13278-38-1

Basic information

• Product Name: N-(4-BROMOPHENYL)ANTHRANILIC ACID
• Synonyms: N-(4-BROMOPHENYL)ANTHRANILIC ACID;2-(4-Bromo-phenylamino)-benzoic acid
• CAS NO: 13278-38-1
• Molecular Formula: C₁₃H₁₀BrNO₂
• Molecular Weight: 292.13
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
• Mol File: 13278-38-1.mol
• Article Data: 20

Chemical Properties

• Melting Point: 160 °C(Solv: methanol (67-56-1); water (7732-18-5))
• Boiling Point: 423.1°Cat760mmHg
• Flash Point: 209.7°C
• Appearance: /
• Density: 1.586g/cm³
• Vapor Pressure: 6.52E-08mmHg at 25°C
• Refractive Index: 1.688
• PKA: 3.66±0.36(Predicted)
• CAS DataBase Reference: N-(4-BROMOPHENYL)ANTHRANILIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-BROMOPHENYL)ANTHRANILIC ACID(13278-38-1)
• EPA Substance Registry System: N-(4-BROMOPHENYL)ANTHRANILIC ACID(13278-38-1)

Safety Data

• Hazardous Substances Data: 13278-38-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H10BrNO2/c14-9-5-7-10(8-6-9)15-12-4-2-1-3-11(12)13(16)17/h1-8,15H,(H,16,17)

Upstream product

• 106-37-6 1.4-dibromobenzene 
• 118-92-3 anthranilic acid 
• 16463-38-0 potassium 2-chlorobenzoate 
• 106-40-1 4-bromo-aniline 
• 118-91-2 ortho-chlorobenzoic acid 
• 88-67-5 2-Iodobenzoic acid 
• 88-65-3 2-bromobenzoic-acid 
• 134-20-3 2-carbomethoxyaniline 

Downstream Products

• 7497-57-6 4-(2-bromo-acridin-9-yl)-N,N-dimethyl-aniline 
• 126463-25-0 p-phenylenedianthranilic acid 
• 101895-15-2 2-[(4-biphenyl)amino]benzoic acid 
• 1428865-19-3 C₁₅H₁₄BrNO₂ 
• 1428865-46-6 2-((4-bromophenyl)(methyl)amino)benzaldehyde 
• 1428865-31-9 C₁₄H₁₄BrNO 
• 1484-12-4 N-methylcarbazole 
• 91828-08-9 3-bromo-9-methyl-9H-carbazole (2b) 

Relevant articles and documents

9-Aminoacridine peptide derivatives as versatile reporter systems for use in fluorescence lifetime assays

A novel long lifetime fluorescence reporter based on 9-aminoacridine was designed, the lifetime of which can be modulated in a defined manner when in proximity to a tryptophan residue enabling fluorescence lifetime based biochemical assays to be configure

Selectivity of a bromoacridine-containing fluorophore for triplex DNA

Fluorophore 1,8-naphthilamide was linked to 2-bromoacridine through an ethylenediamine spacer using a succinct synthetic route to give a bromoacridine-linked, bifunctional fluorophore conjugate for the detection of triplex DNA. Acridine is well known to intercalate into duplex DNA whereas introduction of a bulky bromine atom at position C2 redirects specificity for triplex over duplex DNA. In this work, photoelectron transfer assay was used to demonstrate that the synthesised 2-bromoacridine-linked fluorophore conjugate had good selectivity for the representative triplex DNA target sequence d(T*A.T)20 compared with double-stranded d(T.A)20, single-stranded dT20 or d(G/A)19 DNA sequences. Graphic abstract: [Figure not available: see fulltext.].

Redox-neutral decarboxylative photocyclization of anthranilic acids

A mild metal-, catalyst-, and oxidant-free photoredox neutral system has been found to efficiently enable intramolecular decarboxylative cyclization of anthranilic acids. This facile protocol provides an alternative method for the synthesis of carbazoles. Mechanistic studies reveal a key photoinduced 6π-electrocyclization process and formic acid was released as the sole byproduct.