59514-98-6

Usage

Structure

Derivative of benzoic acid with a hydroxy group and a ketone group on the isoindolinyl ring

Usage

Commonly used in organic synthesis and pharmaceutical research due to its potential medicinal properties

Suitability

Structure and functional groups make it suitable for various chemical reactions and derivatization to create new compounds with potentially useful biological activities

Potential

Identified as a potential inhibitor of certain enzymes, making it a valuable compound in drug development and biochemical research.

Upstream product

• 85-44-9 phthalic anhydride 
• 41513-78-4 2-phthalimidobenzoic acid 
• 118-92-3 anthranilic acid 

Relevant academic research and scientific papers

Stereoselective synthesis of 1,4-benzodiazepines via photoinduced decarboxylation of N-phthaloylanthranilic acid amides

Photochemical decarboxylation of amides derived from N-phthaloylanthranilic acid coupled to a series of α-amino acids under basic conditions resulted in 1,4-benzodiazepines (from sarcosine, alanine, valine, leucine, phenylalanine, aspartic and glutamic acid) and several annulated (from 2-azetidine and pipecolinic acid, proline and 2-azabicyclo[3.3.0]undecanoic acid) 1,4-benzodiazepines 1c-12c in good yields (except for 6c and 7c from acidic amino acids and 9c) and excellent diastereoselectivities. Also quaternary α-amino acids could be applied as demonstrated for the α-amino isobuyrate derivative 8b. Optically active substrates 9b, 10b, 10e, 12b, and 12e were converted into non-racemic products with a high degree of chirality memory with (inversion of configuration at the stereogenic center) and ee-values of >79%. The corresponding 4-chlorinated products 1e-12e were obtained in comparable yields from the 4-chloroanthranilic acid-derived substrates.