19357-07-4

Basic information

• Product Name: 2-[(BENZYLAMINO)CARBONYL]BENZOIC ACID
• Synonyms: 2-[(BENZYLAMINO)CARBONYL]BENZOIC ACID
• CAS NO: 19357-07-4
• Molecular Formula: C₁₅H₁₃NO₃
• Molecular Weight: 255.26862
• Mol File: 19357-07-4.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-[(BENZYLAMINO)CARBONYL]BENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(BENZYLAMINO)CARBONYL]BENZOIC ACID(19357-07-4)
• EPA Substance Registry System: 2-[(BENZYLAMINO)CARBONYL]BENZOIC ACID(19357-07-4)

Safety Data

• Hazardous Substances Data: 19357-07-4(Hazardous Substances Data)

Usage

General Description

2-[(Benzylamino)carbonyl]benzoic acid is a chemical compound with the molecular formula C15H13NO3. It is a white to off-white powder that is soluble in organic solvents. 2-[(BENZYLAMINO)CARBONYL]BENZOIC ACID is commonly used as a building block in the synthesis of pharmaceuticals and agrochemicals. It has also been studied for its potential use as an inhibitor of a specific enzyme involved in cancer progression. Additionally, 2-[(benzylamino)carbonyl]benzoic acid has shown to have antioxidant and anti-inflammatory properties, making it a valuable compound for various industrial and research applications.

Upstream product

• 85-44-9 phthalic anhydride 
• 100-46-9 benzylamine 
• 2142-01-0 N-benzylphthalimide 
• 88-99-3 benzene-1,2-dicarboxylic acid 
• 601-70-7 3,3-dichlorophthalide 
• 524-38-9 N-hydroxyphthalimide 
• 39020-79-6 2-(allyloxy)isoindoline-1,3-dione 
• 136918-14-4 phthalimide 

Downstream Products

• 2142-01-0 N-benzylphthalimide 
• 1390623-35-4 (S)-1-(2-(benzylcarbamoyl)benzoyl)pyrrolidine-2-carboxamide 
• 1390623-32-1 (S)-N-benzyl-2-(2-cyanopyrrolidine-1-carbonyl)benzamide 
• 38228-99-8 N,N'-dibenzylphthalamide 

Relevant articles and documents

A phthalimidation protocol that follows protein defined parameters

This work outlines the first phthalimidation protocol suitable for protein labeling and performed in aqueous media at room temperature and neutral pH with no catalyst or co-reagent required. The methodology is suitable for a range of amines and its efficiency was determined with chemoselective and site-selective protein labeling. This journal is

Virtual screening and computational optimization for the discovery of covalent prolyl oligopeptidase inhibitors with activity in human cells

Our docking program, Fitted, implemented in our computational platform, Forecaster, has been modified to carry out automated virtual screening of covalent inhibitors. With this modified version of the program, virtual screening and further docking-based optimization of a selected hit led to the identification of potential covalent reversible inhibitors of prolyl oligopeptidase activity. After visual inspection, a virtual hit molecule together with four analogues were selected for synthesis and made in one-five chemical steps. Biological evaluations on recombinant POP and FAPα enzymes, cell extracts, and living cells demonstrated high potency and selectivity for POP over FAPα and DPPIV. Three compounds even exhibited high nanomolar inhibitory activities in intact living human cells and acceptable metabolic stability. This small set of molecules also demonstrated that covalent binding and/or geometrical constraints to the ligand/protein complex may lead to an increase in bioactivity.

Solvent effects on alkaline hydrolysis of N-benzylphthalimide in mixed water-acetonitrile and mixed water-N,N-dimethylformamide

The nucleophilic second-order rate constant (kOH) for the reaction of OH- with N-benzylphthalimide appears to follow a reaction mechanism similar to that for reactions of OH- with phthalimide and its N-alkylphthalimides. The rate of hydrolysis reveals an insignificant contribution of water-catalysed cleavage of NBPT compared with its hydroxide ion catalysed reaction. The observed pseudo first-order rate constant, k obs, for alkaline hydrolysis of NBPT decreases with increase in the content of organic cosolvents (up to 70%, v/v) in mixed water-CH3CN and water-DMF solvents.