94675-53-3

Basic information

• Product Name: Glycine, N-[(4-methylphenyl)sulfonyl]-N-phenyl-, ethyl ester
• CAS NO: 94675-53-3
• Molecular Formula: C17H19NO4S
• Molecular Weight: 333.408
• Mol File: 94675-53-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Glycine, N-[(4-methylphenyl)sulfonyl]-N-phenyl-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Glycine, N-[(4-methylphenyl)sulfonyl]-N-phenyl-, ethyl ester(94675-53-3)
• EPA Substance Registry System: Glycine, N-[(4-methylphenyl)sulfonyl]-N-phenyl-, ethyl ester(94675-53-3)

Safety Data

• Hazardous Substances Data: 94675-53-3(Hazardous Substances Data)

Upstream product

• 2216-92-4 N-phenylglycine ethyl ester 
• 98-59-9 p-toluenesulfonyl chloride 
• 62-53-3 aniline 
• 68-34-8 phenyl toluenesulfonamide 
• 105-36-2 ethyl bromoacetate 
• 105-39-5 chloroacetic acid ethyl ester 

Downstream Products

• 2216-92-4 N-phenylglycine ethyl ester 
• 536-57-2 p-toluene sulfinic acid 
• 80271-12-1 Nα-(4-methylbenzenesulfonyl)-L-phenylglycine 
• 335415-16-2 N-(2-ethoxyphenyl)-2-(4-methyl-N-phenylphenylsulfonamido)acetamide 

Relevant articles and documents

Discovery, Optimization, and Biological Evaluation of Sulfonamidoacetamides as an Inducer of Axon Regeneration

Axon regeneration after injury in the central nervous system is hampered in part because if an age-dependent decline in the intrinsic axon growth potential, and one of the strategies to stimulate axon growth in injured neurons involves pharmacological manipulation of implicated signaling pathways. Here we report phenotypic cell-based screen of chemical libraries and structure-activity-guided optimization that resulted in the identification of compound 7p which promotes neurite outgrowth of cultured primary neurons derived from the hippocampus, cerebral cortex, and retina. In an animal model of optic nerve injury, compound 7p was shown to induce growth of GAP-43 positive axons, indicating that the in vitro neurite outgrowth activity of compound 7p translates into stimulation of axon regeneration in vivo. Further optimization of compound 7p and elucidation of the mechanisms by which it elicits axon regeneration in vivo will provide a rational basis for future efforts to enhance treatment strategies.

Chemoselective synthesis of N-substituted α-amino-α′- chloro ketones via chloromethylation of glycine-derived Weinreb amides

Functionalized α-arylamino-α′-chloro ketones are obtained in high yield via a straightforward homologation reaction of Weinreb amides derived from N-arylglycines using in situ generated chloromethyllithium. The use of the Weinreb amides is essential and allows the chemoselective homologation of N-aryl-N-substituted glycine analogues, a transformation which is not possible using similar glycine esters. The procedure is promising for the large-scale preparation of α-amino-α′-chloropropanones, which are valuable precursors for a variety of bioactive compounds. Copyright