175135-63-4

Basic information

• Product Name: 3-AMINO-2-(2,4-DIFLUOROPHENOXY)PYRIDINE
• Synonyms: BUTTPARK 48\08-90;2-(2,4-DIFLUOROPHENOXY)PYRIDIN-3-AMINE;3-AMINO-2-(2,4-DIFLUOROPHENOXY)PYRIDINE;3-Amino-2-(2,4-difluorophenoxy)pyridine 98%;3-Amino-2-(2,4-difluorophenoxy)pyridine98%
• CAS NO: 175135-63-4
• Molecular Formula: C₁₁H₈F₂N₂O
• Molecular Weight: 222.19
• Product Categories: Pyridine;Amines;Pyridines
• Mol File: 175135-63-4.mol
• Article Data: 2

Chemical Properties

• Melting Point: 96 °C
• Boiling Point: 301.2 °C at 760 mmHg
• Flash Point: 136 °C
• Appearance: /
• Density: 1.355 g/cm³
• Vapor Pressure: 0.000185mmHg at 25°C
• Refractive Index: 1.605
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-AMINO-2-(2,4-DIFLUOROPHENOXY)PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-AMINO-2-(2,4-DIFLUOROPHENOXY)PYRIDINE(175135-63-4)
• EPA Substance Registry System: 3-AMINO-2-(2,4-DIFLUOROPHENOXY)PYRIDINE(175135-63-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-22
• Safety Statements: 26-36
• HazardClass: IRRITANT
• Hazardous Substances Data: 175135-63-4(Hazardous Substances Data)

Usage

Description

3-AMINO-2-(2,4-DIFLUOROPHENOXY)PYRIDINE is an organic compound characterized by its unique molecular structure, featuring a pyridine ring with an amino group at the 3-position and a difluorophenoxy group at the 2-position. 3-AMINO-2-(2,4-DIFLUOROPHENOXY)PYRIDINE has attracted interest in the field of medicinal chemistry due to its potential interactions with biological targets and its applicability in the development of therapeutic agents.

Uses

Used in Pharmaceutical Industry:
3-AMINO-2-(2,4-DIFLUOROPHENOXY)PYRIDINE is used as a chemical intermediate for the synthesis of modulators of ATP-binding cassette (ABC) transporters. These modulators are crucial in the treatment of ABC-transporter-mediated diseases, which include a range of conditions such as multidrug resistance in cancer, certain genetic disorders, and inflammatory diseases. The compound's unique structure allows it to interact with ABC transporters, potentially modulating their activity and improving the efficacy of therapeutic interventions.

InChI:InChI=1/C11H9FN2O/c12-8-3-5-9(6-4-8)15-11-10(13)2-1-7-14-11/h1-7H,13H2

Upstream product

• 5470-18-8 2-Chloro-3-nitropyridine 
• 175135-62-3 2-(2,4-difluorophenoxy)-3-nitropyridine 
• 367-27-1 2,4-difluorophenol 

Downstream Products

• 1340544-29-7 N-[2-(2,4-difluorophenoxy)-3-pyridyl]ethanesulfonamide 

Relevant articles and documents

Chemical validation of a druggable site on Hsp27/HSPB1 using in silico solvent mapping and biophysical methods

Destabilizing mutations in small heat shock proteins (sHsps) are linked to multiple diseases; however, sHsps are conformationally dynamic, lack enzymatic function and have no endogenous chemical ligands. These factors render sHsps as classically “undruggable” targets and make it particularly challenging to identify molecules that might bind and stabilize them. To explore potential solutions, we designed a multi-pronged screening workflow involving a combination of computational and biophysical ligand-discovery platforms. Using the core domain of the sHsp family member Hsp27/HSPB1 (Hsp27c) as a target, we applied mixed solvent molecular dynamics (MixMD) to predict three possible binding sites, which we confirmed using NMR-based solvent mapping. Using this knowledge, we then used NMR spectroscopy to carry out a fragment-based drug discovery (FBDD) screen, ultimately identifying two fragments that bind to one of these sites. A medicinal chemistry effort improved the affinity of one fragment by ~50-fold (16 μM), while maintaining good ligand efficiency (~0.32 kcal/mol/non-hydrogen atom). Finally, we found that binding to this site partially restored the stability of disease-associated Hsp27 variants, in a redox-dependent manner. Together, these experiments suggest a new and unexpected binding site on Hsp27, which might be exploited to build chemical probes.