2-(phenylamino)benzoic acid

• ChemBase ID: 23557
• Molecular Formular: C13H11NO2
• Molecular Mass: 213.23194
• Monoisotopic Mass: 213.0789786
• SMILES: c1(c(Nc2ccccc2)cccc1)C(=O)O
• Canonical SMILES: OC(=O)c1ccccc1Nc1ccccc1
• InChI: InChI=1S/C13H11NO2/c15-13(16)11-8-4-5-9-12(11)14-10-6-2-1-3-7-10/h1-9,14H,(H,15,16)
• InChIKey: ZWJINEZUASEZBH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(phenylamino)benzoic acid
• IUPAC Traditional name: phenylanthranilic acid; 2-(phenylamino)benzoic acid
• Synonyms: 2-(phenylamino)benzoic acid; 2-Anilinobenzoic acid; 2-(Phenylamino)benzoic acid; Diphenylamine-2-carboxylic acid; N-Phenylanthranilic acid; N-PHENYLANTHRANILIC ACID; DPC; DIPHENYLAMINE-2-CARBOXYLIC ACID; Fenamic acid; N-Phenylanthranilic acid; 2-(苯氨基)苯甲酸; 二苯胺-2-羧酸; N-苯基邻氨基苯甲酸

Database IDs

• CAS Number: 91-40-7
• EC Number: 202-066-8
• MDL Number: MFCD00002421
• Beilstein Number: 1456607
• Merck Index: 147273
• PubChem SID: 24887263; 24277868; 24887261; 160986864
• PubChem CID: 4386
• CHEMBL: 23832
• Wikipedia Title: Fenamic_acid

CALCULATED PROPERTIES

• Acid pKa: 3.8841088
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.7495527
• LogD (pH = 7.4): 1.1489302
• Log P: 4.3707547
• Molar Refractivity: 61.8004 cm^3
• Polarizability: 23.382624 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 182-185 °C; 182-185 °C(lit.); 185-188°C

Safety Information

• Storage Warning: IRRITANT
• RTECS: CB3730000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: false; 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... TTR(7276)
• Mechanism of Action: Chloride channel blocker

Product Information

• Purity: ≥95% (T); ≥97.0% (T); 98%; 99%
• Grade: technical
• Ignition Residue: ≤0.05%
• Application(s): Cardiant
• Quality: redox indicator for the detection of vanadium
• Linear Formula: 2-(C6H5NH)C6H4CO2H

DETAILS

MP Biomedicals - 05217746

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 144509

Packaging
25 g in poly bottle

Sigma Aldrich - 78153

Packaging
100 g in poly bottle

Sigma Aldrich - 78150

General description
Visit our Titration Center to learn more.

REFERENCES

• Aldrich Library of FT-IR Spectra, 1st edn., 1985, 2, 238C, (ir)
• Aldrich Library of 13C and 1H FT NMR Spectra, 1992, 2, 1164C, (nmr)
• Ullmann, F. et al., Annalen, 1907, 355, 312
• Wieland, H. et al., Ber., 1915, 48, 1117
• Bauer, K., Chem. Ber., 1950, 83, 10
• Lederer, M., Anal. Chim. Acta, 1952, 6, 1, (use)
• Org. Synth., Coll. Vol., 4, 1963, 15
• Di Stefano, A. et al., Pfluegers Arch., 1985, 405, S95-S100, (pharmacol)
• Brown, C.D.A. et al., Br. J. Pharmacol., 1996, 118, 443-444, (pharmacol)
• Pellon, R.F. et al., Synth. Commun., 1996, 26, 3877, (synth)
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, PEG500