N-phenylanthranilic acid

Base Information

• Chemical Name: N-phenylanthranilic acid
• CAS No.: 91-40-7
• Molecular Formula: C13H11NO2
• Molecular Weight: 213.236
• Hs Code.: 29224995
• European Community (EC) Number: 202-066-8
• NSC Number: 215211,4273
• UNII: 952VN06WBB
• DSSTox Substance ID: DTXSID6059025
• Nikkaji Number: J4.339G
• Wikipedia: Fenamic_acid
• Wikidata: Q498436
• Pharos Ligand ID: TXJXC1RZNQLB
• Metabolomics Workbench ID: 67475
• ChEMBL ID: CHEMBL23832
• Mol file: 91-40-7.mol

Synonyms:4-(phenylamino)benzoic acid;diphenylamine carboxylate;diphenylamine-2-carboxylate;diphenylamine-2-carboxylic acid;fenamic acid;fenamic acid, Ca salt (2:1);fenamic acid, monosodium salt;N-phenylanthranilic acid

Chemical Property of N-phenylanthranilic acid

Chemical Property:

• Appearance/Colour: Light grey-green to yellow-green fine powder
• Vapor Pressure: 1.27E-06mmHg at 25°C
• Melting Point: 182-185 °C(lit.)
• Refractive Index: 1.5700 (estimate)
• Boiling Point: 385.2 °C at 760 mmHg
• PKA: pKa 5.28(5–10%aq. acetone t=25±0.1 I=0.11) (Uncertain)
• Flash Point: 186.7 °C
• PSA: 49.33000
• Density: 1.269 g/cm³
• LogP: 3.20140
• Storage Temp.: Store below +30°C.
• Water Solubility.: insoluble
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 213.078978594
• Heavy Atom Count: 16
• Complexity: 236

Purity/Quality:

98% ^*data from raw suppliers

N-Phenylanthranilic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Aminobenzoic Acids
• Canonical SMILES: C1=CC=C(C=C1)NC2=CC=CC=C2C(=O)O
• Uses: ion channel (Cl) blocker Detection of vanadium in steel. N-Phenylanthranilic acid is used in biological studies for inhibitors of aldo-keto reductase 1C3 based on N-phenyl-aminobenzoates.

Technology Process of N-phenylanthranilic acid

There total 47 articles about N-phenylanthranilic 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: 98.0%

aniline (62-53-3) + ortho-chlorobenzoic acid (118-91-2) → 2-(phenylamino)benzoic acid (91-40-7)

Guidance literature:

With copper(I) sulfate; potassium carbonate; copper(II) sulfate; In water; for 0.0833333h; microwave irradiation;

Reference yield: 92.2%

2-phenylaminobenzonitrile (17583-00-5) → 2-(phenylamino)benzoic acid (91-40-7)

Guidance literature:

With water; at 25 ℃; for 1.5h; Reflux;

Reference yield: 82.0%

Methyl N-phenylanthranilate (35708-19-1) → 2-(phenylamino)benzoic acid (91-40-7)

Guidance literature:

With lithium hydroxide; water; In tetrahydrofuran; methanol; at 20 ℃; for 12h;

upstream raw materials:

methyl 2-(N-phenylbenzamido)benzoate

N-Nitrozo-N-phenyl-anthranilic acid

bromobenzene

anthranilic acid

Downstream raw materials:

N-benzoyl-N-phenyl-anthranilic acid

N-phenyl-anthranilic acid-anhydride

Methyl N-phenylanthranilate

1-phenyl-1,2-dihydro-4H-benzo[d][1,3]oxazin-4-one

Refernces

• 1、 Deng, Jiedan,Hao, Xiangyong,Lei, Fang,Liang, Ziyi,Wang, Yuqing,Wang, Zhen,Yang, Xiaoyan,Zhang, Honghua. "Design, synthesis and bioactivity evaluation of novel N-phenyl-substituted evodiamine derivatives as potent anti-tumor agents". . . Retrieved 2022/01/10.
• 2、 -. "Compound, pharmaceutical composition, medicine and application of compound, pharmaceutical composition and medicine in preparation of antibacterial products". Paragraph 0066-0068. . Retrieved 2021/07/17.