59255-95-7

Usage

Uses

Used in Pharmaceutical Industry:
2-BROMO-6-NITROANILINE is used as a chemical intermediate for the synthesis of metabolites of Brimonidine (B677520), an α2 receptor agonist. This application is significant because Brimonidine is a drug utilized in the treatment of glaucoma, a condition characterized by increased pressure in the eye, which can lead to vision loss if left untreated.
In the synthesis process, 2-BROMO-6-NITROANILINE plays a vital role in creating the desired chemical structure of the metabolite, which ultimately contributes to the drug's effectiveness in managing glaucoma. Its chemical properties, such as its pale yellow powder form, make it suitable for use in the pharmaceutical industry, where it can be easily manipulated and combined with other compounds to create the desired end product.

InChI:InChI=1/C6H5BrN2O2/c7-4-2-1-3-5(6(4)8)9(10)11/h1-3H,8H2

Upstream product

• 26429-41-4 1,2-dibromo-3-nitrobenzene 
• 98775-19-0 2-bromo-6-nitrophenyl methyl ether 
• 88-74-4 2-nitro-aniline 
• 615-36-1 2-bromoaniline 
• 58534-94-4 2-fluoro-3-bromonitrobenzene 
• 583-53-9 2,3-dibromobenzene 
• 614-76-6 N-acetyl-2-bromoaniline 
• 245115-83-7 N-(2-bromo-6-nitro-phenyl)-acetamide 

Downstream Products

• 21325-43-9 1-bromo-3-nitro-2-thiocyanato-benzene 
• 52488-36-5 4-bromo-1H-indole 
• 85355-50-6 (2-Bromo-6-nitro-phenyl)-acetaldehyde 
• 85355-40-4 Acetic acid 2-(2-bromo-6-nitro-phenyl)-1-chloro-ethyl ester 
• 83741-35-9 4-bromo-1H-benzo[d]imidazole 
• 58534-94-4 2-fluoro-3-bromonitrobenzene 
• 873980-29-1 2-bromo-4-iodo-6-nitroaniline 

Relevant academic research and scientific papers

The study of interactions with a halogen atom: influence of NH2 group insertion on the crystal structures of meta-bromonitrobenzene derivatives

Halogen atoms in molecular crystals may be involved in various interactions, often playing a very important role in structure stabilization. By introducing electron-donating groups, such as NH2, the electron density of the molecule is changed and thus interactions with the bromine substituent may alter. Herein, the crystal structures of meta-bromonitrobenzene and its NH2-substituted derivatives are analyzed. In all four described structures, namely m-bromonitrobenzene [Charlton & Trotter (1963). Acta Cryst.16, 313], 4-bromo-2-nitroaniline (C6H5BrN2O2, 1), 2-bromo-6-nitroaniline (2) and 2-bromo-4-nitroaniline [Arshad et al. (2009). Acta Cryst. E65, o480], the Br atom is engaged in different interactions (Bra€|?€, Bra€|O, Bra€|Br and Ca€”Ha€|Br, respectively). The Hirshfeld surface analysis (HS) and Reduced Density Gradient NonCovalent Interaction (RDG NCI) plots are used to prove the relevance, directionality and stabilizing nature of these interactions. Their modifications have been associated with the position of the amino group in the molecular structure and its influence on charge distribution analyzed with electrostatic potential surfaces (EPS). The diversification of the interactions has been correlated with a ??-hole potential value that enables a switching of the Br-atom character from electrophilic to nucleophilic.

3-bromo-2-fluoronitrobenzene preparation method

The invention discloses a 3-bromo-2-fluoronitrobenzene preparation method. The method includes steps: (1) under the alkali action, subjecting bromoaniline and acetyl chloride to acetylation to obtainN-(2-bromophenyl)acetamide; (2) subjecting N-(2-bromophe

SUBSTITUTED QUINAZOLINE COMPOUNDS AND THEIR USE AS INHIBITORS OF G12C MUTANT KRAS, HRAS AND/OR NRAS PROTEINS

Compounds having activity as inhibitors of G12C mutant KRAS protein are provided. The compounds have the following structure (I) or a pharmaceutically acceptable salt, stereoisomer or prodrug thereof, wherein R, R1, R2a, R2b, R2c, A, B, L1 and E are as defined herein. Methods associated with preparation and use of such compounds, pharmaceutical compositions comprising such compounds and methods to modulate the activity of G12C mutant KRAS protein for treatment of disorders, such as cancer, are also provided.

