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

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

Downstream Products

• 168900-02-5 3-(2,4-dichlorophenyl)-6-fluoro-2,4(1H,3H)-quinazolinedione 
• 1171107-22-4 methyl 5-fluoro-2-(1H-pyrrol-1-yl)benzoate 
• 1103926-96-0 2-[({2-[4-(diphenylmethyl)piperazin-1-yl]-2-oxoethoxy}acetyl)amino]-5-fluorobenzoic acid 
• 1103930-05-7 methyl 2-[({2-[4-(diphenylmethyl)piperazin-1-yl]-2-oxoethoxy}acetyl)amino]-5-fluorobenzoate 
• 1627498-03-6 C₁₇H₁₇FN₂O₃ 
• 1225283-40-8 p-fluoro-6H-[2]benzopyrano[4,3-b]pyridin-6-one 
• 63069-49-8 2-amino-5-fluorobenzamide 
• 462120-68-9 5 -fluoro-2-((4-methylphenyl)sulfonamido)benzoic acid 
• 1388642-19-0 methyl 5-fluoro-2-{[(4-methylphenyl)sulfonyl]amino}benzoate 

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.

A General Approach to Enzyme-Responsive Liposomes

Liposomes are effective nanocarriers due to their ability to deliver encapsulated drugs to diseased cells. Nevertheless, liposome delivery would be improved by enhancing the ability to control the release of contents at the target site. While various stimuli have been explored for triggering liposome release, enzymes provide excellent targets due to their common overexpression in diseased cells. We present a general approach to enzyme-responsive liposomes exploiting targets that are commonly aberrant in disease, including esterases, phosphatases, and β-galactosidases. Responsive lipids correlating with each enzyme family were designed and synthesized bearing an enzyme substrate moiety attached via a self-immolating linker to a non-bilayer lipid scaffold, such that enzymatic hydrolysis triggers lipid decomposition to disrupt membrane integrity and release contents. Liposome dye leakage assays demonstrated that each enzyme-responsive liposome yielded significant content release upon enzymatic treatment compared to minimal release in controls. Results also showed that fine-tuning liposome composition was critical for controlling release. DLS analysis showed particle size increases in the cases of esterase- and β-galactosidase-responsive lipids, supporting alterations to membrane properties. These results showcase an effective modular strategy that can be tailored to target different enzymes, providing a promising new avenue for advancing liposomal drug delivery.

Discovery of VU6027459: A First-in-Class Selective and CNS Penetrant mGlu7Positive Allosteric Modulator Tool Compound

Herein, we report the discovery of the first selective and CNS penetrant mGlu7 PAM (VU6027459) derived from a "molecular switch"within a selective mGlu7 NAM chemotype. VU6027459 displayed CNS penetration in both mice (Kp = 2.74) and rats (Kp= 4.78), it was orally bioavailable in rats (%F = 69.5), and undesired activity at DAT was ablated.