20776-50-5

Basic information

• Product Name: 2-Amino-4-bromobenzoic acid
• Synonyms: BENZOIC ACID, 2-AMINO-4-BROMO-;BUTTPARK 49\07-49;4-bromo-2-aminoebnzoic acid;2-azanyl-4-bromo-benzoic acid;2-Amino-4-bromobenzoic acid ,98%;5-Bromo-2-carboxyaniline, 4-Bromoanthranilic acid;2 - aMino - 4 - broMine benzoic acid;2-Amino-4-bromobenzoic acid 97%
• CAS NO: 20776-50-5
• Molecular Formula: C₇H₆BrNO₂
• Molecular Weight: 216.03
• EINECS: 244-025-7
• Product Categories: benzene derivative;Multisubstituted Benzene;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Carboxylic Acids;Phenyls & Phenyl-Het;Carboxylic Acids;Phenyls & Phenyl-Het;Aromatic Amino Acids;Peptide Synthesis;Unnatural Amino Acid Derivatives;Benzoic acid series;Pyrrolidines
• Mol File: 20776-50-5.mol
• Article Data: 26

Chemical Properties

• Melting Point: 230-234 °C
• Boiling Point: 352.4 °C at 760 mmHg
• Flash Point: 166.9 °C
• Appearance: slight yellow to white powder
• Density: 1.793 g/cm³
• Vapor Pressure: 1.43E-05mmHg at 25°C
• Refractive Index: 1.672
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 4.71±0.10(Predicted)
• Water Solubility: Soluble in water (slightly).
• CAS DataBase Reference: 2-Amino-4-bromobenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-4-bromobenzoic acid(20776-50-5)
• EPA Substance Registry System: 2-Amino-4-bromobenzoic acid(20776-50-5)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 36/37
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 20776-50-5(Hazardous Substances Data)

Usage

Description

2-Amino-4-bromobenzoic acid is an organic compound characterized by its slight yellow to white powder appearance. It is a significant building block and intermediate in various chemical syntheses, particularly in the fields of pharmaceuticals, agrochemicals, and dyestuff.

Uses

Used in Organic Synthesis:
2-Amino-4-bromobenzoic acid is used as a key intermediate for the synthesis of various organic compounds due to its reactive functional groups, which can be further modified to produce a wide range of products.
Used in Pharmaceutical Industry:
2-Amino-4-bromobenzoic acid is used as an important raw material in the development of pharmaceuticals. Its unique structure allows it to be incorporated into the design of new drugs, potentially leading to novel therapeutic agents.
Used in Agrochemicals:
In the agrochemical industry, 2-Amino-4-bromobenzoic acid is utilized as a starting material for the synthesis of various agrochemical products, such as pesticides and herbicides, which are essential for crop protection and increased agricultural productivity.
Used in Dyestuff Industry:
2-Amino-4-bromobenzoic acid is also employed in the dyestuff industry as a crucial intermediate for the production of various dyes and pigments. Its chemical properties make it suitable for creating a diverse array of colorants used in different applications, such as textiles, plastics, and printing inks.

InChI:InChI=1/C7H6BrNO2/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3H,9H2,(H,10,11)

Upstream product

• 6326-79-0 6-bromoisatin 
• 99277-71-1 4-bromo-2-nitrobenzoic acid 
• 101861-53-4 2-(methylcarbonylamino)-4-bromobenzoic acid 
• 64945-30-8 6-bromo-2-methylgramine 
• 610-36-6 4-amino-2-nitrobenzoic acid 
• 37125-92-1 2-methylgramine 
• 875-51-4 4-Bromo-2-nitroaniline 
• 79603-03-5 4-bromo-2-nitro-benzonitrile 
• 116436-10-3 5’-bromo-2’-methylacetanilide 
• 60956-26-5 4-bromo-2-nitrotoluene 
• 39478-78-9 5-bromo-2-methylaniline 
• 106-38-7 para-bromotoluene 
• 117323-99-6 ethyl 2-amino-4-bromobenzoate 
• 611-00-7 2,4-dibromobenzoic acid 

