Hydroxyphenyl propamidobenzoic acid

Base Information

• Chemical Name: Hydroxyphenyl propamidobenzoic acid
• CAS No.: 697235-49-7
• Molecular Formula: C₁₆H₁₅NO₄
• Molecular Weight: 285.299
• European Community (EC) Number: 470-130-4,690-968-6
• UNII: 25KRT26H77
• DSSTox Substance ID: DTXSID80220022
• Nikkaji Number: J2.530.302D
• Wikidata: Q27253970
• RXCUI: 1427188
• Mol file: 697235-49-7.mol

Synonyms:2-((3-(4-hydroxyphenyl)-1-oxopropyl)amino)benzoic acid;DHAvD cpd;dihydroavenanthramide D

Chemical Property of Hydroxyphenyl propamidobenzoic acid

Chemical Property:

• Vapor Pressure: 0Pa at 20℃
• Boiling Point: 590.0±40.0 °C(Predicted)
• PKA: 3.47±0.10(Predicted)
• PSA: 90.12000
• Density: 1.354±0.06 g/cm3(Predicted)
• LogP: 3.31120
• Water Solubility.: 86.5mg/L at 20℃
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 285.10010796
• Heavy Atom Count: 21
• Complexity: 363

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(=O)O)NC(=O)CCC2=CC=C(C=C2)O
• Uses: 2-(3-(4-hydroxyphenyl)propanamido)benzoic acid can be used as a raw material for cosmetics, It works as a skin soothing agent thanks to its triple anti-irritant benefits: reduces redness, inflammation and itch PLUS has anti-oxidant efficacy.

Technology Process of Hydroxyphenyl propamidobenzoic acid

There total 8 articles about Hydroxyphenyl propamidobenzoic 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: 89.0%

C18H17NO5 → 2-(3-(4-hydroxyphenyl)propionamido)benzoic acid (697235-49-7)

Guidance literature:

With sodium hydroxide; for 0.5h; pH=4.5;

Reference yield:

4-hydroxyphenylpropionic acid (501-97-3) + anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → 2-(3-(4-hydroxyphenyl)propionamido)benzoic acid (697235-49-7)

Guidance literature:

With pDRf₁-(4-coumaroyl:CoA ligase 5 from Arabidopsis thaliana)-(hydroxycinnamoyl/benzoyl-CoA:anthranilate N-hydroxycinnamoyl/benzoyltransferase 1 from Dianthus caryophyllus) recombinant yeast; In dimethyl sulfoxide; at 30 ℃; for 24h;

DOI:10.1371/journal.pone.0138972

Reference yield:

2-[(p-ethanoyloxy)phenylpropanoylamino]benzoic acid methyl ester → 2-(3-(4-hydroxyphenyl)propionamido)benzoic acid (697235-49-7)

Guidance literature:

2-[(p-ethanoyloxy)phenylpropanoylamino]benzoic acid methyl ester; With ethanol; sodium hydroxide; at 60 - 70 ℃; for 3h;

With hydrogenchloride; ethanol; In water; for 1h; pH=1 - 3;

upstream raw materials:

4-hydroxyphenylpropionic acid

anthranilic acid

3-(4-acetoxyphenyl)-propionic acid

3-(4'-acetoxyphenyl)propionyl chloride

Refernces

• 1、 -. "Preparation method of avenanthramide and derivative thereof". . . Retrieved 2017/08/19.
• 2、 Eudes, Aymerick,Benites, Veronica Teixeira,Wang, George,Baidoo, Edward E.K.,Lee, Taek Soon,Keasling, Jay D.,Loqué, Dominique. "Precursor-directed combinatorial biosynthesis of cinnamoyl, dihydrocinnamoyl, and benzoyl anthranilates in saccharomyces cerevisiae". . . Retrieved 2015/11/24.