319-24-4

Basic information

• Product Name: 2-Amino-5-fluorobenzoic acid methyl ester
• Synonyms: 2-AMINO-5-FLUORO BENZOIC ACID METHYL ESTER;METHYL 2-AMINO-5-FLUOROBENZOATE;2-Amino-5-Fluoro Benzoic Acid Methyl Ester Methyl 2-Amino-5-Fluorobenzoate;Methyl-5-fluoroanthranilate;Methyl 2-amino-5-fluorobenzoat;2-Amino-5-fluorbenzoesuremethylester;Methyl 2-amino-5-fluorobenzoate/ 2-Amino-5-fluorobenzoic acid methyl ester;2-AMINO-5-FLUOROBENZONIC ACID METHYL ESTER
• CAS NO: 319-24-4
• Molecular Formula: C₈H₈FNO₂
• Molecular Weight: 169.15
• EINECS: -0
• Product Categories: Benzoic acid;Esters;Phenyls & Phenyl-Het;Fluorine series
• Mol File: 319-24-4.mol
• Article Data: 19

Chemical Properties

• Melting Point: 34-37°C
• Boiling Point: 100-102°C 0,5mm
• Flash Point: 132°C
• Appearance: /
• Density: 1,26 g/cm3
• Vapor Pressure: 29.1mmHg at 25°C
• Refractive Index: 1.338
• Storage Temp.: 2-8°C(protect from light)
• PKA: 2.08±0.10(Predicted)
• BRN: 2803210
• CAS DataBase Reference: 2-Amino-5-fluorobenzoic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-5-fluorobenzoic acid methyl ester(319-24-4)
• EPA Substance Registry System: 2-Amino-5-fluorobenzoic acid methyl ester(319-24-4)

Safety Data

• Statements: 52/53
• Safety Statements: 22-24/25-61
• Hazardous Substances Data: 319-24-4(Hazardous Substances Data)

Usage

General Description

2-Amino-5-fluorobenzoic acid methyl ester is a chemical compound with the molecular formula C9H8FNO2. It is a methyl ester derivative of 2-amino-5-fluorobenzoic acid, which is a fluorinated aromatic compound. This chemical is commonly used as a building block in organic synthesis and pharmaceutical research. It has potential applications in the development of new drugs and agrochemicals due to its unique molecular structure and reactivity. The compound's properties and reactivity make it a valuable tool for creating novel molecules with specific biological activities. Additionally, its fluorinated structure may offer potential advantages in terms of metabolic stability and bioavailability, making it a valuable compound in drug discovery and development.

InChI:InChI=1/C8F10/c9-3-1(7(13,14)15)4(10)6(12)5(11)2(3)8(16,17)18

Upstream product

• 393-85-1 methyl 5-fluoro-2-nitrobenzoate 
• 67-56-1 methanol 
• 446-08-2 2-amino-5-fluorobenzoic acid 
• 80-11-5 N-methyl-N-nitrosotoluene-p-sulfonamide 
• 320-98-9 5-fluoro-2-nitrobenzoic acid 
• 394-02-5 5-fluoro-2-nitrobenzoyl chloride 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 443-69-6 5-fluoro-1H-indole-2,3-dione 
• 623-27-8 terephthalaldehyde, 
• 70191-05-8 2,3,4,6-tetra-O-acetyl-β-D-galactopyranose 
• 7296-64-2 β-D-galactopyranoside 
• 83-87-4 penta-O-acetyl-α-D-galactopyranose 

Downstream Products

• 777096-81-8 methyl 5-fluoro-2-[(2-ethoxyacetyl)amino]benzoate 
• 60041-92-1 methyl 5-fluoro-2-phenylaminobenzoate 
• 76746-19-5 5-fluoroanthranilic hydrazide 
• 928120-17-6 ethyl 6-fluoro-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylate 
• 777096-82-9 3-ethoxy-6-fluoro-4-hydroxy-1H-quinolin-2-one 
• 141541-79-9 (5-Fluoro-2-isobutylamino-phenyl)-methanol 
• 128936-34-5 [4-Fluoro-2-(1H-imidazol-2-ylsulfanylmethyl)-phenyl]-isobutyl-amine 
• 128936-35-6 [4-Fluoro-2-(1H-imidazole-2-sulfinylmethyl)-phenyl]-isobutyl-amine 
• 848818-67-7 5-fluoro-2-(3-oxo-butyrylamino)-benzoic acid methyl ester 
• 906095-67-8 methyl 2-amino-5-fluoro-3-iodobenzoate 
• 168900-02-5 3-(2,4-dichlorophenyl)-6-fluoro-2,4(1H,3H)-quinazolinedione 

Relevant articles and documents

Tunable Electrosynthesis of Anthranilic Acid Derivatives via a C-C Bond Cleavage of Isatins

A facile and direct electrocatalytic C-C bond cleavage/functionalization reaction of isatins was developed. With isatins as the amino-attached C1 sources, a variety of aminobenzoates, and aminobenzamides were synthesized in moderate to good yields under mild conditions.

Neuroprotective activity of different monosaccharide-modified gastrodin analogs

Gastrodin is a very important and well-known bioactive glycoside compound in Chinese medicine. It is also known as a drug with neuroprotective function. Here, a practical diversified synthesis of a series of gastrodin analogs was reported, which involved four-step procedures consisting of bromination, oxidation, etherification, and reduction. Various gastrodin analogs were obtained in good yields. The compound 4c in this study has a good neuroprotective function: it can significantly downregulate tumor necrosis factor-α and inducible nitric oxide synthase protein levels. The results of this study can provide a research basis for the development of neuroprotective drugs.

Scaffold Hopping of Natural Product Evodiamine: Discovery of a Novel Antitumor Scaffold with Excellent Potency against Colon Cancer

Inspired by the natural product evodiamine, a novel antitumor indolopyrazinoquinazolinone scaffold was designed by scaffold hopping. Structure-activity relationship studies led to the discovery of compound 15j, which shows low nanomolar inhibitory activity against the HCT116 cell line. Further antitumor mechanism studies indicated that compound 15j acted by the dual inhibition of topoisomerase 1 and tubulin and induced apoptosis with G2 cell-cycle arrest. The quaternary ammonium salt of compound 15j (compound 15js) exhibited excellent in vivo antitumor activity (TGI = 66.6%) in the HCT116 xenograft model with low toxicity. Indolopyrazinoquinazolinone derivatives represent promising multitargeting antitumor leads for the development of novel antitumor agents.