INHIBITORS OF KRAS G12C

Compounds having activity as inhibitors of G12C mutant KRAS protein are provided. The compounds have the following structure (I): or a pharmaceutically acceptable salt, tautomer, prodrug or stereoisomer thereof, wherein R1, R2a, R3a, R3b, R4a, R4b, G1, G2, L1, L2, m1, m2, A, B, W, X, Y, Z and E are as defined herein. Methods associated with preparation and use of such compounds, pharmaceutical compositions comprising such compounds and methods to modulate the activity of G12C mutant KRAS protein for treatment of disorders, such as cancer, are also provided.

Polymer-anchored peroxo compounds of molybdenum and tungsten as efficient and versatile catalysts for mild oxidative bromination

A polymer supported peroxomolybdate(VI) compound of the type [MoO 2(O2)(CN)2]-PAN [PAN = poly(acrylonitrile)] (PANMo) was obtained by reacting H2MoO4 with 30% H 2O2 and the macromolecular ligand, PAN at near neutral pH. The macrocomplex has been characterized by elemental analysis (CHN and EDX analysis), spectral (IR, UV-Vis and 13C NMR, 95Mo NMR), thermal (TGA-DTG) as well as SEM studies. The catalytic activity of PANMo and its previously reported tungsten containing analog PANW, in oxidative bromination of organic substrates has been explored. The supported complexes could serve as efficient heterogeneous catalysts for the oxidative bromination of a variety of structurally diverse aromatic compounds, with H 2O2 as terminal oxidant, to afford bromo organics in impressive yields under environmentally clean conditions. The catalysts afforded regeneration and could be reused for a minimum of six reaction cycles.

Selective oxidation of sulfides and oxidative bromination of organic substrates catalyzed by polymer anchored Cu(II) complex

A new polymer-anchored Cu(II) complex has been synthesized and characterized. The catalytic performance of the complex has been tested for the oxidation of sulfides and in oxidative bromination reaction with hydrogen peroxide as the oxidant. Sulfides have been selectively oxidized to the corresponding sulfoxides in excellent yields and in the presence of KBr as the bromine source, organic substrates have been selectively converted to mono bromo substituted compounds using polymer-anchored Cu(II) catalyst. This catalyst showed excellent catalytic activity, high selectivity, and recyclability. The polymer-anchored Cu(II) catalyst could be easily recovered by filtration and reused more than five times without appreciable loss of its initial activity.

DIKETOPIPERAZINE DERIVATIVES AS P2X7 MODULATORS

The invention provides a compound of formula (I) or a pharmaceutically acceptable salt thereof: (I) wherein: A represents an aryl, heteroaryl or heterocyclyl group; and any ring or ring system of said aryl or heteroaryl is optionally substituted with 1 to 3 substituents, which may be the same or different, selected from the group consisting of halogen, C1-6 alkyl, -CF3, - OCF3, cyano, C1-6 alkoxy, -NR10R11, -X-aryl, -X-heteroaryl and -X-heterocyclyl; R1, R2, R3, R4 and R5 independently represent hydrogen, fluorine, chlorine, -CF3, cyano or C1-6 alkyl, such that at least one of R1, R2, R3, R4 and R5 is other than hydrogen; R6, R7, R8, R9, R10 and R11 independently represent hydrogen or C1-6 alkyl; X represents a linker selected from a bond, -(CH2)n- and -O-(CH2)n-; and n represents an integer from 1 to 3. The compounds or salts modulate P2X7 receptor function and are capable of antagonizing the effects of ATP at the P2X7 receptor ("P2X7 receptor antagonists").

Novel bromination method for anilines and anisoles using NH 4Br/H2O2 in CH3COOH

A simple, efficient, regioselective, environmentally safe, and economical method for the oxybromination of anilines and anisoles without catalyst is reported. The electrophilic substitution of bromine generated in situ from ammonium bromide as a bromine source and hydrogen peroxide as an oxidant for the first time.

Liquid phase regioselective bromination of aromatic compounds over HZSM-5 catalyst

A simple, efficient, regioselective and environmentally safe method for oxybromination of activated aromatics catalyzed by HZSM-5 is reported. The electrophilic substitution of bromine generated from KBr using HZSM-5 as a catalyst and H2O2 as an oxidant.

Mild and regioselective oxidative bromination of anilines using potassium bromide and sodium perborate

The selective monobromination of various deactivated anilines using potassium bromide and sodium perborate as oxidant has been achieved. The use of ammonium molybdate as catalyst accelerates the rate of reaction but is not essential to obtain good yields and high selectivities. (C) 2000 Elsevier Science Ltd.