C2)O)OC)O
• Isomeric SMILES: COC1=C(C=CC(=C1)CCNC(=O)/C=C/C2=CC(=C(C=C2)O)OC)O

Technology Process of N-trans-feruloylmethoxytyramine

There total 5 articles about N-trans-feruloylmethoxytyramine 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: 66.2%

N-(4-benzyloxy-3-methoxyphenethyl)-4-benzyloxy-3-methoxycinnamide → N-trans-feruloyl-3-O-methyldopamine (83608-86-0,78510-19-7)

Guidance literature:

With hydrogenchloride; acetic acid;

Reference yield: 56.0%

(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid (1135-24-6,537-98-4) + 3-Methoxytyramine (554-52-9) → N-trans-feruloyl-3-O-methyldopamine (83608-86-0,78510-19-7)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; at 20 ℃;

DOI:10.1039/c5ra14137k

Reference yield:

N-(cis-feruloyl)-3-methoxytyramine → N-trans-feruloyl-3-O-methyldopamine (83608-86-0,78510-19-7)

Guidance literature:

In methanol; for 96h; Kinetics; UV-irradiation;

DOI:10.3390/molecules21070865

upstream raw materials:

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

3-Methoxytyramine

4-benzyloxy-3-methoxycinnamic acid

Downstream raw materials:

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

3-Methoxytyramine

Acetic acid 4-{(E)-2-[2-(4-acetoxy-3-methoxy-phenyl)-ethylcarbamoyl]-vinyl}-2-methoxy-phenyl ester

Refernces

• 1、 Hwang, Joo Tae,Kim, Yesol,Jang, Hyun-Jae,Oh, Hyun-Mee,Lim, Chi-Hwan,Lee, Seung Woong,Rho, Mun-Chual. "Study of the UV light conversion of feruloyl amides from Portulaca oleracea and their inhibitory effect on IL-6-induced STAT3 activation". supporting information. . Retrieved 2016/08/02.
• 2、 Tanaka, Hitoshi,Nakamura, Takeshi,Ichino, Kazuhiko,Ito, Kazuo. "A PHENOLIC AMIDE FROM ACTINODAPHNE LONGIFOLIA". . p. 2516 - 2517. Retrieved 2007/10/02.