N-Feruloylanthranilic acid

Base Information

• Chemical Name: N-Feruloylanthranilic acid
• CAS No.: 93755-77-2
• Molecular Formula: C17H15NO5
• Molecular Weight: 313.31
• Mol file: 93755-77-2.mol

Synonyms:N-Feruloylanthranilic acid

Chemical Property of N-Feruloylanthranilic acid

Chemical Property:

• Melting Point: 212 °C(Solv: water (7732-18-5); acetone (67-64-1))
• Boiling Point: 594.2±50.0 °C(Predicted)
• PKA: 3.45±0.36(Predicted)
• PSA: 99.35000
• Density: 1.384±0.06 g/cm3(Predicted)
• LogP: 3.40040
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 313.09502258
• Heavy Atom Count: 23
• Complexity: 450

Purity/Quality:

98%Min ^*data from raw suppliers

4-DemethylTranilast ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)C=CC(=O)NC2=CC=CC=C2C(=O)O)O
• Isomeric SMILES: COC1=C(C=CC(=C1)/C=C\C(=O)NC2=CC=CC=C2C(=O)O)O
• Uses: A metabolite of Tranilast (T714570).

Technology Process of N-Feruloylanthranilic acid

There total 8 articles about N-Feruloylanthranilic acid 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: 98.5%

→ (E)-2-{[3-(4-hydroxy-3-methoxyphenyl)-1-oxo-2-propenyl]amino}benzoic acid (93755-77-2)

Guidance literature:

Reference yield: 85.0%

2-[(2-carboxyacetyl)amino]benzoic acid (53947-84-5) + vanillin (121-33-5,8014-42-4) → (E)-2-{[3-(4-hydroxy-3-methoxyphenyl)-1-oxo-2-propenyl]amino}benzoic acid (93755-77-2)

Guidance literature:

With pyridine; 3-amino propanoic acid; for 1.83333h; Heating;

Reference yield:

2-methyl-4-oxo-3,1-benzoxazine (525-76-8) → (E)-2-{[3-(4-hydroxy-3-methoxyphenyl)-1-oxo-2-propenyl]amino}benzoic acid (93755-77-2)

Guidance literature:

Multi-step reaction with 2 steps

1: p-toluenesulfonic acid / toluene / Heating

2: aq. Na₃PO₄ / Heating

With toluene-4-sulfonic acid; sodium phosphate; In toluene;

DOI:10.1021/jf020544f

upstream raw materials:

2-(3-Methoxy-4-hydroxy-ss-styryl)-3,1-benzoxazin-4-on

2-methyl-4-oxo-3,1-benzoxazine

vanillin acetate

anthranilic acid