67567-26-4

Usage

Uses

1. Used in Chemical Synthesis:
4-Bromo-2,6-difluoroaniline is used as a key intermediate in the synthesis of various compounds, including:
a. Ammonium 5-bromo-7-fluorobenzo-2-oxa-1,3-diazole-4-sulphonate, which serves as a fluorogenic derivatizating reagent for the determination of aminothiols by high-performance liquid chromatography (HPLC).
b. Fluorogenic derivatizating reagents for the determination of aminothiols by HPLC.
c. Specific olefin tolanes, which are valuable in the field of organic chemistry.
d. 1-(4-amino-3,5-difluoro)-2-(4-butyloxyphenyl)ethyne, a compound with potential applications in material science and pharmaceuticals.
e. 4′′-n-butyloxy-3,5-difluoroterphenyl-4-amine, which may have applications in the development of advanced materials and pharmaceuticals.
f. 4-(3-methylbut-1-yn-3-ol)-2,6-difluoroaniline, a compound that could be used in the synthesis of various organic molecules.
2. Used in Pharmaceutical Industry:
4-Bromo-2,6-difluoroaniline is used as a starting material in the preparation of potent VEGF (Vascular Endothelial Growth Factor) receptor tyrosine kinase inhibitors. These inhibitors play a crucial role in the development of anti-cancer drugs, as they help in blocking the growth of new blood vessels that supply nutrients to the tumor, thereby inhibiting tumor growth and progression.

InChI:InChI=1/C6H4BrF2N/c7-3-1-4(8)6(10)5(9)2-3/h1-2H,10H2

Upstream product

• 5509-65-9 2,6-difluoroaniline 
• 289-95-2 PYRIMIDINE 

Downstream Products

• 811799-69-6 1-(4-amino-3,5-difluorophenyl)ethan-1-one 
• 123843-67-4 4-bromo-2,6-difluorobenzonitrile 
• 338992-37-3 7-benzyloxy-4-(4-bromo-2,6-difluoroanilino)-6-methoxyquinazoline 
• 389088-33-9 N,N-dibenzyl-4-bromo-2,6-difluorobenzenamine 
• 583879-94-1 N-(4-bromo-2,6-difluorophenyl)-N'-(octyl)-naphthalic diimide 
• 753501-33-6 4-(4-butoxy-phenylethynyl)-2,6-difluoro-phenylamine 
• 839722-94-0 N-(4-bromo-2,6-difluorophenyl)maleamic acid 

Relevant academic research and scientific papers

Sensitized Two-NIR-Photon Z→E Isomerization of a Visible-Light-Addressable Bistable Azobenzene Derivative

Two-NIR-photon-triggered Z→E isomerization of an azobenzene was accomplished by covalently linking a two-photon-harvesting triarylamine antenna to a thermally stable ortho-fluorinated azobenzene derivative. The obtained photoswitch is fully addressable wi

Active ester functionalized azobenzenes as versatile building blocks

Azobenzenes are important molecular switches that can still be difficult to functionalize selectively. A high yielding Pd-catalyzed cross-coupling method under mild conditions for the introduction of NHS esters to azobenzenes and diazocines has been established. Yields were consistently high with very few exceptions. The NHS functionalized azobenzenes react with primary amines quantitatively. These amines are ubiquitous in biological systems and in material science.

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

4 - Bromo - 2, 6 - difluoro aniline synthesis method

The invention belongs to the field of organic synthetic technology, in particular to a 4 - bromo - 2, 6 - difluoro aniline synthesis method, 2, 6 - difluoro aniline with hydrobromic acid in the presence of hydrogen peroxide produced by the reaction of 4 -

Modulating Guest Uptake in Core–Shell MOFs with Visible Light

A two-component core–shell UiO-68 type metal–organic framework (MOF) with a nonfunctionalized interior for efficient guest uptake and storage and a thin light-responsive outer shell was prepared by initial solvothermal MOF synthesis followed by solvent-as

Reversible Stereoselective Folding/Unfolding Fueled by the Interplay of Photoisomerism and Hydrogen Bonding

A linear molecular architecture equipped with complementary three-fold hydrogen-bonding units embedded with a photoswitchable trans-tetrafluoroazobenzene moiety was synthesized. The transto cis photoisomerism of the azobenzene unit induced drastic changes

Photosensitive chiral self-assembling materials: Significant effects of small lateral substituents

Novel azobenzene-based photosensitive mesogens with lactate chiral units were synthesized. In order to modify the rate of the thermal Z-E isomerization of these compounds, small lateral substituents were introduced into their core in the proximity of the azo group. The influence of lateral substitution on the kinetics of the Z-E isomerization, mesomorphic behaviour, and UV-Vis absorption spectra was studied. It was found that the position of the substituents in the azobenzene core significantly affects the rate of their thermal isomerization. The stability of Z-isomers of several studied compounds is comparable to that of compounds with complex molecular structures designed for optical data storage. Although lateral substitution influences the breadth/length ratio of the core, liquid-crystalline properties of the studied materials have been preserved.

Development of highly potent phosphodiesterase 10A (PDE10A) inhibitors: Synthesis and in vitro evaluation of 1,8-dipyridinyl- and 1-pyridinyl-substituted imidazo[1,5-a ]quinoxalines

Herein we report the synthesis of fluorinated inhibitors of phosphodiesterase 10A (PDE10A) which can be used potentially as lead structure for the development of a 18F-labeled PDE10A imaging agent for positron emission tomography. The use of or

4-HETEROARYL SUBSTITUTED BENZOIC ACID COMPOUNDS AS RORgammaT INHIBITORS AND USES THEREOF

The present invention relates to compounds according to Formula I (Formula I), and pharmaceutically acceptable salts or solvates thereof. Such compounds can be used in the treatment of RORgammaT-mediated diseases or conditions.

O -fluoroazobenzenes as readily synthesized photoswitches offering nearly quantitative two-way isomerization with visible light

Azobenzene functionalized with ortho-fluorine atoms has a lower energy of the n-orbital of the Z-isomer, resulting in a separation of the E and Z isomers' n→π* absorption bands. Introducing para-substituents allows for further tuning of the absorption spe