446-08-2

Basic information

• Product Name: 2-Amino-5-fluorobenzoic acid
• Synonyms: 2-AMINO-5-FLUOROBENZOIC ACID;5-FLUOROANTHRANILIC ACID;5-FAA;BUTTPARK 19\04-54;AURORA KA-5382;5-FluoroanthranilicAcid/2-Amino-5-FluorobenzoicAcid;2-Amino-5-fluoroBenzoicacid97.;2-Amino-5-fluorobenzoic Acid, 5-FAA
• CAS NO: 446-08-2
• Molecular Formula: C₇H₆FNO₂
• Molecular Weight: 155.13
• EINECS: 207-159-7
• Product Categories: Fluorin-contained Benzoic acid series;FINE Chemical & INTERMEDIATES;Fluorobenzene;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Carboxylic Acids;Phenyls & Phenyl-Het;Benzoic acid;Nucleotides and Nucleosides;Aromatics Compounds;Benzoic acid Series;Aromatics;5-FOA;Bases & Related Reagents;Nucleotides;Carboxylic Acids;Phenyls & Phenyl-Het;Benzoic acid series;Amines;Fluorine series
• Mol File: 446-08-2.mol
• Article Data: 16

Chemical Properties

• Melting Point: 181-183 °C(lit.)
• Boiling Point: 223.67°C (rough estimate)
• Flash Point: 146.2 °C
• Appearance: Light yellow to light brown/Fine Crystalline Powder
• Density: 1.3021 (estimate)
• Vapor Pressure: 0.000154mmHg at 25°C
• Storage Temp.: Room temperature.
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 1.86±0.10(Predicted)
• BRN: 2803664
• CAS DataBase Reference: 2-Amino-5-fluorobenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-5-fluorobenzoic acid(446-08-2)
• EPA Substance Registry System: 2-Amino-5-fluorobenzoic acid(446-08-2)

Safety Data

• Hazard Codes: Xi,T
• Statements: 36/37/38
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 446-08-2(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powder

Uses

Different sources of media describe the Uses of 446-08-2 differently. You can refer to the following data:
1. 2-Amino-5-fluorobenzoic acid is 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 used for the selection of tryptophan auxotroophs.
2. Used in the synthesis of styrylquinazolinones which are potential anticancer agents.

Definition

ChEBI: An aminobenzoic acid that is anthranilic acid in which the hydrogen at position 5 on the phenyl ring is replaced by fluorine.

InChI:InChI=1/C7H6FNO2/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3H,9H2,(H,10,11)/p-1

Upstream product

• 443-69-6 5-fluoro-1H-indole-2,3-dione 
• 320-98-9 5-fluoro-2-nitrobenzoic acid 
• 49579-56-8 2-acetamido-5-fluorobenzoic acid 
• 351-09-7 N-(4-fluorophenyl)-2-(hydroxyimino) acetamide 
• 326-65-8 N-(4-fluoro-2-methylphenyl)acetamide 
• 446-33-3 5-Fluoro-2-nitrotoluene 
• 394-28-5 2-Bromo-5-fluorobenzoic acid 
• 399-52-0 5-fluoro-1H-indole 
• 455-38-9 3-fluorobenzoic acid 
• 319-24-4 2-amino-5-fluoro-benzoic acid methyl ester 

Downstream Products

• 2713-69-1 2-(carboxymethyl-amino)-5-fluoro-benzoic acid 
• 52548-63-7 5-fluoro-2-iodobenzoic acid 
• 38520-78-4 6-fluoro-2-methyl-4H-benzo[d][1,3]oxazin-4-one 
• 81822-46-0 5-fluoro-N-isopropylanthranilic acid 
• 123500-58-3 5-Fluoro-2-(2-phenoxy-acetylamino)-benzoic acid 
• 170301-01-6 6-fluoro-2-phenyl-4H-benzo<2,3-d>-1,3-oxazin-4-one 
• 120121-07-5 5-fluoro-2-mercapto-benzoic acid 
• 178270-68-3 2-(2-Bromo-acetylamino)-5-fluoro-benzoic acid 
• 16499-56-2 6-fluoro-3,4-dihydroquinazolin-4-one 
• 217942-85-3 3-(2-chlorophenyl)-6-fluoro-2-thioxo-2,3-dihydro-1H-quinazolin-4-one 
• 321-69-7 5-fluoroisatoic anhydride 
• 319-24-4 2-amino-5-fluoro-benzoic acid methyl ester 
• 691379-10-9 acetic acid 2-(6-fluoro-4-oxo-4H-benzo[d][1,3]oxazin-2-yl)-phenyl ester 
• 748805-85-8 (2-amino-5-fluorophenyl)methanol 

Relevant articles and documents

Discovery of Novel Tacrine-Pyrimidone Hybrids as Potent Dual AChE/GSK-3 Inhibitors for the Treatment of Alzheimer's Disease

Based on a multitarget strategy, a series of novel tacrine-pyrimidone hybrids were identified for the potential treatment of Alzheimer's disease (AD). Biological evaluation results demonstrated that these hybrids exhibited significant inhibitory activities toward acetylcholinesterase (AChE) and glycogen synthase kinase 3 (GSK-3). The optimal compound 27g possessed excellent dual AChE/GSK-3 inhibition both in terms of potency and equilibrium (AChE: IC50 = 51.1 nM; GSK-3β: IC50 = 89.3 nM) and displayed significant amelioration on cognitive deficits in scopolamine-induced amnesia mice and efficient reduction against phosphorylation of tau protein on Ser-199 and Ser-396 sites in glyceraldehyde (GA)-stimulated differentiated SH-SY5Y cells. Furthermore, compound 27g exhibited eligible pharmacokinetic properties, good kinase selectivity, and moderate neuroprotection against GA-induced reduction in cell viability and neurite damage in SH-SY5Y-derived neurons. The multifunctional profiles of compound 27g suggest that it deserves further investigation as a promising lead for the prospective treatment of AD.

Br?nsted Acid-Catalyzed Asymmetric Ring-Closing Alkylation of Inert N-substituted Pyrroles with α, β-Unsaturated Ketones

A Chiral Br?nsted acid catalyzed asymmetric intramolecular ring-closing alkylation of inert pyrroles with α, β-unsaturated ketones has been developed. This approach gave a wide range of 4-phenyl-4,5-dihydro-6H-benzo[f]pyrrolo[1,2-a]azepin-6-ones in high yields with good enantioselectivities under mild reaction conditions. (Figure presented.).

Synthesis of novel quinazolinone derivatives with methyl (E)-2-(3-methoxy)acrylate moiety

A new series of quinazolinone derivatives with methyl (E)-2-(3-methoxy) acrylate moiety have been designed and synthesized. All target compounds had been identified by 1H NMR spectrum, IR spectrum and HR-MS (high resolution mass spectrum). Three target compounds (10a, 10e, 10h) were chosen to preliminarily test the antibacterial activities, the results showed that all three target compounds exhibited antibacterial activities against three bacterial strains (Proteobacteria, Salmonella, Colibacillus).