2-amino-5-fluorobenzoic acid

• ChemBase ID: 6867
• Molecular Formular: C7H6FNO2
• Molecular Mass: 155.1264432
• Monoisotopic Mass: 155.03825666
• SMILES: OC(=O)c1c(N)ccc(c1)F
• Canonical SMILES: Fc1ccc(c(c1)C(=O)O)N
• InChI: InChI=1S/C7H6FNO2/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3H,9H2,(H,10,11)
• InChIKey: FPQMGQZTBWIHDN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-5-fluorobenzoic acid
• IUPAC Traditional name: 2-amino-5-fluorobenzoic acid
• Synonyms: 5-Fluoro-2-aminobenzoic Acid; NSC 513308; 2-Amino-5-fluorobenzoic AcidSee: F587750; 2-Amino-5-fluorobenzoic Acid, 5-FAA; 5-Fluoroanthranilic Acid; 2-Amino-5-fluorobenzoic acid; 2-Amino-5-fluorobenzoic acid; 5-Fluoroanthranilic acid; 2-Amino-5-fluorobenzoic acid 97.5%; 5-氟邻氨基苯甲酸; 2-氨基-5-氟苯甲酸

Database IDs

• CAS Number: 446-08-2
• EC Number: 207-159-7
• MDL Number: MFCD00055566
• Beilstein Number: 2803664
• PubChem SID: 24846134; 160970174; 24862873
• PubChem CID: 101412

CALCULATED PROPERTIES

• Acid pKa: 4.4654484
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.42832586
• LogD (pH = 7.4): -1.3161668
• Log P: 1.5946047
• Molar Refractivity: 38.231 cm^3
• Polarizability: 13.584542 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Ethanol; Methanol; Water
• Apperance: Faint Yellow Crystalline Solid; Off-White to Pale Yellow Solid
• Melting Point: 181-183 °C(lit.); 181-183°C; 181-183°C; 182 - 184°C; 182-184°C; 182-184°C; 183-188 °C
• Hydrophobicity(logP): 1.478

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere
• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37-60
• TSCA Listed: false; 否
• 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

Product Information

• Purity: ≥97.0% (T); 95%; 97%; 98+%
• Grade: purum
• Linear Formula: H2NC6H3(F)CO2H

DETAILS

Sigma Aldrich - 367982

Packaging
1, 10 g in glass bottle
Application
Used in the synthesis of styrylquinazolinones which are potential anticancer agents.1

Toronto Research Chemicals - F587750

Used for the counterselection of TRP1, a commonly used genetic marker in the yeast Saccharoyces Cerevisiae. An antimetabolite for the tryptophan pathway in yeast, and is toxic by virtue of its antimetabolite conversion to 5-Fluorotryptophan. It can be u

REFERENCES

• Anzini, M., et al.: J. Med. Chem., 51, 4730 (2008)
• Watanabe, T., et al.: Bioorg. Med. Chem., 17, 94 (2008)
• Toyn, J.H., et al.: Yeast, 16, 553, 560 (2000)