Downstream Products

• 135484-83-2 2-amino-4-bromo-benzoic acid methyl ester 
• 194851-16-6 7-bromoquinazolin-4(3H)-one 
• 244256-21-1 4-bromo-2-[(N-carboxymethyl)amino]benzoic acid 
• 861526-61-6 4-bromo-2-(methylamino)benzoic acid 
• 859184-22-8 2-amino-4-bromo-benzoic acid-(2-chloro-ethyl ester) 
• 83390-46-9 6-Bromo-3-(2-ethyl-phenyl)-2-mercapto-3H-quinazolin-4-one 
• 35977-17-4 3-benzyl-6-bromo-2-mercapto-4(3H)-quinazolone 
• 18118-51-9 6-bromo-3-(4-methoxy-phenyl)-2-thioxo-2,3-dihydro-1H-quinazolin-4-one 
• 35970-02-6 6-bromo-3-cyclohexyl-2-mercapto-4(3H)-quinazolone 
• 188054-33-3 4-bromo-2-{[2-(methoxycarbonyl)phenyl]amino}benzoic acid 
• 286438-34-4 6-bromo-9-chloro-1,2,3,4-tetrahydroacridine 
• 852620-79-2 2-azido-4-bromobenzoic acid 
• 112253-70-0 2-amino-4-bromobenzamide 
• 116209-30-4 4-bromo-2-mercaptobenzoic acid 

Relevant articles and documents

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Discovery of Novel Tacrine-Pyrimidone Hybrids as Potent Dual AChE/GSK-3 Inhibitors for the Treatment of Alzheimer's Disease

Based on a multitarget strategy, a series of novel tacrine-pyrimidone hybrids were identified for the potential treatment of Alzheimer's disease (AD). Biological evaluation results demonstrated that these hybrids exhibited significant inhibitory activities toward acetylcholinesterase (AChE) and glycogen synthase kinase 3 (GSK-3). The optimal compound 27g possessed excellent dual AChE/GSK-3 inhibition both in terms of potency and equilibrium (AChE: IC50 = 51.1 nM; GSK-3β: IC50 = 89.3 nM) and displayed significant amelioration on cognitive deficits in scopolamine-induced amnesia mice and efficient reduction against phosphorylation of tau protein on Ser-199 and Ser-396 sites in glyceraldehyde (GA)-stimulated differentiated SH-SY5Y cells. Furthermore, compound 27g exhibited eligible pharmacokinetic properties, good kinase selectivity, and moderate neuroprotection against GA-induced reduction in cell viability and neurite damage in SH-SY5Y-derived neurons. The multifunctional profiles of compound 27g suggest that it deserves further investigation as a promising lead for the prospective treatment of AD.

Anthranilic acid and derivatives thereof as well as synthesis method and application thereof

In the reaction solvent, o-methyl (hetero) aryl nitro compound is taken as a reaction raw material and is used for water. The anthranilic acid and its derivatives are synthesized by the action of a catalyst, a base and an additive. The synthetic method has the advantages of cheap and easily available raw materials, simple reaction operation, high yield and excellent functional group tolerance, and provides a simple and efficient method for synthesizing o-aminobenzoic acid which is widely used in the aspects of dyes, medicines, pesticides, spices and the like. The invention further discloses the anthranilic acid and derivatives and application thereof, and has a wide application prospect.

A kind of novel 4,5-substituted-7-carboxylic acid methyl ester indole dione derivatives and their use in anti-tumor drug

The invention relates to a kind of novel 4,5-substituted-7-methyl formate indoledione derivatives and an application thereof in anti-tumor drugs. The derivatives are 4-floro-5-bromo-7-methyl formate indoledione, 4-floro-5-nitro-7-methyl formate indoledione, 4-chloro-5-bromo-7-methyl formate indoledione, 4,5-dibromo-7-methyl formate indoledione and the like. In the invention, the kind of 4,5-substituted-7-methyl formate indoledione derivatives are synthesized and tested for the in-vitro tumor cell inhibition activity, and the result indicates that the kind of derivatives realize certain inhibition effects (IC5010muM) on the human leukemia cell (K562), human colon cancer cell (HT-29) and human liver cancer cell (HepG2) and have broad prospects in the development and application of anti-tumor drugs.