106896-48-4

Basic information

• Product Name: 3-AMINO-2-BROMO-BENZOIC ACID METHYL ESTER
• Synonyms: 3-AMINO-2-BROMO-BENZOIC ACID METHYL ESTER;Methyl 3-aMino-2-broMobenzoate;Methyl 3-aMino-2-broMobenzoate 95%
• CAS NO: 106896-48-4
• Molecular Formula: C₈H₈BrNO₂
• Molecular Weight: 230.06
• Mol File: 106896-48-4.mol

Chemical Properties

• Boiling Point: 314.133 °C at 760 mmHg
• Flash Point: >110℃
• Appearance: /
• Density: 1.583 g/mL at 25 °C
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: n20/D1.601
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: 3-AMINO-2-BROMO-BENZOIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 3-AMINO-2-BROMO-BENZOIC ACID METHYL ESTER(106896-48-4)
• EPA Substance Registry System: 3-AMINO-2-BROMO-BENZOIC ACID METHYL ESTER(106896-48-4)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26
• RIDADR: 2810
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: Ⅲ
• Hazardous Substances Data: 106896-48-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-AMINO-2-BROMO-BENZOIC ACID METHYL ESTER is used as a key intermediate in the synthesis of Carbazole-based compounds, which are known for their diverse biological activities and potential applications in the development of new drugs. These carbazole derivatives have been explored for their anticancer, anti-inflammatory, and antimicrobial properties, among others.
Used in Enzyme Inhibition:
3-AMINO-2-BROMO-BENZOIC ACID METHYL ESTER is also utilized as an inhibitor of the enzyme Indoleamine 2,3-dioxygenase (IDO). IDO is an enzyme involved in the metabolism of tryptophan, an essential amino acid, and its inhibition has been linked to the modulation of immune responses. By targeting IDO, 3-AMINO-2-BROMO-BENZOIC ACID METHYL ESTER may have potential applications in the treatment of various diseases, including cancer and neurodegenerative disorders, where immune system modulation is crucial.

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

Upstream product

• 5337-09-7 2-bromo-3-nitro-benzoic acid methyl ester 
• 573-54-6 2-bromo-3-nitro-benzoic acid 
• 53663-14-2 anhydro-2-hydroxymercuri-3-nitrobenzoic acid 
• 570-24-1 2-Methyl-6-nitroaniline 
• 41085-43-2 2-bromo-3-nitrotoluene 
• 4518-10-9 Methyl 3-aminobenzoate 
• 67-56-1 methanol 
• 168899-61-4 3-amino-2-bromobenzoic acid 

Downstream Products

• 34058-54-3 methyl 2-phenyl-1H-indole-4-carboxylate 
• 112970-48-6 2-bromo-3-carbomethoxy-N-tosylaniline 
• 610-94-6 2-bromobenzoic acid methyl ester 
• 23531-24-0 1,6-dicarbomethoxy-phenazine 
• 31271-85-9 4-methoxycarbonyl-1-<(4-methylphenyl)sulfonyl>-1H-indole 
• 110073-71-7 2-vinyl-3-carbomethoxy-N-tosylaniline 
• 246513-41-7 3-(3-Carbomethoxy-2-bromoanilino)-cyclohex-2-en-1-one 
• 1239349-10-0 methyl 2-bromo-3-formamidobenzoate 
• 1239349-12-2 methyl 2-bromo-3-(diethoxymethyleneamino)benzoate 
• 1403595-95-8 methyl 2-bromo-3-(cyclopentylamino)benzoate 
• 1403595-96-9 methyl 2-bromo-3-(cyclopentyl(methyl)amino)benzoate 
• 1403595-97-0 C₁₃H₁₆BrNO₂ 
• 1403597-87-4 methyl 3-(cyclopentyl(methyl)amino)-2-vinylbenzoate 

Relevant articles and documents

Exploration of Biaryl Carboxylic Acids as Proton Shuttles for the Selective Functionalization of Indole C-H Bonds

A survey of diversely substituted 2-arylbenzoic acids were synthesized and tested for use as proton shuttle in the direct arylation of indoles with bromobenzenes. It was found that 3-ethoxy-2-phenylbenzoic acid gives superior yield and selectivity for this class of substrates.

ENHANCER OF ZESTE HOMOLOG 2 INHIBITORS

This invention relates to novel compounds according to Formula (I) which are inhibitors of Enhancer of Zeste Homolog 2 (EZH2), to pharmaceutical compositions containing them, to processes for their preparation, and to their use in therapy for the treatment of cancers.

SUBSTITUTED BENZENE COMPOUNDS

The present invention relates to substituted benzene compounds. The present invention also relates to pharmaceutical compositions containing these compounds and methods of treating cancer by administering these compounds and pharmaceutical compositions to subjects in need thereof. The present invention also relates to the use of such compounds for research or other non-therapeutic purposes.

A noveland practical synthesis of substituted 2-ethoxy benzimidazole: Candesartan cilexetil

A novel and practical synthetic route for the preparation of candesartan cilexetil from methyl 2-amino-3-nitrobenzoate is described.The key steps are the reaction of methyl 2-bromo-3-(diethoxy-methyleneamino)benzoate with (2-(1-trityl-1H-tetrazol-5-yl) biphenyl-4-yl) methanamine and the final formation of 2-ethoxy benzimidazole ring via intramolecular N-arylation.The final ring closure process could be utilized to prepare other 2-substituted benzimidazoles.The method is simple for operation and suitable for industrial production.

Electrophilic bromination of meta-substituted anilines with N-bromosuccinimide: Regioselectivity and solvent effect

N-Bromosuccinimide-mediated electrophilic aromatic bromination of a series of anilines substituted with an electron-with-drawing group in the meta position was investigated. The regioselectivity of the reaction is markedly dependent on the polarity of the solvent and the bromination reaction can be tuned by appropriate selection of the reaction medium. Georg Thieme Verlag Stuttgart.

Substituted tricyclics

A class of novel tricyclics is disclosed together with the use of such compounds for inhibiting sPLA2mediated release of fatty acids for treatment of conditions such as septic shock.

Preparation and NMR analysis of 2,6-heterodifunctional halobenzenes as precursors for substituted biphenyls

Preparation and complete characterization of 16 2,6-disubstituted halobenzenes, including nine new compounds, from two common starting materials is described. Seven of the new compounds contain one or two propylthio groups, which have been introduced in two ways. Direct reaction of arenediazonium salts with 1-propanethiolate gives yields comparable to those obtained in a three-step method through sulfonyl chlorides. The 1H- and 13C NMR chemical shifts of 17 1,2,3-trisubstituted benzenes have been correlated with the predicted values and the observed trends explained using commonly available modeling packages.

Substituted carbazoles, process for their preparation and their use as sPLA2 inhibitors

Novel tricyclics are disclosed together with the use of such compounds for inhibiting SPLA2 mediated release of fatty acids for treatment of conditions such as septic shock.

Palladium-Catalyzed Coupling of 2-Bromoanilines with Vinylstannanes. A Regiocontrolled Synthesis of Substituted Indoles

The palladium-catalyzed cross-coupling reaction of aryl halides and triflates with vinylstannane reagents has been used to produce a variety of substituted indoles.The mild reaction conditions and selectivity inherent in the coupling reaction have been utilized to produce regiochemically pure 4-, 5-, and 6-substituted indoles.