306937-20-2

Basic information

• Product Name: Benzoic acid, 5-bromo-2-[[(1,1-dimethylethoxy)carbonyl]amino]- (9CI)
• Synonyms: 5-Bromo-2-[(tert-butoxycarbonyl)amino]benzoic acid, 4-Bromo-2-carboxyaniline, N-BOC protected, 5-Bromoanthranilic acid, N-BOC protected;Benzoic acid, 5-bromo-2-[[(1,1-dimethylethoxy)carbonyl]amino]- (9CI);N-Boc-5-bromoanthranilic acid;2-Amino-5-bromobenzoic acid, N-BOC protected
• CAS NO: 306937-20-2
• Molecular Formula: C₁₂H₁₄BrNO₄
• Molecular Weight: 316.14786
• Product Categories: N-BOC
• Mol File: 306937-20-2.mol

Chemical Properties

• Boiling Point: 367.1°C at 760 mmHg
• Flash Point: 175.8°C
• Appearance: /
• Density: 1.526g/cm³
• Vapor Pressure: 4.91E-06mmHg at 25°C
• Refractive Index: 1.598
• Storage Temp.: 2-8°C
• PKA: 3.31±0.36(Predicted)
• CAS DataBase Reference: Benzoic acid, 5-bromo-2-[[(1,1-dimethylethoxy)carbonyl]amino]- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 5-bromo-2-[[(1,1-dimethylethoxy)carbonyl]amino]- (9CI)(306937-20-2)
• EPA Substance Registry System: Benzoic acid, 5-bromo-2-[[(1,1-dimethylethoxy)carbonyl]amino]- (9CI)(306937-20-2)

Safety Data

• Hazardous Substances Data: 306937-20-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
Benzoic acid, 5-bromo-2-[[(1,1-dimethylethoxy)carbonyl]amino](9CI) is used as a research compound for the development of new drugs due to its unique chemical structure and potential applications in medicinal chemistry.
Used in Organic Synthesis:
Benzoic acid, 5-bromo-2-[[(1,1-dimethylethoxy)carbonyl]amino](9CI) is used as a building block or intermediate in organic synthesis, allowing for the creation of more complex molecules with specific properties and functions.
Used in Chemical Reactions:
Benzoic acid, 5-bromo-2-[[(1,1-dimethylethoxy)carbonyl]amino](9CI) is used as a reactant in various chemical reactions, enabling the formation of new compounds with potential applications in different industries.
Further research and testing are required to fully understand its potential applications in various industries.

InChI:InChI=1/C12H14BrNO4/c1-12(2,3)18-11(17)14-9-5-4-7(13)6-8(9)10(15)16/h4-6H,1-3H3,(H,14,17)(H,15,16)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 5794-88-7 5-Bromo-2-aminobenzoic acid 
• 118-92-3 anthranilic acid 

Downstream Products

• 945893-19-6 tert-butyl-4-bromo-2-({4-[2-(6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinolin-2-yl)ethyl]phenyl}carbamoyl)phenylcarbamate 
• 945893-20-9 2-amino-5-bromo-N-(4-{2-[6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinolin-2-yl]ethyl}-phenyl)benzamide 

Relevant articles and documents

Discovery of the first Mycobacterium tuberculosis MabA (FabG1) inhibitors through a fragment-based screening

Mycobacterium tuberculosis (M.tb), the etiologic agent of tuberculosis, remains the leading cause of death from a single infectious agent worldwide. The emergence of drug-resistant M.tb strains stresses the need for drugs acting on new targets. Mycolic acids are very long chain fatty acids playing an essential role in the architecture and permeability of the mycobacterial cell wall. Their biosynthesis involves two fatty acid synthase (FAS) systems. Among the four enzymes (MabA, HadAB/BC, InhA and KasA/B) of the FAS-II cycle, MabA (FabG1) remains the only one for which specific inhibitors have not been reported yet. The development of a new LC-MS/MS based enzymatic assay allowed the screening of a 1280 fragment-library and led to the discovery of the first small molecules that inhibit MabA activity. A fragment from the anthranilic acid series was optimized into more potent inhibitors and their binding to MabA was confirmed by 19F ligand-observed NMR experiments.

Tariquidar analogues: Synthesis by CuI-catalysed N/O-aryl coupling and inhibitory activity against the ABCB1 transporter

Less lipophilic and better water soluble tariquidar analogues were synthesised from one central anthranilic acid derived building block by Cu I-catalysed N/O-arylation reactions. The compounds were tested for their inhibitory activity against the ABCB1 transporter in a flow cytometric calcein-AM efflux assay. A correlation between their calculated log P values and their activities was observed, with the more lipophilic analogues being as potent as the reference substance tariquidar. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.