110301-23-0

Basic information

• Product Name: 4-Amino-3,5-difluorobenzonitrile
• Synonyms: 4-Amino-3,5-difluorobenzonitrile;4-Cyano-2,6-difluoroaniline
• CAS NO: 110301-23-0
• Molecular Formula: C₇H₄F₂N₂
• Molecular Weight: 154.1168664
• Mol File: 110301-23-0.mol
• Article Data: 19

Chemical Properties

• Melting Point: 110-111℃
• Boiling Point: 235.5±40.0 °C(Predicted)
• Appearance: /
• Density: 1.36±0.1 g/cm3(Predicted)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: -1.07±0.10(Predicted)
• CAS DataBase Reference: 4-Amino-3,5-difluorobenzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Amino-3,5-difluorobenzonitrile(110301-23-0)
• EPA Substance Registry System: 4-Amino-3,5-difluorobenzonitrile(110301-23-0)

Safety Data

• Hazardous Substances Data: 110301-23-0(Hazardous Substances Data)

Usage

Description

4-Amino-3,5-difluorobenzonitrile is an organic compound characterized by the presence of an amino group, two fluorine atoms, and a nitrile group attached to a benzene ring. This unique molecular structure endows it with specific chemical properties and potential applications in various fields.

Uses

Used in Pharmaceutical Industry:
4-Amino-3,5-difluorobenzonitrile is used as a key intermediate in the synthesis of tricyclic AKR1C3 dependent KARS inhibitors. These inhibitors are designed to target and modulate the activity of the AKR1C3 dependent KARS enzyme, which plays a crucial role in the regulation of cellular processes and has been implicated in various diseases and disorders.
By developing tricyclic AKR1C3 dependent KARS inhibitors, researchers aim to create novel therapeutic agents that can effectively treat a range of conditions mediated by the AKR1C3 dependent KARS enzyme. This innovative approach has the potential to offer new treatment options for patients suffering from these diseases and disorders, ultimately improving their quality of life and overall health outcomes.

Upstream product

• 872-50-4 1-methyl-pyrrolidin-2-one 
• 67567-26-4 4-bromo-2,6-difluoroaniline 
• 5509-65-9 2,6-difluoroaniline 
• 141743-49-9 2,6-difluoro-4-iodoaniline 
• 544-92-3 copper(I) cyanide 

Downstream Products

• 123688-59-5 2-bromo-5-cyano-1,3-difluorobenzene 
• 886842-82-6 N-(4-cyano-2,6-difluoro-phenyl)-methanesulfonamide 
• 764649-82-3 2-(4-bromo-3,5-difluorophenyl)-6-methylpyrimidin-4-one 
• 764648-64-8 2-(4-bromo-3,5-difluorophenyl)-4-chloro-6-methylpyrimidine 
• 135564-22-6 4-bromo-3,5-difluorobenzaldehyde 
• 1415920-00-1 3,5-difluoro-4-aminobenzoic acid ethyl ester 
• 1415919-94-6 (E)-diethyl 4,4′-(2,2′,6,6′-tetrafluoro)azobenzenedicarboxylate 
• 1415919-99-1 diethyl (Z)-4,4'-(2,2',6,6'-tetrafluoro)azobenzenedicarboxylate 
• 956926-69-5 cyclopentyl (S)-2-[(4-amino-3,5-difluorobenzyl)-tert-butoxycarbonylamino]-4-methylpentanoate 
• 956926-71-9 cyclopentyl 2(S)-[(4-amino-3,5-difluorobenzyl)amino]-4-methylpentanoate 

Relevant articles and documents

Chemical tuning of photoswitchable azobenzenes: A photopharmacological case study using nicotinic transmission

We have developed photochromic probes for the nicotinic acetylcholine receptor that exploit the unique chemical properties of the tetrafluoroazobenzene (4FAB) scaffold. Ultraviolet light switching and rapid thermal relaxation of the metastable cis configu

Fluorinated Azobenzenes Switchable with Red Light

Molecular photoswitches triggered with red or NIR light are optimal for photomodulation of complex biological systems, including efficient penetration of the human body for therapeutic purposes (“therapeutic window”). Yet, they are rarely reported, and ev

Red-shifted tetra-ortho-halo-azobenzenes for photo-regulated transmembrane anion transport

Photo-responsive synthetic ion transporters are of interest as tools for studying transmembrane transport processes and have potential applications as targeted therapeutics, due to the possibility of spatiotemporal control and wavelength-dependent function. Here we report the synthesis of novel symmetric and non-symmetric red-shifted tetra-ortho-chloro- and tetra-ortho-fluoro azobenzenes, bearing pendant amine functionality. Functionalisation of the photo-switchable scaffolds with squaramide hydrogen bond donors enabled the preparation of a family of anion receptors, which act as photo-regulated transmembrane chloride transporters in response to green or red light. The subtle effects of chlorine/fluorine substitution,meta/parapositioning of the anion receptors, and the use of more flexible linkers are explored. NMR titration experiments on the structurally diverse photo-switchable receptors reveal cooperative binding of chloride in theZ, but notEisomer, by the two squaramide binding sites. These results are supported by molecular dynamics simulations in explicit solvent and model membranes. We show that this intramolecular anion recognition leads to effective switching of transport activity in lipid bilayer membranes, in which optimalZisomer activity is achieved using a combination of fluorine substitution andpara-methylene spacer units.