124840-61-5

Basic information

• Product Name: 5-Bromo-2-nitrophenylacetic acid
• Synonyms: Benzeneacetic acid, 5-broMo-2-nitro-;5-Bromo-2-nitrobenzeneacetic acid;5-Bromo-2-nitrophhenylacetic;2-(5-Bromo-2-nitrophenyl)
• CAS NO: 124840-61-5
• Molecular Formula: C₈H₆BrNO₄
• Molecular Weight: 260.0415
• Mol File: 124840-61-5.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 396.9 °C at 760 mmHg
• Flash Point: 193.8 °C
• Appearance: /
• Density: 1.794 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 5-Bromo-2-nitrophenylacetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Bromo-2-nitrophenylacetic acid(124840-61-5)
• EPA Substance Registry System: 5-Bromo-2-nitrophenylacetic acid(124840-61-5)

Safety Data

• Hazardous Substances Data: 124840-61-5(Hazardous Substances Data)

Usage

General Description

5-Bromo-2-nitrophenylacetic acid is a chemical compound that is commonly used as a starting material for the synthesis of various pharmaceuticals and agrochemicals. It is a yellow crystalline solid with the molecular formula C8H6BrNO4 and a molecular weight of 268.040 g/mol. 5-Bromo-2-nitrophenylacetic acid is a derivative of phenylacetic acid and contains a bromine atom and a nitro group on the phenyl ring. 5-Bromo-2-nitrophenylacetic acid is known for its ability to interfere with the growth of certain microorganisms and is often used as an antimicrobial agent in the production of pharmaceutical products. Additionally, it may also find applications in organic synthesis and as a building block in the development of new chemicals and materials.

Upstream product

• 321-23-3 4-bromo-2-fluoronitrobenzene 
• 586-78-7 para-nitrophenyl bromide 
• 31938-07-5 (3-bromophenyl)acetonitrile 
• 52414-98-9 5-bromo-2-nitrotoluene 
• 125914-22-9 2-(5-bromo-2-nitrophenyl)acetonitrile 

Downstream Products

• 870274-21-8 (2-nitro- 5-bromophenyl)acetic acid ethyl ester 
• 486443-96-3 5-Bromo-3-[1-(2,3-dimethoxy-phenyl)-meth-(Z)-ylidene]-1,3-dihydro-indol-2-one 
• 20870-78-4 5-bromo-2-indolin-2-one 

Relevant articles and documents

Dual inhibitors of RAF-MEK-ERK and PI3K-PDK1-AKT pathways: Design, synthesis and preliminary anticancer activity studies of 3-substituted-5-(phenylamino) indolone derivatives

The dysfunction and mutual compensatory activation of RAF-MEK-ERK and PI3K-PDK1-AKT pathways have been demonstrated as the hallmarks in several primary and recurrent cancers. The strategy of concurrent blocking of these two pathways shows clinical merits on effective cancer therapy, such as combinatory treatments and dual-pathway inhibitors. Herein, we report a novel prototype of dual-pathway inhibitors by means of merging the core structural scaffolds of a MEK1 inhibitor and a PDK1 inhibitor. A library of 43 compounds that categorized into three series (Series I–III) was synthesized and tested for antitumor activity in lung cancer cells. The results from structure-activity relationship (SAR) analysis showed the following order of antitumor activity that 3-hydroxy-5-(phenylamino) indolone (Series III) > 3-alkenyl-5-(phenylamino) indolone (Series I) > 3-alkyl-5-(phenylamino) indolone (Series II). A lead compound 9za in Series III showed most potent antitumor activity with IC50 value of 1.8 ± 0.8 μM in A549 cells. Moreover, antitumor mechanism study demonstrated that 9za exerted significant apoptotic effect, and cellular signal pathway analysis revealed the potent blockage of phosphorylation levels of ERK and AKT in RAF-MEK-ERK and PI3K-PDK1-AKT pathways, respectively. The results reported here provide robust experimental basis for the discovery and optimization of dual pathway agents for anti-lung cancer therapy.

Novel synthesis of benzofuran- and indol-2-yl-methanamine derivatives

We report on a novel synthesis towards benzofuran-2-yl-methanamine and indol-2-yl-methanamine derivatives by using ortho-methoxy and ortho-nitro substituted phenylacetic acids as starting material, respectively. For each compound series, a key intermediate bearing the oxazole-4-carboxylic acid methylester moiety was produced. Refluxing the ortho-methoxy series in HBr/HAc produced the desired benzofuran-2-yl-methanamines. Accordingly, for the synthesis of indoles the nitro-group was first reduced and refluxing these intermediates in HCl gave the corresponding indol-2-yl-methanamines. The method worked well with electron donating substituents. Limitations regarding electron withdrawing substituents are discussed. This straightforward synthetic procedure can be a useful approach to generate a variety of substituted benzofuran-2-yl-methanamine and indol-2-yl-methanamine compounds by starting from readily available phenylacetic acid derivatives.

On the Synthesis of Tiliacora Alkaloids, II: Synthesis of the Asymmetrical Biphenyl Derivative

The biphenyl derivatives S-1 and S-3 were obtained by mixed Ullmann reaction of the phenylacetic esters 3, 4 and 5.Because they contain selectively removable protective groups for the carboxyl functions, S-1 and S-3 are proper intermediates for the constitution selective reaction with the former described asymmetrical dibenzo-1,4-dioxin derivative K.