2274-50-2

Usage

Uses

Used in Pharmaceutical Industry:
2-[(1-carboxyethyl)amino]benzoic acid is used as a local anesthetic for the treatment of ocular pain and discomfort. It is commonly administered in the form of eye drops, targeting various eye conditions that cause pain and irritation.
Used in Ophthalmology:
In the field of ophthalmology, 2-[(1-carboxyethyl)amino]benzoic acid serves as an effective pain reliever, specifically for conditions affecting the eyes. Its application as eye drops allows for targeted relief, making it a valuable asset in managing ocular pain and promoting patient comfort.

Upstream product

• 118-92-3 anthranilic acid 
• 598-78-7 (R,S)-2-chloropropionic acid 
• 552-37-4 sodium o-aminobenzoate 
• 302-72-7 rac-Ala-OH 
• 118-91-2 ortho-chlorobenzoic acid 
• 88-65-3 2-bromobenzoic-acid 

Downstream Products

• 75835-46-0 N-acetylphenylalanine-o-carboxylic acid 
• 23741-00-6 3-acetoxy-1-acetyl-2-methyl-1H-indole 
• 65881-18-7 1-Acetyl-2-methyl-3-oxo-2,3-dihydroindole 
• 4071-16-3 2-(2-methyl-1H-indol-3-yl)acetonitrile 

Relevant academic research and scientific papers

Indoxyl-based umpolung strategy for the synthesis of unsymmetrical 3,3′-biindoles

3,3′-Bisindoles are known to be important structural motifs found in bioactive natural products, pharmaceuticals, and functional materials. Herein, a novel indoxyl-based approach was established for the synthesis of unsymmetrical 3,3′-biindoles from indoles and indoxyls. This approach generated moderate to excellent yields of the desired products (24 examples, up to 98% yield). The present method features broad substrate scope, operational simplicity, high atom economy, and utilization of non-toxic and inexpensive molecular iodine as catalyst. The applicability of this method has been demonstrated by the facile gram-scale synthesis.

The Ullmann coupling between 2-chlorobenzoic acids and amino acids; a valuable reaction for preparing 2-substituted 1-acetyl-1H-indol-3-yl acetates

2-Substituted 3-acetoxy-1-acetyl-1H-indoles were prepared by condensing 2-chlorobenzoic acids with amino acids under Ullmann conditions in good yields, and further cyclodecarboxylation using the Roessing method in moderate to good yields. Georg Thieme Ver

DOUBLE CYCLISATION OF PHENYLGLYCINE-o-CARBOXYLIC ACIDS - I NEW STABLE MESOIONIC OXAZOLONES

Remarkably stable mesoionic oxazolones possessing an oxazoloquinolinium structure (5a-b, 8, 16, 17) were obtained by the double cyclisation of phenylglycine-o-carboxylic acids (3a-c) in refluxing acetic anhydride or in benzoic anhydride at 140 deg.The O-Ac group was eliminated to give the corresponding lactones (6a-b) or replaced by O-Ts (7).IR stretching vibrations of the endo-carbonyl were in the range 1710-1768 cm-1, while ν1-CH exhibited unusually high values (3159-3194 cm-1). 1-Acyl derivatives could be obtained only with TFAA (23-24), although easydeuteration of the same position took place in the presence of traces of trifluoroacetic acid.Hydrolysis of 5b led to the α-quinolone-N-acetic acid 27a.In the case of 5a, hydrolysis was accompanied by self-acylation of the nucleophilic site at C-4 with formation of a dimeric acid 28a.The presence of an additional Me group in phenylalanine-o-carboxylic acid (36) activates the corresponding mesoionic oxazolone 37 so that 1-acylation becomes possible with formation of the fused oxazole 38 by the Dakin-West reaction.Temperature dependent magnetic non-equivalence of methylene protons has been observed in acids 3b-d and f and also in the 7-membered anhydride 48b.