6942-37-6

Basic information

• Product Name: 5-AMINO-2-BROMO-BENZOIC ACID METHYL ESTER
• Synonyms: 5-AMINO-2-BROMO-BENZOIC ACID METHYL ESTER;2-broMo-5-aMinobenzoic acid Methyl ester;Methyl 5-aMino-2-broMobenzoate;NSC 57463
• CAS NO: 6942-37-6
• Molecular Formula: C₈H₈BrNO₂
• Molecular Weight: 230.06
• Mol File: 6942-37-6.mol
• Article Data: 24

Chemical Properties

• Boiling Point: 313.2 °C at 760 mmHg
• Flash Point: 143.2 °C
• Appearance: /
• Density: 1.578 g/cm³
• Vapor Pressure: 0.000505mmHg at 25°C
• Refractive Index: 1.601
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 2.75±0.10(Predicted)
• CAS DataBase Reference: 5-AMINO-2-BROMO-BENZOIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 5-AMINO-2-BROMO-BENZOIC ACID METHYL ESTER(6942-37-6)
• EPA Substance Registry System: 5-AMINO-2-BROMO-BENZOIC ACID METHYL ESTER(6942-37-6)

Safety Data

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45
• RIDADR: UN 2811 6.1 / PGIII
• HazardClass: 6.1
• PackingGroup: Ⅲ
• Hazardous Substances Data: 6942-37-6(Hazardous Substances Data)

Usage

General Description

5-AMINO-2-BROMO-BENZOIC ACID METHYL ESTER is a chemical compound with the molecular formula C8H8BrNO2. It is a methyl ester derivative of 5-amino-2-bromo-benzoic acid and is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. 5-AMINO-2-BROMO-BENZOIC ACID METHYL ESTER is a white to off-white solid with a melting point of 186-189°C and is soluble in organic solvents. It is a potentially hazardous substance and should be handled with care, following proper safety protocols and using appropriate protective equipment.

InChI:InChI=1/C8H8BrNO2/c1-12-8(11)6-4-5(10)2-3-7(6)9/h2-4H,10H2,1H3

Upstream product

• 6942-36-5 methyl 2-bromo-5-nitrobenzoate 
• 67-56-1 methanol 
• 22921-67-1 5-acetylamino-2-bromobenzoic acid 
• 4518-10-9 Methyl 3-aminobenzoate 
• 2840-02-0 5-acetamido-2-bromobenzoic acid 

Downstream Products

• 1256488-79-5 methyl 5-[bis(methylsulfonyl)amino]-2-bromobenzoate 
• 717880-58-5 2-bromo-5-iodobenzoic acid methyl ester 
• 810696-50-5 6-bromo-3-(1-methoxycarbonyl-1-methylethyl)amino-2-nitrobenzoic acid methyl ester 

Relevant articles and documents

Design, Synthesis of Biaryl Piperidine Derivatives and Their Evaluation as Potential Antileishmanial Agents against Leishmania donovani Strain Ag83

We have developed a new series of simple biaryl piperidine derivatives (11–19) based on biaryl naphthylisoquinoline alkaloid Ealamine-A. The target compounds were synthesized, analyzed by spectral data, and evaluated for antileishmanial activity against Leishmania donovani strain Ag83 by MTT assay. The compounds have shown the best to moderate antileishmanial activity. The 5′-fluoro-2′-methoxyphenyl derivative 14 and 3′,5′-difluorophenyl derivative 16 have inhibited the promastigotes by 86 % and 85 % after 24 h and 92 % and 91 % after 48 h incubation, respectively, at 400 μM concentration. The % inhibition was lower with the lowering of the concentration and increased with the incubation time. Compounds 12, 15, and 18 have solubility issues and proved to be less active than the rest of the compounds. Molecular docking studies were performed on selective active compounds and the results indicate that these compounds may act by binding to the Leishmanolysin and the docking scores are in good correlation with the antileishmanial activity. These results provide an initial insight into the design of new therapeutics for neglected tropical diseases.

Copper-Catalyzed Modular Amino Oxygenation of Alkenes: Access to Diverse 1,2-Amino Oxygen-Containing Skeletons

Copper-catalyzed alkene amino oxygenation reactions using O-acylhydroxylamines have been achieved for a rapid and modular access to diverse 1,2-amino oxygen-containing molecules. This transformation is applicable to the use of alcohols, carbonyls, oximes, and thio-carboxylic acids as nucleophiles on both terminal and internal alkenes. Mild reaction conditions tolerate a wide range of functional groups, including ether, ester, amide, carbamate, and halide. The reaction protocol allows for starting with free amines as the precursor of O-benzoylhydroxylamines to eliminate their isolation and purification, contributing to broader synthetic utilities. Mechanistic investigations reveal the amino oxygenation reactions may involve distinct pathways, depending on different oxygen nucleophiles.

AMINE-SUBSTITUTED HETEROCYCLIC COMPOUNDS AS EHMT2 INHIBITORS AND DERIVATIVES THEREOF

The present disclosure relates to amine-substituted heterocyclic compounds and derivatives thereof. The present disclosure also relates to pharmaceutical compositions containing these compounds and methods of treating a disorder (e.g., cancer) by administering an amine-substituted heterocyclic heterocyclic compound disclosed herein or a pharmaceutical composition thereof to subjects in need thereof. The present disclosure also relates to the use of such compounds for research or other non-therapeutic purposes.